I used to bang this chick before she joined the Navy, lost contact with her when she joined. Turns out she got married to this Navy dude. She had such a nice body ~20 years ago, sexy legs, nice ass big tits and a petite frame. Her pussy was nice and tight and she was a freak in bed. She was my first anal experience (didn't go to well lol). I recently caught up with her and holy fuck did she let herself go. I'm glad I got to fuck her in her prime. I remember when my dad met her the next day he was like, "She's got some nice tits!" haha. She was the first to ever truly deep throat my cock, she always would tell me, "don't ever ask where I learned how to do this stuff," and I never did. Good memories... sad she let herself go. I would have enjoyed being inside her again! It's those times when you reflect back and wonder what previous lovers are doing and find out, you're like - "damn, I made the right decision!"

With the house all to myself from Thursday through Sunday night, I suggested to Robby (our gang bang guru) that it would be great for him to arrange a fuck session where we could take advantage of an empty house for a change, rather than renting a hotel room for our activities. He came through within the first couple of hours, which just shows what an amazing track record he has of snagging seriously fuckable women.

He'd connected with Jamie via a Craigslist ad. She's 30, 5-5 120, with blonde-highlighted light brown hair and 32B tits. The photo posted here is the one she sent along with her request to meet. Because it was midday Thursday, Robby was only able to arrange a threesome, since the rest of the guys in our over-50 GB group couldn't make it on such short notice. Jamie was apparently OK with that, though, since this was to be her first multi-guy sex encounter and she wasn't too sure how overwhelmed she might be with more participants. And if her claims could be believed, it would prove the first time in more than a month that she'd had any kind of sex at all.

While waiting for them to show up, I gave Robby some shit via text because, after picking Jamie up from her place in North Denver, he had trouble finding my house on the southeast side. He claimed his GPS was all fucked up, but I was more certain it was operator error. Also on the way over, he "warned" me that Jamie was a bit on the skanky side, but I replied that, given our plans for the afternoon, that was a benefit rather than a flaw.

They showed up at my place just before 1:00 p.m., around 20 minutes late. I'd prepared our guest room in advance by stripping the queen-size bed and putting on a new bottom sheet plus clean pillow cases, setting out a brand-new tube of lube, and adjusting the shades so the room wouldn't be quite so bright. Meeting them at the front door, I saw that Jamie was dressed in a pleasantly slutty outfit: Short green cloth jacket over a black lace sleeveless top with a purple bra showing underneath, a denim micro-mini skirt that barely covered her ass, and over-the-knee high-heeled leather boots. She had her hair tied back in a ponytail and spun around after coming through the door so I could apply the green silk scarf I was using as a blindfold. She'd asked for this as one of the conditions of the afternoon's activities, and I was happy to oblige.

Given the lateness of their arrival and the fact Robby had to leave in an hour to pick up his kids from school, we immediately headed upstairs and got down to business. I helped Jamie off with her jacket and unzipped her skirt so she could slip it off. She quickly removed her lacy top and I unhooked her bra. We all agreed she could leave her boots on for the duration. Meanwhile, Robby was stripping down to bare skin, tossing his clothes haphazardly onto the floor in his haste to start in on Jamie. She asked us to leave her undershorts on -- they were leopard-print boy-shorts -- which was fine because they'd been altered by having two carefully placed holes cut out of the crotch. One showed off her smoothly shaved pussy while the other exposed her tight little asshole. I ran my hand down over her buttocks and slipped my middle finger into her tight, wet pussy while removing my clothes at a pace considerably slower than Robby had achieved. He put his hands on her small, firm tits and began to suck on her nipples, which stood up nicely to the attention. She used one of her hands to tug on his fully erect cock - it was hard even before he took off his trousers -- and meanwhile I disengaged so I could remove the rest of my clothes as well.

Robby suggested she lie on her back, which she did, and he stuck his face in between her thighs to taste some of that sweet, sweet pussy. I thought he might be down there a while, but after only about a minute of some serious licking he stood up, pulled her hips closer to the edge of the mattress, and jammed his seven-inch dick into her wet slit. She had her legs up in the air with Robby pressing his hands against the backs of her thighs to keep them there as he pounded her hard. I'd stroked myself from a semi-hard to a fully erect state and climbed onto the bed so she could take my dick in her mouth. By changing my angle of approach, I was able to slide my entire member into her mouth. Of course I'm less than six inches, so it's not a huge challenge, but I could still sense the tip of my cock hit the back of her throat with every downward thrust, which was a great feeling.

After a few minutes of fucking her while standing alongside the bed, Robby suggested it was my turn to squeeze my dick into that pussy. We helped flip her over -- her equilibrium was compromised somewhat by the blindfold -- and I entered her from behind, doggie-style. It had been a couple of months since I'd had sex, so this was a welcome opportunity and I made the most of it, thrusting enthusiastically as Jamie reached down with her right hand and rubbed it briskly across her clit. Meanwhile, Robby had opened up the small bottle of Astroglide he'd brought with him and suggested we DP the girl. She was definitely on board with that idea, so we maneuvered ourselves into position with me on my back and her on top, facing me. She reached down and re-inserted my cock into her pussy and leaned forward so I could suck on her tantalizingly erect nipples. I moved my legs together and Jamie did the same with hers, which allowed Robby to climb aboard and straddle the two of us. He squirted some lube onto his index finger and worked it into Jamie's rear hole, removed it quickly, and leaned forward while pressing his cock's head against her anus. She balanced on one hand above me while reaching back with her other hand and pulling her butt cheek aside to provide him greater access. A deep grunt from her, plus added pressure on my dick inside her pussy, told me he was in her ass. I lay still with my hands on Jamie's hips while Robby did all the work. He pounded her ass with enthusiasm and some deep penetration while she ground my pussy against my lower body. I saw Jamie's chest flushing red and moved my hands from her hips to her tits, tugging insistently on her nipples to match the rhythm the two of them were playing out above me. After a couple of minutes, Jamie let out a big groan and announced she was cumming.

By this point Robby was starting to run out of gas, so he pulled out of her ass and stepped across the hall into the bathroom so he could find a towel for wiping off his dick. Jamie rolled off me and onto her back, but she was clearly far from done. Neither was I -- so I climbed off at the foot of the bed and pulled Jamie toward the edge, pushed her legs up into the air and told her to hold them there (which she did by looping her arms around the backs of her knees), and then I sank my cock into her ass. It was the first time I'd done anal in probably 20 years, and it felt terrific. I was soon pounding her with balls-deep thrusts, and she let go of one leg so she could reach down and mash her fingers against her clit in a rapid-fire manner. Meanwhile, Robby crouched next to her face and stuck his newly cleaned-off dick into her mouth. She sucked him enthusiastically while I fucked her ass; then her butt muscles clenched and she was suddenly in the midst of her second orgasm.

Once it passed I withdrew, especially since my legs were shaky from all the thrusting that I was hardly used to anymore. Robby decided he wanted some more of Jamie's asshole, so we switched positions and he stood at the foot of the bed with his dick inserted all the way into her poop-chute. After about eight or ten thrusts he announced he was ready to cum, so he pulled out and shot a nice thick glob of white goo all over her pussy lips, with some coming to rest on her shorts. I was positioned behind her, with her head cradled in my lap, so I reached down and used two of my fingers to scoop up some of Robby's ejaculate. Then I popped my fingers into Jamie's mouth and she sucked them dry.

By now it was time for Robby to split, but I wasn't quite ready to call it quits and Jamie agreed to let me take her home. As Robby dug around on the floor for his discarded clothes and started to put them on, I finally pulled off Jamie's blindfold -- it was simply too much in the way after all this time -- and convinced her to get on top of me, 69-style. Robby said a quick goodbye, to which Jamie was only able to reply with a muffled grunt, since at that moment she had my entire cock in her mouth. I licked her pussy, sucked on her clit and slipped a finger into her ass, hoping to induce a third orgasm, but she came off my cock long enough to explain we'd made her pretty sore down there, so instead I pulled my face and hands away from her crotch and simply let her do her work. About three minutes into this latest activity I said, "OK, finish me off." Jamie took that as a cue to get me to cum, so she wrapped her hand around the base of my cock, sucked harder on the head, and shortly thereafter I was pumping my jizz down her throat.

She wanted to smoke a cigarette (Marlboro!), so she slipped on her black lace top and I led her toward the deck that's just outside our back door. She also wanted something alcoholic to drink, so I unscrewed the top off a tiny bottle of Barefoot Moscato and poured it into a juice glass. Classy presentation, eh? By now it was nearly 2:30, so rather than begin another fuck session -- we were both pretty sore at this point -- I suggested I drive her home. We got dressed and hit the road. On the way there, we enjoyed an interesting conversation about local politics, the police -- she was on probation for her 2nd DUI, thus a suspended drivers' license and the inability to drive -- and other non-sexual elements. As she exited my car she stuck her head back inside and gave me a warm kiss on the lips. "Tell Robby I'll be in touch again soon, OK? And next time, a couple additional guys would be all right." She'd obviously enjoyed herself!

