Heres my confession....
Ive always had this thing for anal sex...Freudian psychology and his bullshit may play a roll but I was never touched or done wrong as a child, anyway...

The first time I had anal sex was with a girl in College...she really didnt like giving head but she loved sex..so one night in a drunkin talk I told her I wanted to stick her in the ass, she would be my first...she replied "its been a long time!" lol yeah right bitch you in college fucking everybody lolol... She agreed and I grabbed some "baby oil" lol...I was still using comdoms at the time so I gently proceeded to put myself inside of her...she moaned low and deep until it was all the way in :-) I started to stoke her gently as she told me to not go to fast. Soon after about 5 mins her asshole was open enough to pound!!! I absolutely loved it!!! Of course I came and that was it :-):-):-)

Alight so the next time we linked I told her I wanted to do it again she agreed but this time half way thru the anal session the condom broke. I felt it immediately but I couldn't stop myself...I kept going and it felt so so so so so so good. And actually before this point in my sexual history I had never raw sex..only protected so this sensation was very new :-):-):-):-):-):-):-)

Okay now here is my true confession....A few years later, I had sex with a chick and she was used to anal sex. I trusted her so I proceeded in her raw...about 15min later I looked down at my dick and it was becoming brown...at first I wanted to stop because I started to smell the odor but then I found myself not able to control myself...I LOVE DIRTY ANAL SEX!!!! ITS JUST SOO RAW and NASTY. I LUV I LUV I LUV....I begin to fuck her harder and harder harder and busted a big ass nut in her ass. She then bent over and pushed it all out...I almost fainted from excitment!

My Confession!!!

Last night a longtime friends wife got too drunk and had to be helped home. When I sat her down in her chair she unzipped my pants and started pulling out my dick, I told her to stop and look at my face, that I was not her husband, she looked up and began sliding my dick in her mouth, I grabbed her hair and shoved her all the way down until she gagged and pulled it out, slapping her across the cheek I told her that I would love to coljoke her with my dick but that she should stop. She then lay down in the floor and turned onto her stomach, pulling down her sweats and exposing her nakes ass, raising it up in the air and spreading herself open. I shoved three fingers up her asshole very roughly and reminded her, I am not your husband, I would do terrible things to you, he is my friend and we cannot do this. I quickly pulled my hand away and swatted her on the ass 3 times telling her "no, bad girl" she asked repeatedly for me to stay but I forced myself out the door and locked it behind me. Comments?

I have a confession... I had just recently moved and to meet some locals I started using Tinder. Well, I had quite a few matches and I decided to meet up with one incredibly hot fresh 21 yr old girl. We went to a pretty classy Irish Pub, started shooting the shit and having quite a few drinks. While in the restroom something came over me and I was like fuck this isn't going anywhere, what the fuck do I do? So, I walk back out and begin flirting with the mediocre female bartender. The woman I'm there with begins to catch on, so she begins to flirt with some random Joe Schmo from the bar. After a few more drinks we're nearing closing time, and now I have not only the bartender at my beck and call but now the bar's manager a decent looking mid aged woman that is ready to go to my place and the drop of a hat. So, thinking that we're absolutely done and that meeting up with this woman was a waste of time, I drunkenly decided to be blunt with another female bartender whom I couldn't stop starring at. I literally ask her, "When do I get to see you out of those work clothes?" and to my surprise she replies "The girls and I are going to my house to drink and sit in the hot tub, you're more than welcome to join." Completely fucking shocked, and at this point piss fucking drunk, I follow her to her house stumble in and look around to find that her roommates are two older lesbians. She asks me if I'd like to hop into the hot tub or head to bed since I was pretty tanked. I said either or is fine and she leads me to her bedroom, we start making out she does the classic chubby check and starts stroking my dick. Next thing I know someone is banging at the door, low and behold its the fucking bitch from Tinder. She had followed me to this woman's house, and demanded I speak to her. So, my intoxicated ass throws a fit and asks if she can go speak to the woman for me and tell her I'm sleeping or something of the sort, not knowing the type of woman I was with she answers the door saying something like "in the middle of a fuck session can I help you?" and the woman replies "Can I join, the only reason I went out with him was in hopes to get fucked" So, I don't really remember too much at this point, but some foggy memories of these two girls making out with my dick in between their mouths, and some odd sexual interpretation of the human centipede. I woke up to a splitting fucking headache and 4 naked women in a place that I had never seen before, I tried to sneak out embarrassed I may not have performed at my peak potential and I accidentally awake one of the roommates who asks why I'm leaving so soon, there is still breakfast and morning sex to have. I heard bacon and couldn't leave, so while she's cooking breakfast I'm having the hair of the dog that bit me trying to snuff out this hangover as soon as possible, and I ask what the hell happened last night. She replies with a chuckle and "I figured you wouldn't remember much" turns around walks towards me dropping a plate of flapjacks and bacon in front of me, saying "We'll just have to reenact it then won't we?"

