I must confess that when I was away on a business trip a couple years ago I had a hooker come over. She was a cheap whore too, skinny and kinda homely, but she really tried hard. She was giving me a blow job while I was fingering her, then turns to me and asks if I want her to hop on and I say yes. She reaches over and grabs a cover and..... Well that's what I expected from my previous times with hookers, but what really happens is this. She says "do you want a condom on?" I say "whatever" and away she goes. It was the most amazing feeling sliding into that dirty pussy, horrible and forbidden. Pretty soon I blew my load in that pussy. We laid there for a few minutes and I was like what the fuck did I just do. I started thinking fuck that was stup..... and then she starts sucking on my cock again. Then all I could think of was getting back in that hot nasty pussy. She got me hard and I fucked her every which way until I came again. A couple days later I flew home. The night I got home I fucked my wife like she has never been fucked before thinking of that dirty whore pussy I had been in a couple nights before. My wife loved it and thought it was because I really missed her.

About a year later my wife takes the kids out of town on a trip with her friend. Well I get the hankering again and look up another girl, this time earlier in the day that the wife and kids are coming home. I head over and meet up with this hooker, a classier one this time, or so I thought. Well we sit on the couch for a bit, I get my fingers in that wet pussy, then she leads me to the bedroom, strips both of us naked, drops to her knees and starts blowing me like crazy. After a bit of that she gets up, leads me to the bed and crawls up and lays down. Next thing I know she pulls me on top of her and my cock is in before I could even react. I didn't last long and filled her up and then again a little bit later. She asks if I want to take a shower, but I decline.

I head home and wait for my wife. She gets home and we put the kids to bed then head for the bedroom. We get going and she drops down and puts my dick, now covered in dried dirty pussy, in her mouth and she pauses for a second then just starts going to town. When I felt like I was getting ready to cum I laid her down on the bed and stuck the same fingers that had been in the whore earlier in her, mixing the pussy juice and bringing her right to the edge. Not being able to stand it anymore I slam my cock into her and we both have the hugest orgasms.

After we lay there for a while and catch our breath my wife turns to me and says "your cock tasted funny". I asked her how so? She couldn't really describe it, just she really liked it and somehow it seemed to really turn her on.

Well it has been a year since that happened and I am on a business trip heading home tomorrow. I am scheduled with another whore before I leave tomorrow. I know it's stupid and I've already tempted fate twice and got away clean, but in there somewhere I'm hoping that I get to bareback it with this one too.....

I knew about my son`s cuckold relationship thanks to acquaintances. We all belong to the BDSM community. I was having none of it. Although I had always been very dominant with him, I expected he would behave like a man with his wife, not to let her step over him like he did. That´s why I always spanked my daughter in law, to get her to know her place.The worst part was the identity of the “bull”: a SWITCH (ie, someone who can be both a dominant AND a submissive, depending on the circunstances, therefore, NOT A REAL DOMINANT) whom I have dominated several times at BDSM meetups, without sex. Imagine my frustration when I realized this poor excuse for a man, whom I have had literally kissing my feet, was topping both my son and daughter in law, pretending to be an “alpha male”. So I tried to talk him out of the picture in the next meetup. First, I tried to reason with him, to no avail. Then I used my daughter in law as a whipping girl, but this just turned him on even more. So I appealed to his submissive side just by ordering him to end that relationship, to which he said this wasn´t my business. I threatened to reveal to both of them who he really was. He didn´t respond, so I backed him against a wall, slapped him across the face and had him opening his mouth so I could spit inside. After he swallowed, I touched his boner and commented how aroused he was getting with my mistreatment, as a reminder of his true role. He looked at me a bit scared but didn´t cave in. My frustration grew even stronger when my son told me he was planning to get my daughter in law pregnant from their “bull”. I knew they wouldn´t believe me he was a switch, so I arranged a meetup with the four of us, so they could see it by their own eyes. Upon arrival, I told him I was going to spank him and ordered him to strip naked. After a moment of hesitation and looking to the three of us, he obliged. They couldn´t believe their eyes. Then I did the same to my DIL. Then I took the two of them, broken and naked, to my bedroom and told my son to wait outside. Once inside, I sat on the bed and told my DIL to sit in a chair, kiss my feet and take off my heels. While she did, I fondled her body (I´ve always had a bi streak) and taunted her about how I had “her bull” wrapped around my finger now. Then I took off my dress and underwear and told her to lie on the bed. She looked at my naked body with a mix of jealousy and fear and shook her head. She knew what was coming. For a moment I thaught about ordering the “bull” to restrain her for me, but I didn´t want any more physical contact between those two, so, instead, I said to him “Don´t intervene, and don´t masturbate, just sit there and enjoy, this is between she and me, did you get it?”. My DIL couldn´t believe when he just answered with a very submissive “Yes, Ma ´am”.Despite being younger, she is a petite woman, so it was easy for me to push her to the bed and climb over her. She tried to resist and, to her credit, gave quite a good fight, but she was no match for me. I managed to pin her wrists against the headboard, plant a kiss on her and trib her to orgasm. Then I threw her, had her lying flat on her back and sat on her face. I ordered her to lick me to orgasm, which she did. Meanwhile, I taunted her about how much she enjoyed the tribbing and how much “her bull” was enjoying the show. When I came, I told her to sat on the chair and watch how submissive was “her bull” on bed. I had him handcuffed to the bed and told him he couldn´t cum without my permission, to which he only responded “Yes, Ma ´am”. I straddled, scratched, slapped, spat, smother and had him begging to be allowed an orgasm. He obliged like the good submissive he actually is. When he cum, I had my DIL clean up the creampie from my cunt, something she did with my son as part of their cuckolding practices. When she was done, I told her to spit the cum on “her bull”`s face. She did it without hesitation and with a lot of rage. I was having the time of my life, so I told her to feel free to take out her frustration with him, just like I did. She straddled him and spent a good while slapping his face, body and balls and calling him a wimp and a fraud. As you can imagine, I encouraged her to continue. Not only she ended that fake relationship, I ended up turning him into the cuckold he actually is in the following months, having him watching me with other men while he only watched, and performing degrading acts just like he did to my son. And then I dumped him, too. These days, either he performs as a submissive or switches with other fake dominants like him. No one has taken him seriously as a dominant since that day. 