Pauline The Slut - Part 23: Anne Gets Used 
When Anne came back down, my husband went over to her and thrust his hand between her legs, roughly feeling around her vagina.
 

 "Good slut, that's nice and smooth." He pushed her back on the couch, knelt in front of her, spread her legs and started eating her cunt. After a few minutes she was struggling not to respond to his assault. She closed her eyes and threw her head back. She was breathing heavily. He broke away before she reached her orgasm.  

He got his camera and started to film her. "Finish yourself off." He instructed her. She slipped her hand between her legs and start to play with her clitoris while her other hand started to finger her cunt. She was soon gyrating on the couch, moaning and groaning. It wasn't long until she reached her orgasm.  

" Now lick your fingers." Without any hesitation she brought her fingers to her mouth and licked them. I was shocked that she did this without any protest.  

Get down on all fours. He turned to me. "Go put on the gift I bought you." I had already been told what the plan for the rest of the day was and everything I had to do.  

When I returned he was standing in front of her with his cock in her mouth. He nodded at me. I positioned myself behind her and placed my new strap-on against her vagina. She tried to turn around but my husband held her head tightly. "Keep sucking slut while your sister fucks your cunt." She muttered something from her cock filled mouth and tried to get up but my husband grabbed her nipples and pulled hard. A muffled scream came from her throat as I pushed into her vagina. My husband continued to pull and twist her nipples until she started to suck his cock again. By now the two of us were ramming her from both ends.  

 He then took his cock out and we switched positions. She refused to take the strap-on in her mouth. "Suck it slut unless you want to get your ass whipped." She still refused. He grabbed her by the hair and dragged her to the coffee table on which he had left the riding crop. He started to lash across her arse and back. She was screaming and tears were running down her face. He then turned her around and lashed her breasts. She tried to protect them but this left her vagina exposed and he landed a lash directly on her cunt lips. She howled and begged him to stop. 
 

He signalled for me to come over and stand in front of her. I pushed the strap-on towards her mouth. She opened up and started to suck. He pushed her forward and started to fuck her again. When he finished cumming he pushed me out of the way and told her to clean his cock. She looked up at him and was about to protest until she seen him raise the riding crop. She took his cock in her mouth and cleaned both their juices from it. 
 

He picked up his camera and started filming me fucking her in various positions. She then put on the strap-on and he filmed her doing the same to me. When he filmed enough he went to his computer and edited the film. We were told to go and put on two bikinis. When we came back he had set up three cameras out in the garden. The next hour or so was spent with us putting on various lesbian scenes for the cameras. 
 

After lunch we went to the bedroom. I had the strap-on and lay on the bed. Anne was told to mount me. We were fucking for a few minutes before my husband took off his clothes. She could not see him as he oiled up his cock. He then got on the bed behind her and positioned his cock against her asshole. She went crazy and tried to get up. But he pushed her down and she was imbedded on the strap-on. 
 

"No, not there. I don't do that." she pleaded. 
 

"You do now. I'm going to fuck that virgin ass and when I'm finished your slut sister is going to fuck your ass. By the time you head back to Jim you'll have a sore, stretched, well used ass." 
 

He pushed into her ass and she roared in agony. "Keep fucking her slut." he ordered me as he pushed further up her ass. Her face had a tortured look as both her holes were filled. Her screams just seemed to encourage him more and he pounded harder into her. He filled her ass with his cum. He took his cock out and moved up the bed beside us. He took my head and had me clean his cock. I then pushed her off me, got on top and pushed the strap-on into her ass. She screamed again. I pounded away as my husband filmed her face and then my face before lowering the camera to her ass and me fucking her with the strap-on. 

By the time she left 3 days later, her ass had been fucked more than 20 times. She had learned to clean my husband cum coverd cock each time he took it out. She was also cleaning his cum out of my cunt. She had become my husband's slut. As she was getting in the taxi for the airport he handed her the video from the first night. "A souvenir of your visit. I have plenty more to watch when your slut sister is sucking my cock"
 

https://www.wihood.com/GF9A7D13

Having a sexual relationship with family members can
get started in just about any variety of situations,
some because one or more member has the definite hots
for the other, and some because of circumstances that
arise almost out of nowhere. Mine arose simply because
of my sister, and what she did with her birthday
present.

Darla got a small, hand-held video camera for her
birthday. It was pretty neat, and she went around
videotaping everyone in the house. I didn't know that
she had videotaped herself, too, and what she was doing
while she taped herself.

"Come on, Gary, let me show you my tape," she said.

"I've seen your tapes all day," I said. Mom and Dad had
gone to bed, and it was late, and I was tired. It was
past midnight.

"No, you haven't seen this one. I guarantee, you'll
like it."

I followed her to her room, where she hooked up the
small camera to her TV set.

The tape began in her room, with her just standing
there smiling. She sat next to me on her bed, and then
she nudged me. "Here's the good part,Gary."

She was laying on the bed, her legs spread, her fingers
moving up and down her pussy lips. I could feel my cock
suddenly grow, and I knew that my face was getting red.
The room suddenly felt stuffy.

She writhed around on the bed, rubbing her pussy,
lifting her skirt higher andhigher. Then, the tape
showed a close-up of her red, swollen pussy lips. Her
fingers moved to her cunt, and she pulled her lips
apart, rubbing her clitoris.

"Do you like that, Gary?"

I didn't know what to say. "Yeah," I said. My voice was
choked.

I squirmed, trying to adjust my hard-on in my pants. I
had never imagined that my sister looked so good. I
mean I knew that she had a nice body and all, but to
see it on display like this was giving me all sorts of
ideas.

She reached over and put her hand in my lap. Pressing
downward, and looked at me. She pulled my hand from my
side and put it on her knee, then pushed it up higher.
I could feel her smooth thighs and the warmth of her
crotch as she pressed my hand up under her bath robe
against her pubic bush.

I gently moved my finger against her pussy, feeling the
downy hairs beneath my fingers. At the same time, she
was rubbing the outline of my hard cock through my
pants. I felt her fingers on my zipper.

"Take off your clothes, Gary," she murmured. "I want to
take some more videos."

I knew that what I was doing was probably wrong, but I
had no choice, my hormones were raging at this point so
I stood and took off my shirt. She reached up and
unsnapped my pants, pulling them down to the floor. I
stepped out of them as my hard throbbing cock jutted
out over the band of my briefs.

My sister gasped audibly. "Damn, Gary,
you've got a big one!"

She reached up and grabbed my cock and pulled me toward
her.

She held it in her hand, examining it closely. With her
other hand, she tugged at the band of my briefs, and
pulled them down. As the elastic band passed over my
hard cock and set it free, it popped back up in the
air, reaching all the way up and slapping me in the
belly below my navel.

She stood and pulled off her robe. She wasn't wearing a
bra. Her tits bounced provocatively as she sat again
and pulled my cock to her face.

I watched with fascination as my sexy sister put her
lips around the shaft of cock. She ran her lips up the
length of it all the way to the head. Her tongue darted
out, flicking out and swiping across the purple head of
my rigid dick.

She then slowly moved her mouth down again, licking my
cock all the way to the base of it, holding my balls in
her hand. She pulled my heavy balls to her mouth and
licked, then sucked one of my swollen orbs into her
mouth. I couldn't believe that she was doing this, it
was like a dream.

I pulled away from her. "Lay on the bed," I said.

She lay back and spread her legs. "Please, Gary, fuck
me," she whispered. I didn't need to be asked twice. I
climbed on top of my sister, sucking on her erect
nipples as I positioned my cock against her hot, wet
pussy. I felt her reach down and guide my cock, wiping
the head of it against her juicy pussy.

I pressed gently, pushing my cock inside her a little
and she moaned. I thrustall the way into her, feeling
the warm, moist tightness of her cunt. I could feel my
balls pressing against her ass and she moaned again. I
began to thrust in and out of her with a rhythm she
seemed to like.

She tightened her legs around my ass, as her legs began
to tremble and shake. She moaned, and I could feel
spasms in her body as she pressed against me. Then she
came, just as I felt my balls tighten. I shot my cum
deep inside her, filling her hot box with my own
sticky, hot juices. I couldn't have held back if I'd
wanted to. It was like she was sucking it out of me.

After a few minutes, I pulled out of her and lay beside
her on the bed, dragging my cock across her legs,
leaving a sticky trail of cum and cunt juices.