Long story short, first time ever having sex and not remembering. I am now dating the girl from Tinder, and we occasionally still have "parties" with the bartender and her roommates along with some new talent.

I alternated between ass-to-mouth with her.

This means that I fucked her ass, and then she sucked my dick, then I fucked her ass, and then she sucked my dick.

This cycle repeated about 30 times, and when I came in her mouth, she gagged and puked all over.

There was a little bit of shit on my dick after I pulled my dick out of her ass. Apparently she didn't mind that.

So last night my high school crush came over for drinks and we got pretty drunk and got on the topic of sex and had a dirty conversation which lead to us masturbating together and we just cuddled till we fell asleep and I woke up in the middle of the night to her touching my dick so I woke up and I grabbed her and threw her down and ripped her clothes off and I started eating her out and fingering her and I stuck it in and we started fucking then she asked if I could do anal so I did and she kept going she asked me to stop and asked if she could stick something in my ass so I grabbed my dildo and let her fuck me with it and we went back and forth with it and we started sharing it for an hour we went back and forth on eachother until I came she took my load all over her face and I finished her 9ff by eating her out. We went back to bed and woke up this morning and did it all over again I'm so stoked it was everything I ever hoped abd now she wants to use me to start exploring and experimenting with her and trying new things she hasn't I'm so pumped it was the best night ever and she loves the same stiff I do and totally loves using strap ons and now she wants me to be her doll and let her and her friends use me and I'm so for it. I'm so stoked and her friends are so worth it to me. The way she fucked me and how that went last night was amazing

Here is how I got to mess around with two of my friends during our senior year of college. Names have been changed to protect identities. I will also warn you - this will probably end up long.

SO I knew Ashley and Sara since our freshman year. They had been roommates since the first semester, and we all had History together. We had been the best of friends throughout college, although none of us had done anything sexual together. My parents lived not too far from college, and they decided to take a winter vacation to a tropical The house was empty, which meant a perfect studying place for exams. I invited Ashley and Sara to join, since I knew all of us liked studying together, even if it was for different classes.

I should take a moment to describe Ashley and Sara. They are really polar opposites of each other. Sara is tall and slender, white complexion, with (I would estimate) B cups, a flat ass, and blonde hair. Ashley is 6'2", a little chunkier, is a little darker (basically looks like she has a natural tan), has huge tits (they look like fucking watermelons), a huge ass, and brown hair.

We ate dinner at college first then drove to my parents house. We decided that it was a little late to start studying, so we decided to drink in my parents half finished basement (half finished as in my dad started to finish it, but got distracted and never completed the project). We had an old couch and a bean-bag like chair with a mini-fridge stocked with some of my dads beer. We broke out the beer and start drinking while talking about random topics. Ashley and Sara were on the couch and I was on the chair. Ashley and I were three beers in, Sara was still milking her second. This was on-pace for us, and based on past experiences, I knew we were all buzzed. I got up and went upstairs to pee. As I got to the top of the stairs, I heard Sara say that she was going to go pee too.

Now, my parents house has two bathrooms somewhat close to each other on the first floor. I figured I would be polite and went to the further bathroom, leaving the closer one for Sara. I partially close the bathroom door and pulled out my dick when I hear the door open and Sara say "OH MY GOD." I look over, and she is staring at my dick. I close the door in her face and finish peeing. After I finished, I opened the door and she was still standing there. She said "I AM SO SORRY. I thought you were in the other one, that door was closed. And holy shit you have a big dick."

Let me stop again and explain. I hate to brag, but I will anyway. Yes, girls are routinely impressed by my dick. That is because it is huge and long while soft, but does not get that much longer hard. It mostly just gets thicker.

Anyway, I didnt say anything and went back downstairs. Sara came running down a minute later saying "Oh my god Ash, you have to see his dick. It is huge." Ashley smiled and said that she has seen plenty of huge dicks. Sara said "Yeah I know. I mean, not to sound like a slut but I have seen a ton of dicks too, but it was really big even soft".