I met a girl a few years ago that i can’t take out of my head.We were in our early 20’s and we met at a bar .
She asked me if I wanted to go at her place for a last drink.
After the night cap she invited me to sleep at her house (in reality at her parent house that were gone at their cottage for the weekend) and told me I could sleep in her bed only if she was in it at the same time.
She was not the most beautiful girl , she was the curvy type and I like more the slim type but I decided to accept the invitation for the night.
We had sex for most of the night and I got back home early in the morning.
She reached me later that day to offer me to go hiking at a nearby trail in the afternoon and went for dinner at the end of the day. She was pleasant to talk and somehow I had a
pleasant weekend.
The next weekend I go back to the same bar as the previous weekend and she came to chat with me.Shortly after she invited me to go to her place to talk in a less noisy environment. When we got home we sat on the couch and she kissed me right away and I think when she saw that I was starting to have a hard on she took my penis out to her mouth for a few seconds and stopped to take off all my clothes and took her clothes off and just sat on my penis that just slipped easily down deep inside her while saying I have been waiting all week to have you in me again.
Her pussy was dripping wet and she was passionately going up and down over my penis within minutes I felt her coming hard and she got off my penis without me having an orgasm but she kept me hard alternating slowly and gently with her hand and her mouth on my penis( felt more like a tease ) for a minute or two and she jumped over me again and rode me to a big orgasm. Wow
On my way to the bathroom she tells me to join her in the bed after. While I am washing my friend a bit I hear a buzzing sound nearby through the closed door
Coming into her room , she had an old electric shaver in between her leg using the vibration of this noisy shaver on her clit and I shortly heard the big moan of her orgasm. Within 15-20 minutes it was her 3rd orgasms. With her it was never enough which was very pleasant as she was very generous with me.
After when we got more intimate , I would give her a clit orgasm and than an orgasm by penetration and right after she would masturbate her clit again while I was relaxing for another round.
Eventually we went out together for about 2-3 years.
At her parents place , the house was 1 floor plus the basement , most of the time during the evening we would go down in the basement to watch TV ( sometime her younger sister would join us but not always) while her parents would stay on the 1rst floor living room. At the beginning when her sister did not come down , she would put a blanket over her and ask me to masturbate her under the blanket while her parents were upstairs , I would just gently massage her clit until she quietly had her orgasms. One night her younger sister came downstairs quick , we were surprised as we did not hear her coming and my fingers were already massaging her clit. She gave me a look that met to not stop as she was close from orgasm. I think that her sister had figured out something as she almost came down every night downstairs to watch tv when we were there. Since my girlfriend was very unsatisfied to not get her usual evening orgasms , she eventually explained to her younger sister ( she was maybe 2 years younger ) that she was getting masturbated by me during the evening , that she could come downstairs every time she wanted with us as long as she did not tell the parents.
She could stay there as long as it remained a secret and that she remained quiet.
So I tried to be as discreet as I could masturbating my girlfriend under the blanket while her sister was sitting a few feet from us supposedly watching tv.
When leaving their house often late at night I would use the basement door. One night shortly after I left their house , I noticed that I forgot my wallet on the coffee table downstairs so I drove back to her house going back through the basement door that was not locked to discover my girlfriend sister legs open masturbating.
After talking to my girlfriend about it she let me known that her sister was getting horny watching us on the couch. My girlfriend told her that she would let her sister masturbate quietly under a blanket in the basement if she got too horny watching us.I think that she felt bad for her
I told her that I did not think that she would do it as she would be intimated to do it in my presence but I was wrong about 2 weeks later she came down with her blanket and masturbated for the first time. I guess it runs in the family as after that evening her sister masturbated profusely when she came downstairs and I think that knowing the sisters were masturbating beside each other they got even hornier . Eventually I tried to see if we could try a 3 some but my girlfriend objected strongly.
Only once she took my penis out to show it to her sister that had been bugging her to see it only once.
Shortly after seeing it we saw movements under her blanket and an orgasm face that she tried to hide.