"Why the hell did you tape yourself, anyway?" I asked.

"I wanted to see what it looked like."

"Looked pretty damn good to me," I said.

"I wanna see what you look like, jacking off, or
something."

It was that "something" that we taped.

My little sister was one of those kids who hated to wear clothes. Until she was 8 or 9 when ever she was home she was naked as could be, only put on clothes when we had guests. Even after she started to wear clothes, she didn't wear much. loose shorts and tank tops, with nothing under neath.

Now I'm 5 years older then her so, it always bugged the hell out of me. I'd be playing Halo with my friends and my naked sister would run by. Very embarrassing for a young teen.

We live on a large plot of land in a rural area, the closest neighbor is a couple hundred yards away. And thank fully hunting in very restrictive in the county. So we grew up in the woods. We had a nice spring fed pond on the property so we had no need for a swimming pool.

I was 18 just graduated high school, and waiting for college to start. The day was hot, the days were averaging in the high 90's all summer. With nothing to do I headed to the pond for a dip. And that is when I truly started to see my sister as something else. I was just getting ready to drop my shorts when she popped out of the water. Naked as the day she was born and looking like something out of a porn.

It was around noon so The sun was bright and right overhead. So I didn't see her face first, I just saw her nubile body, clean shaven and glistening. The desire for her just clicked on in my head. I knew it was her, she still only wore underwear when she had to. I had seen her various bits often enough to grown use to them. But knowing it was my sister it never aroused me.

So here was my sister walking towards me naked, me wearing only a pair of thin board shorts. As she walks past me she winks, says "Careful you'll put out an eye with that thing." and slaps my ass. I had full tent action going on, and I couldn't help but watch as she picked up a towel I hadn't seen and heads home, still naked. I did the only thing I could. Jerk off and took a swim. She was gone by the time I got home, went to a friends who lived near by. life went on as normal for a few days.

It was a week later. My parents slept in the basement, my sister and eye had rooms on the second floor. We also had a shared Game room, where we kept the game systems and a big screen. It was late, parents in bed, I was heading to the game room for some late night Call Of Duty. My sisters door was open a crack and as I past I heard a sharp intake on breath. I peeked in.

Her lights were off, but the screen of her laptop gave me more then enough light. She was on her stomach facing away from me. Her ass in the air and naked. She was staring at the porn on her laptop, and fucking her self with a hair brush. A week earlier I would of just left, but instead I shoved my hand in my shorts and played along. I had the absolute perfect view, almost like it was arranged. I watched as she finished and collapsed on her bed. I went back to my room and finished my self before going to bed. That was Thursday night.

Saturday night our parents were going out. Some sort of banquet for the company my dad works for. They would be gone all night, and if they drank too much would get a room. This wasn't uncommon, our parents stayed out occasionally, I would stay home to babysit. Of course My sister normally would go to her friends house for the night. But my parents expected me to be home just in case.

So it was 5pm when she walked into my room wearing her normal house attire. A pair of my old gym shorts and a too big tank. She comes up to me and without any shyness asks, "Do you have any condoms?"
Me, "Yeah why?"
Sis, "I want one Duh."
Me, "Why do you want one?"
Sis, "To use. I'm planing on giving up my virginity tonight."

My mind was reeling. We weren't super close, but we had always been upfront and honest with each other. I was the one who told her about sex when she started to show interest in boys. She had walked in on my with a girl more then once. And I wasn't the time of brother to try to stop her. I knew if she had her mind set on it nothing would stop her. I should just be glad she was using protection. So I got one from my night stand and handed it to her and said, "I won't stop you, but are you sure your ready? Are you sure he's the right guy?"

Sis, "I'm ready, I've been waiting for a year now. And I know he would never do anything to hurt me, he loves me."
Me, "Are you sure? Do I know him?"
Sis, "Yes and yes."
Me, "Who is it?"

She smiled, pulled off her shirt, dropped her shorts and right before she kissed me said, "You moron." The thought 'this is my sister' never once went through my head. My hormones took over and I kissed her back, running my hands over her body. We made out standing in the middle of my room for some time. When I needed more I picked her up and tossed her onto my bed. It took me 3 steps to strip and join her. I was far too aroused for drawn out foreplay. I went straight for her bald pussy. I know it's cliche but she tasted sweet. She locked her legs around my neck and her fingers in my hair. She climaxed quickly, and I drank it all in.

She was going to go down on me next but I couldn't wait. I grabbed a condom, she helped me put it on, and eased myself into her. She moaned loud as I went further into her tight virgin pussy. I had enough sense to go slow and not pound her silly. Going slow is the only thing that kept me from blowing my load in the first 5 seconds. She kept asking to try different positions. Once we got to doggie I was more the ready to blow so I told her to finish me with her mouth. I went at it like a porn start, which means I doubt she had ever sucked a real one. But she didn't gag much, and when I told her I was about to come she took it all in her mouth.

We laid in bed together for sometime, before either of us spoke. Sis, "That was fun."
Me, "Yeah, it's been too long for me."
Sis, "At least my first time didn't suck."
It was about now the whole fucking my sister started to settle in. She must have seen my face because she started to laugh, "Calm down. I'm not telling anyone, and I know you wont. I was serious about what I said, I've been planing this for a year. It was just sex, I'm on the pill you used a condom, so it's all good."
Me, "We shouldn't have Your my sister."
Sis, "Oh shut up. Did you like it, Yes. Was it fun, Yes. Were we safe, Yes." She smiled at me again, "Are we going to do it again, Yes and tonight."
I was done for, I was never able to say no to my sister.

After that we got very close. We didn't go after each other all the time. In fact after that first night it wasn't a regular thing. But we talked more and spent more time together. She promised me she would be very picky about any future guys. She even got me laid by one of her super cute friends, which turns out get her laid by the same super cute friend.

I was inspired to right this, because we just fucked a few hours ago and I felt like sharing.