So they start talking about guys and their dicks for a while. I was starting to think they forgot about me when Ashley turned to me and said "well, now I am curious. You willing to show me?"

Ok, sorry for the interruption again. There really was no good time to mention this before. Sara and Ashley had both been single for a couple of months, and I had been single for about 5. I was pretty certain neither of them had gotten laid in that time span, since I would usually hear about it.

I laughed and said that I would feel a little uncomfortable just randomly taking it out, and that Sara only saw it because she accidently walked in on me peeing. Ashley said "So what, I have to wait until you have to pee again?" It sounded like she was waiting for an answer, so I said "yeah, I guess." She countered with "What if I showed you my boobs?"

Well that took me by surprise. And I think Sara was surprised by it too. I thought Ashley was talking out of her ass and would never flash, so I said "sure, why not." In one move she sat up and grabbed her shirt and lifted it up, showing her bra. Then she lifted her bra up and her boobs flopped out. Holy shit, they were big and perfect. I should point out that the couch and chair were only a few inches apart..we were sitting really close to each other. So they were almost in my face. She shook her shoulders and her tits swayed back and forth, then she pulled her bra back down, fixed her boobs, and pulled her shirt back down. Sara looked shocked (almost a little horrified).

Ashley looked at me and said "Ok, it's your turn." I really didnt want to, but I pulled my dick out of my pants. By this point, the conversation and staring at her tits had made my dick semi hard. I shook it a brief second, and Ashley said "that doesn't count, it is hard!"

I laughed and said "Well yeah, boobs will do that." Ashley said that she wanted to see it soft, so I told them to change the subject. So Ashley turned to Sara and started talking to her about some on-campus event later that week. All while I sat there on the chair with my dick out. And it only took a minute until it was soft. I saw Sara glancing at it out of the corner of her eye, and she turned and said "oh, it is probably soft again."

I looked down and confirmed that yes, it was soft. Ashley said "bullshit" and leaned over and grabbed my dick with her hand. I heard Sara yell "ASH, WHAT ARE YOU DOING??" and Ashley laughed and said "oh man, that is large and soft. Jeez, how big does it get?" She then started stroking it.

I kinda gripped the sides of the chair, not too sure what to do. It got hard almost instantly, and Ashley said "oh, not that much longer, but pretty thick." She didnt stop stroking though, and only a few strokes after she said "Uhm, I dont know where I am going with this..." and then she laughed. I said "yeah, what are you doing?" and Sara yelled "ASH STOP THAT!!"

From someone standing in the room, it was probably a funny scene: Sara staring (with a horrified and uncomfortable look on her face) at Ashley's hand stroking my dick, Ashley staring at her hand stroking my dick, and me looking at my dick, then at Ashley, then at Sara, and then back at my dick, all in a loop.

Ashley then looked at Sara and said "here, feel this." Sara yelled "NO! It's Mark...I wont touch his dick! And you shouldn't be either." Ashley said "Shut up, just touch it." They bickered back and forth for a minute before Ashley grabbed Sara's hand and forced it on my dick. Either Sara was not expecting it and didnt have a chance to fight back, or she just didn't fight back at all.

So Sara's hand was on my dick. She squeezed it and the look on her face went from horrified to amazement. "Wow, that IS thick..." She then picked it up and gently started stroking. She took both hands and gently stroked with both hands for a few seconds, before going back to one hand. Meanwhile, Ashley was still staring at my dick. She pushed her hair to the side, and then leaned over and put her mouth around the top of my dick.

Sara pulled her hand back and said "Ash, what are you doing now???" Ashley took my dick out of her mouth and said "Shh, I am just doing this for a few seconds." She then proceeded to take my dick back in her mouth and bobbed her head up and down my shaft. She actually got it pretty far down her throat. She held her finger to the side of my dick to show how far it went. She turned to Sara and said "Ha, beat that."

Sara said "I probably could, but we shouldnt and your mouth was just all over his dick." Ashley said "who cares..bet you cant do it anyway." Sara looked at my dick for a few seconds, then leaned in and put her mouth around the head and slowly it went down her throat. And it went further than Ashley...it didnt seem like it wasnt even that difficult to her.

She pulled up, then sucked a few seconds, bobbing up and down, then took it out of her mouth and turned to Ashley and said "see, told ya."