These two sisters were just always horny.

These was never a dull moment with this ex.

I do not know if writing about this experience of my life will help me forget her or it will only make it more present in my mind.

So, we go out to dinner. Nothing too exciting, but we do pick up her birthday present, a Bluetooth mouse for her tablet. She gave me mine yesterday, a paid trip to a local gaming convention, hotel and everything included. Also, one book of my choice, since when she went to go look, the ones I wanted were sold out.

Anyway, when we get back, as soon as the door is closed she’s stripping, like a good little Slut. She then gets up on the bed on all fours, presenting her ass for her spanking. New rule implemented starting this weekend, and one she loves. So, I take care of a couple things while she’s waiting, and then get onto the bed behind her and start administering her spanking, light slaps, nothing hard, but they do come fairly fast. It takes a couple minutes before her ass is red, but it does happen. As I’m doing this, I look over and see her hairbrush nearby. I reach over and grab it and slide it into her wet cunt (you can smell it, from her excitement about being spanked) and resume my spanking. She moans like a good little Slut.

I give her a few more spankings, then reach down and start manipulating the brush in her cunt, sliding it in and out, turning it, wiggling it side to side and up and down, just driving her crazy. Soon she’s begging to cum. I let her, with her countdown starting at 15. As she’s counting down, my hands are wiggling that brush side to side, and you can see her jiggling, and hear the trouble she’s already having with numbers.  My hand needs a couple seconds break, and she rushes through as many numbers as she can. Probably wouldn’t have made it if I didn’t need a break. Seems those hours of popping a counter 3 times a second helped out. ;)

After she cums I have her roll over onto her back, leaving the brush inside. She spreads her legs for me, and I continue with fucking her cunt. I keep up the same things, eliciting a different feel due to the position change. Pretty soon she’s asking to cum again, and without hesitation I tell her to go. She has a good orgasm. As she’s coming down off of it, I slide her brush out and tell her to clean it. The little hole in the handle is filled with her goo, nice, white, and creamy. She opens her mouth and in it goes. I leave her there as I go to the toy drawer, thinking about what I want to use.

I come back and first cuff her hands, and then secure them above her head (while putting on the cuffs, some of the cold metal touches her skin, and she gives a little shiver. Delicious to watch). Next comes the blindfold. I make sure it’s in place correctly, and then go to get the rest. I put a couple more cuffs around her ankles, and then tie a couple of short ropes around the runners on the top of the bed. Next I snag her little red vibrator, turning it on and slide it into her still wet hole. She moans in satisfaction as two of her three holes are now filled. I then thread the rope through the rings on her ankle cuffs, and secure them in place, pulling her legs up and out. With both like that, her cunt is nice and exposed.

I point this out to her just as the little leather strands from her flogger find her cunt and clit. The reaction is sublime, as she tries to shy away, but with her legs as they are, she isn’t very effective. I’m using the small end, which is thinner and has more strands, and faster. She squirms as I continue the assault, the vibrator going about half speed. I continue this for a couple minutes, varying the tempo and placement of the strikes to keep her guessing.