I see you walking down the alley and I just smile but look down. No one else is around and we meet up. You ask how I am but I just stand there silent. You look around and grab my hair and pull my head back slightly, you kiss me and push me against the wall. "I asked how you were!" you ask again in a very demanding tone as you back up and push against me. I just look at you as my hands move to your cock. I start to rub it outside your pants as your hands move to my breasts. You squeeze them and go under my shirt to grab my nipple. You pinch it as I let out a moan, I kiss your neck and whisper 'I need your cock, that's how I am Sir.' Your other hand moves to my breasts as you push against me playing with them. You kiss me one more time as I moan and can't help but get wet from your power. I push you away for a moment and slide down the wall to my knees, your left arm straight as your hand pushes against the wall, your right hand takes your cock out and holds onto it. Before you know it my lips are pushing against your hand as your cock lays on my tongue in my mouth. I move in but you won't move your hand. I move out as my tongue glides on the bottom of your cock and pushes up to make you hard. I get to the tip and it pops out of my mouth. I move back into your hand, you finally move it to put it on the back of my head. You grasp my hair but don't pull me in, you are more or less just using my head as a resting spot. I move forward and sit up slightly for a better angle. I move all the way in and then out. You spread your legs a bit more as your cock grows in my mouth. My lips tightly holding on I start to go in faster, deeper, harder. I move out and start to suck. I love your cock SIr, I need your cock sir. Your grasp becomes harder and you pull my face into your cock. I gag and choke but you hold my head there. You hear people walking and you notice someone looking down. You move your back towards them to make it look like you are just taking a piss. I smile and tilt my head so I can continue to get your cock as far in my throat as possible. You hold my head close to you as I move down slightly. Your cock pushes into my throat. I feel it gets past the point of gagging and holds it there for as long as I can. You don't make a sound but your cock twitches. I start to suck harder and lick faster, pushing my tongue up and down, moving my lips in and out, making them massage your massive shaft. My tongue glides side to side but then I go in deep again. My tongue gets pushed with your big shaft, I push up, I move out as my tongue slides back and forth on you shaft. I move to the tip but just suck and worship. You notice a garbage bin down a little ways so you grab my hair and pull me up. You push me to the garbage and turn me around. Again, I am silent, all I have is a smile. You push my head down as my fat stomach gets pushed against the side. I am bent over in a perfect position. You pull my pants down and shove your cock in my pussy without warning. I scream and my moan echoes in the garbage bin. I hear you laugh as I feel your cock stretching me, pushing into me, feeling your power. I spread my legs a bit more but it makes your cock come out. You grab my hips and stand me up taller, you slap my ass and push me back in, almost lifting my feet up, your cock goes back into my pussy easier this time. "Fucking whore, stretched out already huh" you say as you rub your hands on my back and push your cock in and out of my wet, tight pussy. "this isn't going to work" you say loud enough for me to hear but soft enough so no one knows what you are doing. You pull out and I try to turn around but your strength won't allow it. You see a couple of milk crates by the dumpster and push me to them. You push me over them and the height is perfect. You take too long and I turn around and shove you cock in my mouth and suck harder than before. You stand straight up and stretch slightly. "Fucking cunt!" you tell, maybe to get others to know what you are doing or just to make me listen. I look up at you and your devious smile comes out. You grab my hair and stand me up, you pull my shirt over my head as my tits pop out. You kiss my nipple and bite them slightly, sucking on them, rubbing them with your hands, making them yours. You turn me around and push me over the crates. You shove your cock in my ass and it makes me moan louder than I ever have. "Fucking bitch, I was going to be nice and slow but now..." You slam your cock in deep, holding my hips. I bite my lip and bite my shirt that is over my head. "Shut the fuck up! I don't want anyone to know I am fucking a fucking anal pig!" you tell me and just hearing those words make my pussy leak so much it leaks onto your leg. You reach down and wipe up my juice and pull your cock out. You rub it on you cock and slam it back into my ass. You push hard, fast, fucking your little anal pig. I am about to cum but I try to hold it in, you push one, two, three more times and scratch my back. I start to tense up and you know I want to cum. "CUM" you demand and my legs start to shake and give out. You hold my hips and your big cock in my ass and cum deep. You cum so much it oozes out around your cock. I cum so hard I shake and almost fall over. You pull your cock out half way but then slam it back in. You reach around and touch my clit barely and I start to converse and cum again. You thrust your hips in deeper, holding it in my ass, moving slightly side to side, Making me your toy, controlling me with your cock. I feel your cock twitching in my asshole, I try to get strength to push you away but I can't believe how much I am cumming. "I need to fucking piss pig!" I try to look at you and start shaking my head. My shirt has come down slightly but you pull it and choke me with it. You pull me up but then slam me back down, the milk crates barely holding upright. You take your cock out very slightly and I feel it, I feel a warm liquid filling my asshole. You stand up and push your cock into my ass as if you are standing at a urinal. You pull out and the piss shoots out as you continue to piss on me. It drains down my asshole and eases into my fat pussy lips. I feel it, I feel the hot stream of piss and I can't help it. You see me completely lose it and orgasm. I turn to my side and you push me back on my stomach. You finish pissing as I squirt and cum streams down my thigh into my pants. You shove your cock deep one more time into my pussy. "I want to feel your worthless pussy cunt!" Your tip hits a spot in my pussy and I lose it, you pull my shirt and choke me and I cum one more time. It makes me cum so hard I pass out and go completely limp on the milk crates. I come to as I am on the ground with my pants around my knees and shirt covering my face. I have milk crate marks on my stomach and your cum and piss all over me. You are gone. I get a note that says "you may have more cum than just mine in you, get cleaned up"

I confess I fucked my ex's sister five years ago! I was living with my at the time girlfriend (we have since broke up) we had a house and all that bs. This is no lie she was a cheer leading coach and her little sister was a cheer leader. She is smoking hot although the first time I met her she was way to young and didnt hit hotness until she was older.

Anyway a few of the girls used to come change at our house before games or whatever nbd. Her sister we will call Emily used to put her make up on in the hall bathroom which if your sitting on the couch you can see right into. I think she figured this out a head of time lol. So she started putting her makeup on and staring at me through the mirror while i was on the couch. Making faces and flirting. I never took any chances on getting caught so I played it cool.

This turned into her coming to the house alone randomly. I had a job that I worked odd days while my girlfriend was at work so I guess she new that and saw the chance. The first time something happened we were all three home and my gf was doing something in another room and emily jumped on my lap and i got hard almost instantly. She grabbed it and said "Holy fuck! what is that" lol I will never forget that.

So then after that event she comes over to lay out one after noon. But comes out in a towel and is acting all pissy and wont talk. So I blew her off. She tanned for like an hour and came back in, no towel this time. She has a sweet toned body. Bcup tits and smooth runners legs. HOT! I have no pictures sorry. So anyway she comes back in and im staring her down and she laughs and says So what do I think? I told her something like come sit on my lap again and ill show you. She walks over in her little black bikini and sits down and we start fucking around. I untie her top and start sucking her nipples as she grinds my dick. I nearly came it was so hot. She then got all worried and said we cant like ten times and ran to the other room. Changed and left. I blew the biggest load in my gfs mouth that night getting a bj thinking about it haha.

A few weeks go by with the occasional flirt and I played it cool, more like I dont give a fuck because thats what girls like haha.

One morning I get up and finish my work out and bs and "Emily" shows up and says she is supposed to be tutoring at a local grade school but is skipping out. We watch tv and she is laying on the floor in some tight jeans, her little ass is so tight god it was hot. She rolls over and asks me if i ever told anybody about what happend and i said no, which was the truth. She then tells me she didnt think it was right for me to be her first! I was like what!? She tells me she had sex with her then boyfriend because she loved him and blah blah. I told her its okay you cant handle me anyways. she laughed and said i think i know that. i asked he to tell me the story of it and she said it was all awkward and he lasted ten seconds. I told her that sucks but she said it was okay because it hurt and she was ready for it to be over.

Then she gets up and says she wants to see mine! I told her not without showing me i can trust her. She strips off her shirt and stands right in front of me as i sit on the couch. she has an unreal body little six pack with nice tits. She said ok let me see. i unzip my pants and show her my rock hard dick. she grabs it and says that is a no! i said why and she holds it to her face then her arm and laughs. she then says her boyfriend wants her to suck his dick but she never has. i say ill show you, haha. i kneel her down and stick my dick in her mouth. she barely fit the head in but eventually gets about 5 of my 10 inches in and i tell her to use her hand placing it just after the head of my dick. now let me tell you she is no pro but it was fucking hot! she sucked me for about ten minutes and i stopped her tore off her jeans and kept her panties haha. i carried her into my bedroom and laid her on the bed and folded her legs up to her shoulders and went nuts eating her bald little pussy. she came almost instantly and after i got her off like 2 more times she said she was ready. i put the head in her and she squirmed back from me. i said oh no now your playing with the big boys and pulled her back to me. i slowly pushed about half my dick in her and im not kidding something popped. idk what it was but she screamed and a tear starting welling up in her eye. i asked if she was ok and she said no, but at this point i didnt care. i pushed her legs fully down on the bed and pushed the rest of my cock inside her and stopped. i held her there until she whispered ok ok i get it its huge!! i asked her if she wanted me to stop and she said no. i slid my dick half way out and slammed it back in. she screamed and got wetter. i started slowly fucking her little pussy looking down at her smooth flat stomach i could see my cock moving in and out. she said ok a little faster so i took that as fuck my brains out. i pounded her pussy like hell. she screamed and moaned and clawed the fuck out of me. i asked her if she was going to swallow for me, she said i can i guess. i let her legs off the bed and just fucked her regular missionary for a little bit, more just pushing all my dick in her and thrusting it deep. her pussy was so tight. i jumped up and flipped her tiny ass on top and said suck like you did out on the couch. she tugged and sucked my dick she loved it! i then said im cumming and blew a huge load in her mouth she tried to swallow it but spit it on the bed. i shoved my dick back in her mouth and said no suck it, finish it right and swallow the rest. she went back to town on my dick and swallowed the second bit. We laid there for about ten minutes and she said her boyfriends dick will be nothing after fucking my "horse dick" lol. I got up cleaned up and dressed. she layed there holding her pussy and saying god it feels like a truck hit it. she looked so hot laying on our bed haha. i told her get dressed she needed to leave so she did. i fucked her like ten more times that year then she moved away to college. I ran into her and she still says im the biggest shes had and wants more. I can work on getting a picture. Thanks for listening. This is a true story and if you dont believe it idc lol.

I have only ever creampied one girl. And it was someone else's girlfriend.

So here's the story: Back when I was a senior in high school, I played football with a guy that wanted to see his freshman girlfriend get fucked by another guy. I wasn't exactly "best buds" with the guy, but we had been teammates for the last 4 years and I guess that was enough to make him feel comfortable asking such a thing.

His girlfriend was the type of girl that was extremely sexy in an innocent, naive type of way. The type that would get hit on because of her sheer beauty (which I will get to in a minute), but the kind that guys wouldn't pursue too hard because her lack of overt sexuality made her seem like a prude, and a waste of time for those looking for a quick lay (which is most of us guys, especially at that age). In fact, you wouldn't even expect her to know the first thing about sex, which actually wasn't too far from the truth. According to her boyfriend, he had only just taken her virginity a few months before, and he was attracted to her for much the same reason as I was in the sense that he loved the idea of corrupting her innocence.