Sara and I then realized that Ashley's hand was down her pants, playing with her pussy. Sara yelled "ASH! Really? Right here in front of us??" Ashley said "oh shut up, its not like we have not masturbated before when sharing a room." Sara said "YEAH, but we were each in our own beds, with the lights off." Meanwhile, without thinking, I was slowly stroking my dick. Sara sees me and says "MARK! Come on, we aren't supposed to be doing this stuff together.." I shrugged and said "Ash started it."

Ashley stood up and started to take off her pants. Sara started to say something, but Ashley said "Come on, we are all good friends, let's each just have a little fun." She took off all her clothes and sat back on the couch naked, with her finger in her pussy. Ashley could see that Sara looked uncomfortable, so Ashley said "It's not like we haven't seen each other naked. You can just close your eyes if you want." Ashley then fixated her eyes on my dick and continued to stroke her pussy. I stared at her pussy and tits, and glanced over to Sara from time to time. Sara sat on the couch, looking around the room and , from time to time, at Ashley and back over to me.

I saw she was looking at my dick a little longer, and slowly started to reach her hand down her pants. Ashley saw too, and said "you know Sara, it isnt really fair that you are still clothed."

Sara thought for a minute, then stood up and slid off her pants, but stopped and said "this stays a secret..." then continued to take off her underwear, shirt, and bra.

I should take a break here and say that this all happened within a few minutes, but it really seemed like much longer.

Anyway, Ashley is slouched spread eagle on the couch while Sara's legs are conservatively spread. Both are looking at my dick, but Ashley is also glancing over at Sara. I think Ashley was getting bored, because she whispered "you have a condom?" Sara's hands stopped moving, and she just stared at Ashley. I said "yeah, probably in my bag," and I reached over and looked through the front pocket. I had a few, and pulled one out. Ashley got up, snatched it from my hand and ripped the packaging open. Before I could even move, Ashley had the condom on my dick and she was standing over me, rubbing my dick on her pussy lips.

Sara started to get up and said "I should probably leave you guys down here..." Ashley said "No, just stay. I dont care," and I just shrugged my shoulders. Ashley's tits were swinging in my face, and I grabbed her boobs and sucked on her nipples. I looked up, and she started making out with me. I could see Sara out of the corner of my eye, and she was looking at us and masturbating slowly.

She got up off me, and I thought the fucking was over. But she turned around and sat on my dick backwards, facing the couch. I reached around and grabbed her tits as they bounced. She grabbed Sara's leg and pulled her closer. Before Sara could say anything, Ashley was bent over and her tongue was between Sara's legs. Sara's eyes closed, her mouth opened, and for once she looked like she was enjoying herself.

Holy fuck, this seems much longer written out. My fingers legit hurt. I will come back later to finish. If you have reached this far, CONGRATS. I doubt many will actually make it this far though.

as a few of you know i have been fucking my 25 year old GF Pam and my 24 year old daughter Tessa. i have been trying to knock them both up for months now and thought until today i knocked pam up but turns out i didn't but thats ok i really didn't want anymore. but my 2nd to youngest daughter debbie 32 years old finally got here yesterday. with in a hour all 3 girls was laying out by the pool topples. debbie has know for some time we all been playing around and she wanted to join us but when she got here she was at least playing shy.
but tessa and pam kelp telling her if they going to be naked she has to also. but she wouldnt do it. but they did talk her into getting topples at least. while i was out in the shop.
when i got done doing what i had to do i jumped in the shower at the shop not the house cleaned up put on my loose fitting shorts that lets my junk hang out a little when i set down.
i jumped on the golf cart drove to right up to the pool and for the first time in alot of years i saw debbies tits and they looked great. by the time she saw i was there it was to late for her to cover up. i looked at her and said damn i do great work. reached over gave tessa a little kiss and while i was bent over i knew my dick was hanging out the bottom of my shorts as i looked up at pam she smiled and gave me a little wink. letting me know debbie was checking me out. as i stood up tessa said your not wearing those in the pool are you and she pulled my shorts to my ankle and i stepped out of them. pam stood up and dropped her G string then tessa licked the head of my dick jumped up dropped her g string and jumped in the pool. as i turned around debbie was setting there watching every little thing going on.
so pam walked over to her and stuck out her hand and pulled her up out of the chair. her nipples was quarter size and as hard as a brick. pam dropped to her knees and took her shorts and started pulling them down slowly. giving debbie the chance to stop her at any time.
but she never stopped her. so they hit the ground and she stepped out of them. now this is the first time i have seen her naked since she got out of diapers. and let me tell you she looks fucking great.
we all swam naked for awhile but i never touched debbie. but i cant wait until i can. but today was debbies day. and i told her tessa and pam was going to show her something she has never seen of felt before.
and all she has to say is stop or no more and its over. so far tessa has ate pam in front of her. tessa has fingered debbie and made pam lick it clean and i got to see deddie come it wasn't long it was running down her ass cheeks and i told tessa to clean her up and debbie let her little sister lick her ass hole clean. and watched me lick tessa face clean. then debbie laid back and watched both tessa and pam suck me dry. but to my suprise. debbie kissed pam trying to get a taste of my cum but tessa drank most of it.
now that its started i hope sometime in the next few hours i got to taste and fuck debbie. i think she shyness has left by now. it wont be to much longer i will have 3 mouths to fuck 3 pussies to fuck and 3 ass holes to fuck.