As I ease up with the flogger I reach down and start work with that vibrator, which has her going all over again in no time, begging to cum. Tonight I’m in an obliging mood. She only has to count down from five this time. With a vibrator in her cunt and a brush in her mouth. It takes longer than normal, but she holds out until she’s allowed to cum, and then watching that back arch and that body spasm is great. I smile to myself as I catch it on video.

I toy with her feet a bit, watching her jump away from my hands as they slide along the soles, unable to go too far, being held in place by the ropes. Then, I turn her vibrator off (it shouldn’t be on for more than 15 minutes, and it’s been about that long since I broke it out) and pull it our of her, with an audible pop. Reaching up, I remove her brush, which she gladly relinquishes, leaving her mouth open, her tongue seeking for what’s coming next. The vibe goes in, and her mouth closes around it hungrily, tongue already working on licking those juices off. Not wanting to leave the brush alone, I pop it against her clit a couple times, getting a good jump from her, and then slide the handle back inside of her.

I look up and see her toybox sitting open, and notice the nipple suction cups we’ve hardly used since buying. I grab them and apply to first one nipple, and then the other, and her voice goes up an octave. The little Slut likes this. Then it’s back to fucking her with her brush, which she actively participates in, fucking it back like a bitch in heat. I pull out all the way out a couple times, and once it slaps against the coverlet, leaving a gooey mess. Guess I’ll have to wash the bedding after this. Oh well, worth it, I think. It doesn’t take long before she’s begging to cum again, this time on video, unbeknownst to her. I let her, and give her a few seconds to recover before I tell her to cum again. She spasms even harder than the previous one as the orgasm racks her body. Such an obedient little Slut. I do love her trick of being able to cum on command. For fun I have her do it a third time, and that one must have been pretty intense for her, and she writhes around on the bed, lifting her ass into the air and pulling those legs every which way. I had to make sure the ropes were holding and the knots weren’t slipping, but everything was fine. She didn’t pull the bed down around our ears, not for lack of trying though.

I ease her brush out one more time, and it goes into her mouth, her vibrator being set off to the side. She’s recovering, but I can’t just leave her there, can I? I reach down, two fingers parting her folds while a third finds her clit. She goes wild as soon as I do, and within a minute is ready for another go. She starts at 10, as told, and does have some trouble getting there. She manages, and cums, legs clasping around my hand as much as they can. It’s a nice long orgasm. Must have enjoyed that one. :)

She is spent, so it’s time to get her released. The ropes and cuffs come off, the nipple cups go back into their box, and the brush and vibe are set off to the side for cleaning (she’ll take care of that and put away the ropes when she’s recovered enough). I get her a glass of water, which she accepts, before going back and just laying there for the next five minutes, unable to really think or move. I cuddle a bit, and she rolls onto her side, molding against me.

While we lay there, I lightly stroke her side and squeeze her shoulder. She’s still horny, the little Slut. You can hear it in her moans and see it in her movements. Yes, well trained. As soon as I tell her to get a hand busy on her cunt it‘s there, working that pussy. I concentrate on her shoulder, one of her weak spots, and let my other hand idly play with her nipples as she undulates against her hand. The action on her shoulder is what really gets her going, the nipple play is just a bonus. As I increase the pressure, she is asking to cum. I let her, and it’s a nice and easy one, she’s had time to cool down.

I stroke up and down her exposed side as her hand continues it’s ministrations (she hasn’t been told she can stop yet). I then stroke lower, over her ass and then into her wet pussy from behind. She moans louder as I begin to lightly pump in and out of her, every few strokes taking time to just rub up and down on those lips of hers. It’s constant attention, though, and with her hand still going she doesn’t last long. She cums, hard, with me inside her. I do love her doing as she’s told.

Then, to end the session like it began, I slide out and land a slap to that ass. The sounds she lets out is exquisite, and I continue, the slaps becoming harder and faster, but only on the one cheek that is not covered by me. She doesn’t seem to notice that only one side is getting the attention, or doesn’t care. She’s bucking against her hand in no time. And her request for permission to cum takes her 30 seconds to say, the words won’t come to her pleasure addled brain. I love that, too. Can’t even concentrate enough to say “Sir, may I cum?” She doesn’t get to cum until she’s finished her words. It’s difficult for her, but she perseveres and lets out one final orgasm for the night, before collapsing, as I tell her she can stop.