Now back then, this really wasn't something that was as appealing to me as you might think. I had only been with a few other women, none of them were ever that much younger than me, and I felt a little guilty about this plan to "corrupt" an innocent girl. This all changed, however, when he showed me the blurry camera phone picture of his girl sitting up naked, spread eagle on her pink bed sheets with the most embarrassed look on her face. I knew this girl was beautiful before, but considering she never went out of her way to look very sexual or wear anything revealing, I was stunned at the body she had been hiding all this time. The first thing that floored me was the sheer size of her tits. For a girl that hadn't even turned 15 yet, she was 5'2", no more than 115 lbs., and was sporting 34Cs that seemed to defy gravity. Couple that with a tight body; a nice plump, firm ass; and a gorgeous, shaved slit; and I was sold.

In the interest of keeping this from getting too long, I'll skip ahead a bit. But essentially I told him I couldn't do it with him watching, at least not the first time; it would be too weird. He agreed it was fine for us to be alone as long as we video taped the whole thing so he could watch it later. We ended up at her house after school, with the place to ourselves. She seemed very nervous, and started telling me how she hated that her boyfriend wanted her to do this. I immediately felt guilty and said we shouldn't. That I would never want to do anything she wasn't comfortable with. With that statement, she looked me deep in the eyes, jumped on me, and kissed me harder and more passionately than I had ever been kissed before. We made out for what felt like 20 minutes. The kiss itself was so sexual that it was almost satisfying by itself. She finally got up, turned the camera on, placed it on the dresser, and seductively walked back over to me.

"Take me. I wan't you. Right. Now," she said climbing onto my lap and getting closer to my ear in a whisper with each word. With that, I couldn't take it anymore and I ravaged her. Clothes were thrown about; I devoured her perfect, pink pussy; and she sucked my cock like a pro, never very deep, but putting in the effort to gag and continue to try for more. It was perfect. When it finally came time to fuck her, I reached for a condom and she stopped me. She told me to just fuck her without it, she wanted to feel me. I fucked her in every position imaginable and she seemed grateful for every thrust. I finally ended up on top of her, her legs wrapped tightly around my back, and my arm under her lower back and ass pulling her up into me. In turn she was pulling herself up into my cock with her hips and legs. She was working my dick and grinding into me just as much as I was fucking her back in return. I couldn't take it anymore and told her I had to pull out and cum. She clenched me tighter with her legs and begin to buck up into me harder. I thought maybe she didn't hear me and began to panic I wouldn't pull out in time. I reiterated that I was "GOING TO CUM!".

With that, she looked me directly in the eyes and responded, "So do it then." That was it. I began to cum like I had never cum before. Squirt, after squirt, after squirt; I filled her up while her body convulsed and we came in rhythm with each other. With her clinging to my body as hard as she could. Eventually we both collapsed onto each other and lay there motionless for at least ten minutes before either of us moved.

I remember finally sliding out of her and watching my cum pour out onto her pink bed sheets. I was a much better image than the blurry camera phone pic that didn't include my cum dripping out of her and pooling between her thighs. It was beautiful. We jumped in the shower, and cleaned off, and I headed out before her parents got home.

The next day, I got a call from her boyfriend. I expected it to be him telling me how insanely hot everything was and to thank me for helping out. Instead, he was furious, yelling something about how I was never supposed to cum in her, etc, etc. As I came to find out, she had apparently NEVER let him even fuck her without a condom, let alone cum in her. And apparently she wasn't big on sucking his dick either. Could have fooled me based on the exceptional head she gave me.

They ended up breaking up immediately after and she told me that was really her plan. That she was over him and she had fallen for me that night. The rest of the football season was a little tense to say the least, especially since I spent the rest of my senior year fucking and filling this girl with cum AT LEAST 5 times a week until I finally left for college.

We still keep in touch some 8 years later but no longer live near each other (multiple states away). I have seen her a few random times over the years here and there and fucked her, and she swears I am still the only guy that she has ever let cum inside her. Who knows if that's true or not, but what I do know is it is still the most passionate sex I have ever had in my life and she is still insanely beautiful and kept much of her reserved, innocent charm. If we lived closer, I'd probably make her my queen in heartbeat.

Sorry if that story got a little long. I've never retold that story before in such revealing detail, and I guess I got carried away in the memory. I hope you all found it enjoyable.

My wife is a sex addict and a total slut. She would fuck all day drifting from one orgasm to the next if she could. Recently she told me her greatest fantasy was to be spit roasted or gangbanged. I have started bringing home friends who fuck her while I watch. It's a great turn on to watch her having sex and enjoying herself so much. Today a buddy stopped by and asked if he could have her because he was horny as hell. She was totally up for it , so I watched while she sucked his cock and swallowed his first load. Then she spread her legs and he licked and fucked her horny pussy. I sat close by and jerked off while she talked dirty to me about how good his cock felt inside her. She asked him to fuck her ass and got on her hands and knees. He fucked her tight ass hard and soon announced he was going to cum again . I stood over them and took out my phone to record him . He pulled out of her asshole and shot a nice load between her sexy ass cheeks and down her back. He got up and got dressed while she lay there panting. I got down and put my tongue in her butt crack and cleaned up
his load and then rolled her over and did the same to her cummy pussy. She thanked me for letting her do that , then sucked my off and swallowed my load. I must say I cant wait for the next time !