Recently I came home unexpectedly during the day and heard voices upstairs., coming from the bedroom. As I looked down the hallway Iinto my bedroom Icould see my wife’s bare ass moving up and down on some guys cock. At first I was shocked and very hurt. I stood quietly in the hall not sure what to do and unseen. She was riding him hard and moaning with pleasure. I realized my cock was super hard. I dropped my pants and stood in the dark halfway and started jerking myself off. She was quite wet and creamy and watching her fuck him and listening to him tell her she was his sexy little cum whore was a major turn on. She rolled onto her back and begged him to fuck her hard.. she arched her back as she had a giant squirting orgasm . He pulled his dick out of her and jerked a big load all over her stomach, tits and face. She took his cock in her mouth to get the last drops.while he was still moaning and twitching, I shot my load in the hall. I crept out of the house before they noticed me. Driving away I didn’t know what to do but I was still so turned on I pulled over and jerked off again. I have spent the last few days thinking about what to do. I’m not sure but it makes me super horny thinking about it.

i confess i just made this story up but read it and comment and ill write more

so im at my buddy erics house the other day. he lives in the basement of his parents house, money is tight and times are tough. so him, his gf, and i are in the basement drinking and smoking. they start to cuddle on his bed and i just start laughing. my buddy eric is kinda a dick and has real low self confidence so he goes "y the fuck r u laughing im the one with a girl, fag" i kinda just brush it off and tell him to go fuck himself. he loves to throw the fact that he has a gf and i dont in my face. it really pisses me off cuz i have always though i was more attractive then him but w.e. im happy for him to have a gf i just wish he would get over it already. so anyway they r cuddling and start making out. im just sitting there enjoying the show as he lifts her skirt up to finger her. he looks over and sees me watching and says "hey man y dont u go make some food" meaning "im trying to fuck get the fuck out" i take the hint and go upstairs.

half way up the stairs i hear his gf moaning and i got a little excited. so i get up stairs and i check his fridge, nothing but bullshit. i just sigh and say fuck it. i turn around and see his mom sitting on the sofa watching tv. she didnt say anything when i came upstairs so it kinda startled me as i turned around. the sofa was facing away from the kitchen so i could only see the top of her head. jokingly i say "hey what ya watching". i get no response. i followed with "um hello" still nothing. i finally walk up behind the sofa and i look down at her. she had a glass of wine in one hand and the remote in the other, she was passed out. i just laughed and went to go back downstairs when i remembered y i came up in the first place.

so i stood there for a little while just drunk and thinking of somethign to do. i decided to see how passed out his mom was. so i pet the top of her head and said her name gently. no movement. so then i tapped her head and said he name louder and still nothing. i thought to myself i wonder how much i can get away with.

so i walked back to the basement door and could still hear the bed shaking and heavy breathing. i thought i was in the clear. so i walked back over to his mom. i stood behind her and looked down her low cut blouse. i place my hand on her shoulders. she didnt move or even change breathing. i slowly slide my hands down the front of her blouse and felt her soft milf tits.... btw she was brunnet, about 5'5", big DD tits a fat ass and a little bit of a belly but she is 45 its ok.

i was hard as a rock so played with her tits. i eventually just pulled her shirt down so her tits were just out for me too look at. i walked around to the front of the sofa and was just staring at the tits. her nipples were really pink and hard from me pinching. i got down on my knees and took her nipple into my mouth. i was sucking her nipple trying to give her a hicky.