We cuddle for a few more minutes. As I get up to leave, I lean down and kiss her ear, whispering “Happy Birthday”. I’ll take the grunt that elicits from her to mean “Very happy indeed”. After I leave, it’s another 20 minutes before she can get up and move again without falling down. She does clean her toys and tries to put away the ropes. But she can’t remember how to wrap them just yet, so I show her one, and she does the other. Brain foggy and all that.

Anyway, that’s how our night went. Hope you enjoyed. :)

So I did it and took my wife's vibrator in the ass. It was a little tight at first. I put the tip on my tight asshole and leaned back slowly and let just the tip slide in at first. Then when I had relaxed more I rocked back farther and it slid in a little more. It was slow at first and I'll admit it hurt just a tiny bit. I allowed my asshole to relax more and kept slowly rocking back on it. With each thrust it pushed a little further in me. I felt it and it felt warm inside me. I turned on the vibration setting and damn that felt amazing. The vibrations allowed me to relax a little more and without warning when i pushed down on it, I felt a little pop and it sunk deep into my ass. Holy shit! I filled me up so much and felt it all the way in my stomach. My cock got so hard and started dripping with precum. I grabbed my throbbing cock and proceeded to jerk off. I felt my balls twitch, my ass clenched and I let out a groan like I had never heard. The pleasure I felt is something I've never experienced. The pressure and vibrations of the dildo intensified my orgasm so much that I shot my hot sticky load across the room. I will definitely be doing this again. When I jerk off I will either have a dildo in my ass or I will finger my prostate.

So. Might include pics later on during the thread, but this more showy-offy than just regular pics would make you think. I'm 25 and I went on Omegle one day about a couple of months back and went and found myself a lovely emotionally vulnerable girl who is very shy and insecure and I am being a total scumbag by getting off to that.
I have trained this 16year old (legal age in UK) virgin to call me Daddy, she wants to do anything to please me - and as you can imagine, I suggest some pretty perverted things.
I got bored a few times because, although she would go on webcam all the time, and even made me watch her sleep a few times, she would not show me dem tittehs. Each time I went away she would text me after a while and apparently I've become rather important to her world and am at the centre of it.
She has only seen pics of me, I'm too lazy to even have a webcam. But she is totally devoted to me and last night we had the best fucking skype wanking session ever. I finally got her to trust me enough to send me pics of her tits and even go on the cam topless. She was moaning and calling me Daddy and I was wanking so much that I was on the edge of orgasm for about 2-3 hrs, never wanting to jizz because it JUST KEPT GETTING BETTER.
She didn't want to send me a pic of her snatch because she had shaved it and hasn't really worked out how to do it well yet- and so she said the shaving was a bit bad and she was embarassed.
She was on her period and so fucking horny, and she kept trying not to play with herself but I just turn her on. She squirted and made a total mess of herself.
She kept telling me that she wants my babies and she will do anything, like drink my piss or lick my ass. I should also mention she is 5ft tall- which is really short, and she is SO tight she has only ever used one finger to finger herself with. She is a perverts dream.
My cock is SO fucking sore I really need to put some moisturiser on it, she is making me wank my cock raw. She can't wait for tonight, she didn't want to go because she was worried I won't come back. So cute.
Might add a bit more in a minute.. What are everybody's thoughts? :)