How It Started 3 1 and 2 were posted earlier
After Jack left I jumped up and got in the shower. It was Saturday and I didn’t have to work until Monday. I thought I had better hurry before Jack gets impatient and starts to get angry. I had grabbed a razor and some shaving cream before I got in the shower. I have been shaving my private areas for a couple of month now. I didn’t have very thick hair on my arms or legs and I had never had much facial hair. I only shaved maybe once a week and only because it looked straggly. I shaved my legs and what few hairs I had on my chest. I made sure my ass and front side was smooth. The plug was still in my ass when I got ready to shave there so, I had to pull it out, shave and then put it back in. My body felt strange when I got out of the shower. It was cool and tingly. I went to the mirror and started doing my hair. I was trying to curl it while I was blow drying it and it sound funny but, it was looking pretty good. I put on some make up to help me look more like a girl. When I got done I went to get something to wear. I didn’t have a lot of clothes to wear. Mostly what I had were panties, sleepwear, and a couple outfits. I never needed much because I only wore them in my room. I put on a thong and found a pair of shorts that were really tight and short. I remembered I had bought a halter top when I bought those shorts. Then I heard Jack say “Come on Sue. We don’t have all fucking day.” He was mad, so I hurried up and put on the shirt I had on last night and tied it over my stomach. Then I thought “OH FUCK. I had forgotten my chastity device.” I got it out of the drawer and put it on my dick. I clicked the lock and didn’t know what to do with the key. I stuck it in my pocket and ran downstairs.
When I got downstairs, Jack was in the kitchen. I said “I’m sorry for taking too long.” Jack looked me up and down. He said “You are worse than a woman. Did you wear everything I told you to?” I nodded yes. “Well let’s see.” He replied. I unbuttoned the front of my shorts and turned around. I pulled them down over my ass and bent over. I reached back and spread my ass cheeks so, he could see the pink jewel on the end of the plug. He walked over and rubbed my ass. Jack grabbed the end of the plug and started to pull it out. The fat part the plug slipped out of my ass and he pushed it back in. I moaned when he did it. Jack said “You like that sissy don’t you. Now turn around and show me what else you got on.” I stood up and turned around. He snickered when he saw the lock and said “That’s nice. Where’s the key?” I reached down and got the key out of my pocket. I handed it to him with my hand shaking so much I almost dropped it. Jack said “Is that the only one?” I nodded yes and Jack smacked me a crossed my face hard. He said “Don’t lie to me. Is this the only key?” My eyes watered up as I shook my head no. He told me to go get the rest of them. I ran to my room and got the other two keys. I went back to the kitchen to where Jack was standing and put my hand out with the keys. He took the keys and said “This better be all of them or you will be sorry.” I blurted out “I’m already sorry.” And he just laughed.
“Come on Sue.” He said “Were going for a ride.” My eyes got wide with fear. I had never been out of the house dressed like this. I said “Please Jack no. I don’t want to leave. I’ll be good and do anything you want. Just don’t make me be seen like this.” Jack said “It will be ok. You look great and where we’re going nobody will see you.” I was kind of flattered that he thought I looked good but, was scared of where he was taking me. He grabbed my arm and started pulling me towards the door. We got to the driveway and he told me to get in his truck. I got in the passenger side and he started to back out when he said “Slide over here next to me.” I slid over and it looked like I was his girlfriend on a date. We didn’t drive far before he was reaching in his pants and pulling his cock out. I looked down and knew what he wanted me to do. I slid down the seat and turned so that I was facing his lap. I lowered my mouth until it was just above his cock and he pushed the back of my head down on his cock. I bobbed my head up and down sucking him. We were going down the highway with me sucking him the best I could when I heard a horn blow. I never stopped but Jack laughed and said “I think the truckers like you. Get back on the seat with your knees pulled up.” I never stopped sucking his cock as I climbed back on the seat and put my knees under my body. My mouth was on his cock and my ass was up pointing towards the passenger window. I didn’t look back not wanting to see who was going to see me. Jack told me to take my shorts and thong off. I shook my head no with his cock in my mouth. He grabbed the hair on the back of my head and shoved me down until his cock was all the way down my throat. I couldn’t breathe this way and he knew it. Then Jack said “Do it and I will let go.” I couldn’t get my shorts off fast enough and when I did he released my hair. Now my ass was bare and facing the window for everybody to see. Jack loved it. He would speed up to catch some trucks and then slow down when we were beside them. He did this a couple of times and then told me to reach back and pull my plug out. I did as I was told and the he said “Start fucking your ass with that thing until I tell you to stop.” The plug would stretch my asshole when the fat part went in and out. I was still sucking his cock and every time the large part would pass though me, I would be forced to take a deep breath causing me to suck him deeper in to my throat. He rolled the window down and I could hear horns blowing and I thought I heard people hollering something. This went on for a while and then Jack rolled the window up. He told me to sit up and put my shorts back on.
I got turned around and when I looked up I saw that we were pulling into a mall parking lot. I was scared as hell, not knowing what Jack was doing. He said “We are going shopping. You need some new things to wear.” I was scared. I had never been in public dressed as a girl. I had fantasized about it but, never had the courage to do it. He parked the truck and got out and said “Come on lets go.” I just sat there and refused to get out and Jack said “Sue, you better do what I say or I will take you to that truck stop on the highway and let all the truckers that you just flashed fuck you until can’t walk!” I knew I had to do what he said so; I got out and walked into the mall with him holding my arm really tight. Our first stop was Victoria Secrets. Jack was picking up lacy thongs and sleepwear. Then he turns and said “You need some bras. What size do we get? Double A-.” and laughed. He called a sales woman over and asked where they kept the bras that would fit his girlfriend. It was funny I almost smiled when I thought about him calling me his girlfriend. She pointed to the area of the store to go. He found some bras that were for flat cheated women. He handed me several and then he saw the garter and stocking. He like them and grabbed a few of them. My arms were full of things and he walked me to the checkout. I put the stuff on the counter and the girl scanned them. It was over $400 of stuff. I looked at Jack and he bent down and whispered to me “You better get your credit card out before I start sending your pics to my friends.” I paid for the thing and we left the store. The rest of the day was more of the same. We want into a lot of store and bought more clothes. Everything he picked out was slutty clothes that a prostitute might wear. He even made me but heels and boots at a shoe store.
We were walking down the mall and I was amazed that all day nobody seemed to know I was a guy. I even had seen a few guys checking me out like I was girl. Then all of a sudden I saw a group of guys that I had seen before. They were friends of Jack and John for the gym or the bars. I never looked up and just walked by them. Jack stopped to talk to them. I walked down the mall and thought I better stop and wait. After a few minutes Jack walked up and grabbed the back of my neck and said “Don’t you ever walk away from me? You should have stopped and chatted with the guys that will be fucking you soon!” I didn’t know what to say but, “I’m sorry” Was he really going to make me fuck all his friends? Maybe he was just threatening me. Then he said “You owe me for that and I know how make you pay.” I guess we were done at the mall because he led me out to his truck and we started to drive.
We drove for awhile to a place I was not familiar with. It was a part of town that was run down and an area that most normal people go. There were vacant building everywhere and a few people that looked like they were wondering around. Jack pulled the truck over and said “Get out! I want you to get out of the truck and walk down this street. I’ll pick you up in three blocks if you make it that far. All you got to do is anyone you pass you got to ask them if you can suck their cock! If they want you to you got to go with them and do as they say. Suck them; fuck them or whatever it takes to get them to cum on or in you.” I panicked and pleaded Jack not to make me do this. I told him I would do anything he asked just please take me home. He said “Tell me what you will do to make this not happen.” I started blurting out that I would suck his cock anytime he wanted and he could fuck my ass as often as he liked and I would be a good slut for him. He said “OK only two blocks then.” I screamed “NOOO, I’ll dress like a whore and you can show me off to anybody you like. I will act like a slut and you can take me anywhere you want and show me off to your friends.” Jack said “Just one block unless you got more to offer.” I thought and then whimpered “I will suck and fuck all of you friends and I will be your whore to use. Please don’t make me walk down this street.”
Jack said that he would agree to this if I proved that I was a good whore. He said “Pick someone on this street and suck their cock and we could go home.” I didn’t have a choice and it was better than having to walk three blocks and have sex with everyone on the street. I looked around and pointed to an old bum that was sleeping in a doorway. I figured he probably not interested. Jack pulled the truck next to the doorway and rolled down my window. Jack said “Go ahead and ask him.” I called out to the man and he just grunted. I yelled again and he rolled over and I seen his face. In the doorway he was all balled up but, when he looked up I saw he was a black man. “Tell him” Jack said. I said “Sir, Do you want me to suck your dick? I will if you want me too. He got up and started to walk towards the truck and Jack said “Show him your ass.” I turned around and put my ass up toward the window. I pulled my shorts down over my ass just as he got to the truck window. He was looking at my ass and Jack asked him if he wanted to get in. I heard the door open and I moved over to let him in. He got in the truck without saying anything. Jack said “Ask him again.” I asked him if he wanted me to suck his cock and then he started reaching in his pants. He unbuttoned and unzipped his pants and pulled out the biggest fucking cock I had ever seen. Jack started laughing and said “Good choice Sue.” His cock looked more like an arm than a cock. It was at least a foot long and as big around as a beer bottle. I knew there was no way I could suck his dick. Jack started to drive and told me to get busy. I crawled down to the floor in between the bums legs and put my face in front of his cock. I reached to the side of the seat and moved it as far back as it would go. This gave me room to move around and kneel in front of him. He smelled terrible. He smelled like burnt wood and strong body odor. I started licking his cock and it tasted just as bad as it smelled. I tried spitting on it a lot to help the taste, but it only helped a little bit. He was getting hard and thank god it didn’t get much bigger. I was licking up and down his cock and he was moaning. I put the head of his cock and tried to take him in my mouth. I was only able to get a couple of inches in and my mouth was full. Jack must have thought I wasn’t trying hard enough because he grabbed the back of my head and started pushing me down. Even with him pushing, it wouldn’t go down my throat. I only had less than half of his cock in me. The bum was starting to breathe heavy and was moaning. Jack pulled my head back and said “Not to fast Sue. Don’t make him cum yet. I want to see how much of that monster you can take in your sissy ass.” I pleaded with Jack not to make me do that. I knew his cock would hurt me and probably give me some sort of STD. Jack didn’t want to hear it. “We can go back and you can fuck all the men in that area if you want.” Jack said. I told him that I didn’t want to do that either. He said “It your choice.” I knew I would lose. I lost the last night. I lost this morning and I’m going to lose now.
I got up without saying a word or looking at either one of them I got up and pulled down my shorts and thong down. Jack said “Bend over and let your lover pull that thing out of your ass.” I leaned towards Jack and put my ass up towards the bum. He looked at my ass for a while with a confused look on his face. Then I thought “Oh fuck, he thought I was a girl.” He reached out and touched my ass and I cringed. He spread my ass cheeks and was looking at my bottom with a pink jewel in it. He grabbed the plug and started pulling like he didn’t knew what it was. He kept pulling harder watching my ass stretch around it until in came out. He looked at the plug and then I saw him put it his pocket. I remember thinking it was kind of funny. He must have thought the jewel was worth something. I got back up and moved until I was sitting on his lap. I rose up until I could point his cock at my asshole. I sat back down and started putting pressure on it to push it in. It felt like I was sitting on a pole. It wasn’t going in at all. I pushed back as hard as I could and it never went in anymore. I looked at Jack and said “It’s not going to fit.” Jack told me to look in the glove box. I opened it and saw some condoms and some gel. I grabbed the condoms and Jack hollered “No slut, use the gel.” I squirted some of the gel on my hand and reached back to put it on his cock. I thought I better use a lot and put more in my hand to spread on my asshole. I got back up and put his cock back to the entrance of my ass and pushed. “OH FUCK” I squealed. Only the head of his cock went in me. It felt so big and burned as my ass tried to stretch around it. It still only went in an inch or so and stopped. I would push back but, my ass won’t open for it.
Then all of a sudden we hit a big bump in the road. The jolt slammed me down on his cock and another couple of inches went in me. I screamed like I stabbed and was not able to breathe. The pain was terrible. I was trying to maintain my balance while I got used to the size of his cock. Jack saw what the bump did and must have got an idea. He started giving the truck gas which pushed my back towards the bum’s cock. Then he would slow up and then give the truck gas again. This made me moved back and forth on the bum’s cock. Another inch slide in me and I was holding on the dash trying to control. All of a sudden Jack turned down a street and I recognized the area. We were back at the mall. I thought “Oh no, everybody was going to see me.” That was not why Jack came here. The mall was big and had a road that circled it. When we hit the first speed bump I knew why Jack came here. The bum’s cock slammed another inch in me. The mall road had a lot of big speed bumps on it to keep people from speeding. I was doing my best to hold on to keep control when Jack said “Put your hands on your head Sue.” I knew that meant there would be nothing stopping that cock from going all the way in me. I let go of the dash and put my hands on my head when the next bump hit. His cock slammed into me and I think I almost blacked out. I pushed with my legs trying to lift myself some and the next bump came. More and more of the bum’s cock was going deeper into my ass. The speed bumps seemed to be very close together and my legs were tired and I couldn’t lift myself anymore. Every bump pushed his cock farther in me. My ass didn’t hurt much now but, I felt a lot of pressure on my insides. My weight forcing down and the speed bumps slamming me on his cock must have pushed the bum over the edge. He grabbed me around the waist and pulled me down hard on his cock. I felt his cock drive deeper than ever and I felt his course hair rub against my ass. He was all the way inside me. My stomach felt like I had been punched in it. He grunted as he came in my ass and then he released me. I was too weak to lift myself off his cock and just sat there impale by his big cock.
Jack reached over and grabbed me by the arm and pulled me towards him. The bum’s cock was yanked out of my ass and Jack said “Funs over get the fuck out dirt bag. Get the fuck out.” The bum never said a word and just stuffed his cock into his pants and opened the truck door. As soon as he was out Jack sped off. He looked at me and said “What a slut you turned out to be. Time to go home sissy.”

Friday Night….

On a warm Friday evening back in 2019, around 6p, I get a desperate call from my best friend… “Can you stay at the house this weekend, entertain her, please” he desperately begins the call with? “Her” is his wife… I chime in “yeah man, she’s definitely feeling lonely lately” I say as I push for specifics…

(her and I chat, he and I chat, offering my opinion is very common as this has been the topic of conversation for quite some time)

Ignoring me completely, he continues,

“She keeps busting my balls, calling every 10 mins. She feels isolated, alone, you know how she is!” Again, I chime in, “brother she’s 40, the kids are almost out of the house, she wants you to spend time with her, take her to dinner, do shit”. He wants to respond but has nothing, he knows I’m right. “Brother, you both can afford to go do things, she wants to go places, experience life”.

For the record, and totally off topic. this man’s wife has the greatest pair of big fat tits. For those who think “bigger is better”, this is the one! Furthermore,
she’s thick but tone with dirty blonde hair, about 5’7”. Thinking about it, she has Kitty Lee’s body with a much prettier face.. A very attractive woman with a body built for fucking.

(according to hubby, she has a high sex drive and is very open minded… Cocksucker hit the lotto for sure)

With a long sigh he annoyingly utters what I could see coming from a mile away, “I don’t have time for this, Bobby is about to go on, can you stay at my place and keep her off my back so I can enjoy myself?”

And there it is…..

Honestly, he’s frustrated, I get it. He plans ahead for this weekend long festival well in advance, keeps her in the loop through the entire process, it’s kind of fucked thats she’s laying this guilt trip on him while he’s hours away. I’m torn, he’s been dropping the ball with regard to their marriage for a while now.. Then again, this is his once a year “get fucked up and jam out with thousands of dirty hippies weekend, “I suppose she should honor that.

Regardless…

Reluctantly, I respond with Sure man, I’ll head up there now and hang with her….” (honestly, I just want to hang at home, rub one out and crash, it’s been a long week but fuck it, she’s good people and fun to drink with)

Relieved, he replies “text me when you get up there, I’ll call and let her know, thanks brother” and quickly hangs up.. I set the phone down, take a deep breath, collect my shit and prepare for my hour long trip….

A bit of background on the friendship. Buddy and his wife married young, 18-19, had kids, they’re in their teens. We’ve known each other for about 20 years and they are 4-5 years my senior.

For the last few years we do dinner on Friday evenings at their place, a modest spot in the middle of cow country. We smoke, drink and eat well. I normally stay the night, sometimes sticking around on Saturdays to help with ongoing renovation projects.

We’re all an open book by the way, we know everything about each other. It’s actually very nice, I enjoy their company, as they definitely enjoy mine..

I’m divorced, have a great job and a high school age kid. I also have a very comfortable couch and plenty of food in a decent suburban apartment.
An apartment I will enjoy some other time, my drive is complete..

Teresa (wife) is on the porch, shorts, tank top, drinking a rum and coke. She has her hair in a ponytail, which is new for her. She normally dresses like a Sunday school teacher. Her hair always down, outfits very conservative, “boring” is the best way to put it. She certainly doesn’t show off her figure, her gigantic tits always put away, which is a shame quite frankly..

With a hug and peck on the cheek, I make a sarcastic comment, as I normally do, “sweet handle bar, you’re missing one side”. Teresa gives me a “you’re not funny” smirk” and proceeds to tell me that she’s been “experimenting with new styles”.

I waste no time, “you got it, flaunt it, I know Sam (hubby) would like to see more of you experimenting”. She immediately lets out a laugh, like, a quick chuckle filled with doubt, if that makes sense?

Again, in a serious tone I proclaim, “seriously, switch it up, show him you still got it, let him see other men gawk at you, get that little head going…..” She looks at me defeated and says “he knows what I have, what he has access to. He chooses to ignore me” using her hands to outline her breasts and body, exactly how the Price is Right women would display a new prize.. “I’m lonely, tired of being treated like I don’t exist. Months ago I asked him to sit the festival out” she exclaimed. “I asked if we could go away, focus on us for a minute, that I needed him…” Starting to well up, she rhetorically asks “Where is he” as she walks into the house….

So here I am, barely been there 10 minutes, she’s already crying and I’m on the porch by myself thinking “you couldn’t of talked about something else, you had to immediately bring up her failing marriage, good job jackass”….

She’s a strong woman, emotional and poetic, but tough. It wasn’t long before I hear her calling my name from inside the house. I take a deep breath and head inside. Teresa is in the kitchen, she cleaned herself up and is mixing both of a strong cocktail. Without missing a beat, she hands me my drink, we cheers and take a sip as she immediately picks up from where we left off.

As she starts to speak I take a step forward and gently lean in to give her a warm, comforting hug. I definitely surprised the shit out of her. At first she was stiff as board, cold, surprised at my very forward act. It took a minute before you could feel her body relax…. Not saying a word, we stood there hugging, my arms around her upper shoulders, hers around d my waste. Both of us, a firm yet gentle embrace, you could tell it meant something. It was quite nice if I’m being honest.

(being a dude, I have to point out how great her tits felt pressed against my chest, I finally have visual confirmation, as well as touch, of just how fucking big they are. Her puffy hard nipples, pressed against my chest, perfecto!)

After what felt like 20 minutes, I now have a rock hard dick so I pull away. “You’re a smart, beautiful, sexy woman who deserves happiness” I say, as I try to conceal my very obvious excitement. She looks at me and smiles as I conclude my thought “ponytail and tank top, my new favorite look” as I look down, laser focused on her giant titties that were currently on display, hours and hours of fun, beautiful cleavage, no bra)

Remember when I said “we know everything about each other?” It’s no secret hubby and I both have a thing for huge giant titties, conversations she’s been privy too, normally just giggling and walking away.. Staring down at them was certainly knew, however, she was well aware of my infatuation, in general, for big natural breasts. Yeah, I’ve looked at her, but nothing more than looking, in my head she’s a no-go, off limits..

It’s at that moment, still in our embrace, she says “I have to come clean”. Oh boy” spews out of my mouth as I question her, not with words, but wi5 the look in my eyes….

“I’ve had a crush on you for the last 20 years.” And don’t worry, Sam knows, he thinks it’s funny. “But, I want you to know, I’ve always had a thing for you.” Shocked, I ask “When me and the ex visited you, is this why you treated her poorly? Shaking her head in agreement, Teresa responds “that bitch took you for granted, treated you like shit for years”, you deserved better, fuck her”.