I have wanted to post my confession for a while, but have never had the balls to do it. I found this site on my dads PC and I know he likes to read confessions. I think he may guess this is me but I am going to take the chance. I am even going to use my real name just to add to the risk, I know you will all say I want to get caught and maybe I do I still don't know myself.
I am Kelly and I am 20 years old, I am very blonde and also very short only 4 foot 10 inches tall, I am slim but my breasts are small too, almost nothing really but I have learned to live with it and yes I would like bigger but unless I win the lotto that isn't going to happen. I have always been quite shy and did not lose my virginity until I was 18 and it was not the best time I have ever had, but that is not my confession.
My confession starts around a month ago, and it all started very innocent. I was visiting my friend Karen, I met her last year at work and over time we became good friends. She is older than me 34 but unlike me she is very outgoing, she would drag me out to clubs and she acted more like my age than I did, she is married and her husband Mark is very easy going and let her do pretty much anything she wanted. Anyway getting back to my confession I was at her house and we were having a few glasses of wine, well more like a few bottles. She started talking about sex and she knew my sex life was very limited but this time she just kept talking and asked if I wanted to see some naked pictures of Mark, I went very red and she didn't wait for me to answer, she pulled out a box full of pictures not just of him but also of her. She laughed and told me not to be shy, she handed me some pictures of Mark, he was naked and his cock was hard and my god it was big. She handed me more and some were him shooting cum and the more I looked the wetter I was getting. She showed me pictures of him fucking her and then of him fucking another woman, that got me thinking and I asked who she was, she told me she was an old school friend and then the next picture Karen was sucking her nipples. Now I had thought about sex with other women before, what girl hasn't? but even with the internet I had never really looked at pictures of girls doing it. As I looked at more, I was really getting wet. Now what happened next I can't tell you if it was an accident or not, but Karen stood up and spilt her wine right over my top and skirt, she said I should get out of them and she would put them in the washing machine, before I could say anything she had pulled my top over my head, I didn't resist and stood up and took my skirt off, all I was wearing after that was a pair of very un sexy panties, no bra because my breasts are so small. Karen came back in and she was naked, it was then it dawned on me that she had spilt the wine to get me naked. She said it was so warm anyway and asked if I minded the nudity, I shook my head and took a big drink of wine. She saw my panties were wet and she smiled and said I was over dressed. I stood up and pulled them off before I had time to think about it. She said wow, she say I was not shaved just trimmed. She asked If I wanted to see a video of Mark and her, it was about now I knew where this was going. She put the DVD on and right away I saw her sucking his monster cock, and as we watched I saw her fingers go to her pussy and then it cut away to Mark fucking another girl, this time the girl was around my age and his cock was in her ass, I couldn't look away, I noticed my had had gone to my own pussy and was gently rubbing my clit. As I watched Karen put her hand on my thigh, I froze and I don't know why but I moved my hand away and she put her hand in its place. I sat back and she pushed my legs open, from that time on I was in her power, she pushed her finger in and it was soon replaced by her mouth, I have no idea how long she was licking me but her tongue was doing magic things to me, then it hit me my first ever orgasm done by someone else and it was a big one and it just kept coming. When it stopped she moved up and kissed me, a full on kiss my hand went to her pussy and my finger slid deep in, I just knew what to do, it was like something had clicked in my head. We kissed and touched fir a while and then came up for air. She asked if I was OK? all I did was nod and smile. We drank a little more and I was so relaxed I never heard Mark come in, He laughed when he saw us and said to Karen that she had managed to seduce me then. Karen jumped up kissed him and started to undress him. In under a minuet he was naked and I saw that monster cock for real. He was semi hard and she led him over to me and took my hand and put it on his cock, it was so thick my small hand couldn't go all the way round. Karen told me to turn over and get on my knees on the couch, she opened my legs and I felt his cock at my pussy then it went in, my god even though I was very wet he really had to push and it hurt a little, he pushed it all the way in and slowly at first started to fuck me, i felt a finger at my ass and then Karen's started to lick my ass as he fucked me. He got a little faster and Karen stopped licking and stuck a finger in my ass, I have no idea how long it lasted but he exploded in my pussy and I fell forward on the couch feeling exhausted. We played around licking and sucking for a while and I must have fallen asleep because I woke the next morning still naked on the couch with Karen next to me. I had no idea where my clothes were, I got up and went to the kitchen to get a drink. I found my clothes washed dried and folded, I dressed and left a note for Karen

I got home and my dad asked me where I had been and why I had not called I told him where I had been and he was happy that I was safe. I wonder if he will read this :)

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"
 

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i confess i want to have an anal orgasm. suppoesdly for guys it feels amazing and i wanna feel it too, but i'm not gay so anal sex isn't really an option. can anyone recommend some toys or finger tricks to make it feel better? it doesn't really feel bad it just doesn't feel arousing at the moment

I finally convinced a friend of mine to let me watch her masturbate. We've got a FWB relationship so being naked with each other isn't the issue. She's always refused in the past saying she'd never done that in front of anyone else before and didn't think she'd feel comfortable doing it with someone watching. The solution was to tell her that it'd be mutual, that she could watch me jack off while she played with herself. Apparently she'd never watched a guy get himself off and the idea really turned her on. She was nervous at first and had a couple of false starts before I told her to close her eyes and pretend I wasn't there, that she was home in bed alone, just her, her fingers, and her favorite toy. That did the trick. She spent fifteen minutes or so working herself into one orgasm after another before begging me to fuck her brains out.