I laugh out loud as I share “she’s my one and only bad lay, dead inside and in the sack, terribly boring with no enthusiasm, a waste……” Teresa chuckles and shares “well, at least Sam has a big dick but I fantasize about other people when he fucks me. The one or two times a month he does fuck me, I keep my eyes closed, I go through the motions to keep my life semi-normal, but I’m not in love with him anymore, too many years have gone by, I’m over it”.

“Teresa, I had no idea it was this bad, I know he can be a dick, but never thought it was on this level, what are you going to do?” Teresa takes a step back, grabs our drinks and confidently shares “Hanna has three years of school left” as she hands me my drink, “once she graduates and goes to college, I’m leaving”. Her eyes start to fill with tears as we both take a big gulp of intoxicatingly strong rum and cokes… She leans over, grabs a tissue and wipes her eyes as we both take a well deserved gulp of mind numbing spirits…

Our drinks polished off, Teresa quickly time for another” as she grabs my glass and heads for the counter…… Unsure of what to say, completely blown away with the last hour of my life, Teresa swings her head around, ponytail in the air, and says “I’m sorry if my confession has made you uncomfortable, that was not my intention, I just needed you to know” as she turned her head forward to focus on drinks.

I don’t know what came over me, but I felt this urge to hold her.. The last hour had quickly turned in an emotional adventure for the two of us. However, she had a minimum of three years of hell to go through, which saddened me. I had lived that life and it miserable, my heart ached for her.

Throwing caution to the wind, I walked over and wrapped my arms around her stomach, careful to stay below her breasts, resting my head on her shoulder. She took a deep breath and reached for my arms. I whispered in her ear, “I’m here for you” as she let out a whimper and sigh of relief.

It wasn’t long before my dick was coming to life.. She was absolutely pressing her ass just enough for my guy to feel it. Moving from side to side, T was knowingly trying to get me hard and I could care less. I whisper in her ear “I know what you’re doing”, as I begin to mirror her movements, moving my dick from side to side, pushing in….

With both a whimper and deep breath Teresa takes her hand and begins to run it along my covered dick.. “Oh yeah” she says as I let out a gentle moan, immediately, and slowly, moving my fingers to the base of her giant breasts. I think to myself, “Finally” as I open my hands and grab the biggest pair of tits I’ve ever felt. Teresa let’s out a soft moan, catching her breath enough to say “please fuck me!”

Im so fucking hard I can’t stand it, as I respond “soon baby, soon” as I move my right hand inside her waistband, her pussy and clit my targets. She moans out again as I take my left hand, already squeezing and pinching her left nipple, I quickly grab her throat, pulling her head to my my face, forcefully, T whimpering away “How bad do do you want my dick in you” I whisper as she runs her tongue along her upper lip..

3 seconds later, and not missing a beat, Teresa, her hand in my pants now, my dick in hand……. Actually, it’s more like, “Teresa the magician, her hands suddenly down my pants, with a king fu grip on my dick, a grip so tight she could tell you how many beats per minute my heart was pumping” she’s rapid fire jerking me, it’s to tip, long strong stokes……

In return, my left hand still gripping her neck and my right hand buried in her pussy, I have two fingers fucking her pussy while rubbing and pressing her clit with her thumb.. T, well, she starts to moan and loudly and shake as she nutted all all over my fingers….

Teresa hadn’t been touched like this for some time, that was evident!

I nibble on her ear lobe, as she catches her breath, still feeling the effects of my fingers…. I whisper, “now you can have my dick”, slide me into your pussy” as I turn her to the right, and bend her over her kitchen table.. With my dick rock hard and still in her hand, I grab her ponytail and make my way for her opening.. With my left hand, now gripping the sexiest tits I’ve ever played with, I turn her head toward mine and say “that’s my pussy” as she loudly grunts out “take your pussy” as she rests my dickhead at the opening of her love canal..

Deep breath, deep breath as I tease Teresa with my dick, ready to push in fully, sliding in, the phone rang.. I pause, caught of guard by the phone, I say “fucking figures” as T slams her ass backwards and takes my dick…. “Yeah it does” she says as I quickly remember what my objective is….Pony-tail pulled back, left hand firmly holding a giant tit, sexy mom/wife panting as her wet pussy is ready to make a mess, I lay into to her, hard, deep, and aggressive, phone ringing off the hook…..

Let’s be honest… This didn’t last long… 5-6 minutes later, as our hearts race, Teresa screams out “you’re going to make me cum” in what I can only describe as a surprised tone.. “You’re pussy s soaked i murmur, ponytail still in hand, her back still arched, her moans and pants, now similar to a countdown. She’s ready to blow boys!! I give her everything I have, table creaking, both of us moaning loudly, Teresa’s pussy tightens…..

That’s all it took! In unison, I thrusted as deep as I could into her tightened pussy, and fucking unloaded as T let me know just how appreciative she was, nearly falling over as she came all over my dick. With her ponytail still in hand, left titty still firmly in my clutch, I bit on her ear and neck as we both appreciated just felt the effects of a fantastic nut……

A few minutes later, both of us, chuckling and giddy, completely spun from what just happened, get a drink of water. As I’m guzzling like a thirsty African baby, T pipes up and says “I haven’t came like that in years” as she stood back and took a sip of water, almost shocked at what happened. I ask if everything is ok and she quickly says “oh yes” as she intentionally spills water out of her mouth and down her huge jugs. “Thirsty” she asks as I quickly do what a man with a huge natural tit fetish does, as I grab both tits, in a loving embrace, pull them to my face, kiss her deeply and begin sucking her nipples………

Oh yeah, the ringing phone? That was Sam, I forgot to let him know I had arrived… No worries, 60 seconds after pumping his wife full of my nut, as I’m sucking her tits, Sam called back.. T answered, out of breath, Sam completely unfazed, he babbled away, praising me up and down to T, as she stroked my dick.

Sam, “so happy” that I “gave up my weekend to help him out”, requested me on the phone.. “Yo brother” I shout as he immediately thanks me then starts a long winded diatribe, excited to share the highlights of the bands, the setting and the great food. T, left to her own devices, grabs my dick, fat tits swinging, full naked body, she leads me by my dick to the couch as she holds up two fingers…. Sam, he’s still raving about his stress free hippy induced weekend, clueless to the fact that as I say ”sounds like so much fun brother” his wife is on her back, legs spread, pussy soaked, guiding my dick back in the very same spot Sam used to call home.. Round 2 has indeed started,,

Sam called back the next day, he and I on the phone for quite awhile. I remember him saying “its much more relaxed now” as he immediately started the process of repeating the same shit he said the night before, which led to him thanking me again for getting his wife off his back… “Yeah man, she seems happy to have company” I blurt out as he asks for me to put her on the phone…

“Oh man, she’s at the market” I say, as Sam chuckles quite loudly, blurting out “yeah she loves spending my money,” as he chuckled on, eventually saying “I’ll call later” as he hung up…. I’d imagine he saw a half naked dirty chick, or dudes eating shrooms, which is why he just hung up.. He was “on to the next one” ass they say…

Speaking of which…

I’m triple checking to make sure the phone is off screaming out “I can’t hold it anymore!” T, mouth soaked with saliva and spit, and clearly not at the market, grabs my nuts and slams her face to the base of my dick, not missing a beat, or drop, as she emptied my sack deep in her throat… Like a bitch, I screamed out as I felt every last drop empty my nuts. By the way, a second orgasm not long after a man’s first orgasm is quite intense, it’s quite nice!

Teresa enjoyed sucking my dick with her husband on the phone. Admittedly, I enjoyed it as well. The threat of getting caught is quite addictive. So much so, we test the limits of our sexual prowess weekly. I fuck my friends wife regularly, right under his nose..

Case in point-

Friday before Christmas, while Sam sits in his recliner, stoned out of his mind, eating cookies zoned out, Teresa and I will go for a night walk. Sam completely unfazed and happy to have the tv to himself, clueless that his wife and over night guest are 20 ft away, watching him watch tv, fucking like school kids. Me squeezing her nipples, smacking that ass, pulling her hair, drilling her pussy! Teresa, holding onto a tree, taking my dick from behind like the good girl she is, her fat little pussy tightening as she cums, while empty my seed deep into her, fully embraced, while hubby watches cartoons or some shit…

Or right now.. He just got in the shower. T, in a flannel, no bra, immediately goes in and grabs a tissue, making sure the coast is clear. Sam, fully engulfed in washing his ass has no idea his wife literally walked out of the bathroom, about 10ft, slide her pants down and sat on his buddies dick. Of course, I’m unbuttoning and pulling the monsters out, as the smell of Irish Spring permeates the air..

Till next time..