i couldnt take it anymore my dick was pushing really hard against the inside of my pants. i undid her pants and pulled them down. she wasnt wearing any panties, that was a nice surprise. i leaned over and licker her clit a few times. i pullled my dick out and then rubbed my head on her pussy lips. i lined up and right as i went to push in she opened her eyes.

she looked down realized she was naked and the position i was in and she yelled a little bit saying "wtf r u doing". thinking quick in a joking way "just having some fun, u looked so sexy just sleeping there". she was taken back and goes "u think im sexy" and i said "i have u naked and im hard as a rock" she smiled reached down and grabbed my dick. she stroked a few times and said "o wow u r hard". i started thrusting my hips as she jerked me and said "yeah this is from u" right when i finished saying that i leaned down again and licked her nipple slowly. she moaned slightly and said "well i was having sucha nice dream"

she released my dick and pulled me in close. i thought she wanted to kiss but she pushed my head down to her neck. i stated to suck on her neck and fondle her tits. she then said "well fuck me already" i did not need to be told twice. i relined my cock up and i pushed in. i only got half way in before having to pump a few more times. she was really tight, her and her husband have slept in separate rooms for yrs now. she asked me if i liked and i could hardly respond. i just nodded as i pumped harder and faster into her cunt. i pushed her into the sofa and i throw her legs over my shoulders. she was grabbing my back and ass pulling me into her deeper and deeper. i was loving it and it felt so great to get back at my friend for all the insults.

i was pounding away when she goes hold on and she flipped around. she was now on her hands and knees and i was fucking her doggy style. she reached down and started playing with my balls as i fucked her from behind. i was in heavy i have never had a girl play with my balls like that. i couldnt contain myself, never have i felt so inside a woman before. through my heavy breathing i said "ima cum" she told me not to. i only had a few more thrust in me until i busted and she got downon her knees and sucked me to finish. i busted down her throat. she mad a gargling noise and then a gulp. she opened her mouth and with a big smile said all done.

i was breathign hard and she just laughed and sucked my dick a few more times to get the last bit of cum out. we both got dressed and she told me that was fun. i went back down stairs and never told my friend. but i finally got him back

~COCKinHAND

comment if u liked

I confess that last night my gf (19) asked my to piss in her ass, not piss on her asshole but to shove my dick in her ass and fill her while in her. and i ask has anyone ever done this

The following is not real. Some of you know have known me will recognize some of the people, but this is not how this actually happened. People suggested I try writing something else so here you go.

So, Im going to be straight up for a second. I think about fucking everyone I meet. I think about how they would feel under my hands. Or how I could make them cum. I think about what kinky stuff they might be into. Is the fat old charge nurse into anal? What would that paramedic do if I asked him to piss on me? Would the clerk that checked me out at the store rim me if I went down on him?
All of these and more race through my mind. Normally I push them out of the way. Sometimes I dwell on them, and try to find out. And that’s how it was with my father in law.
From the moment I saw him, I wanted to fuck him. Joe and I had just started dating and we had gone to his parents house. My future father in law (lets call him Frank) was a runner. Not just recreationally. He liked to do marathons and shit like that. As such, he was in amazing shape. Athletic and slim. His muscles were well defined under his skin, and he had the sharp facial figures like a sculpture. His hair was still black, aside from the gray that had begun to appear at his temples.
To be fair, I was in shape then too. More than one, actually. They were just circles of various sizes.
From that day forward, I wanted to fuck him. I wouldn’t say I was obsessed, but I did think about it often. I was still occasionally fucking Joe’s brother, so I would find myself comparing their cocks. Joe’s wasn’t small, necessarily, but it lacked his brother’s girth. I began to wonder what it would take to get Frank to fuck around on his wife. He had raised one son to have an intense moral direction. Joe doesn’t like anything I like in the bedroom, mostly because he finds it degrading to me.
On the other hand, his other son was a complete dirtbag. He was the one that came on to me first. To be fair, I kept it going after the wedding, but he could have said no. What kind of a guy fucks his brothers wife the day they leave for their honeymoon?
So what kind of guy was Frank? One of his sons was an outlier, but which one? And then what kind of woman would not only entice him to cheat, but to fuck his sons wife as well. It was the kind of challenge I rose to. I had to find out. It would be quite the accomplishment, fucking all the men in a family. Well, aside from mine, I guess.
It would be a process. A long one. Find out if he would cheat. Find out if he would cheat with a fat girl. Find out if he would cheat with a fat daughter in law. Finally find out if he wanted a whore or an angel. I could do either, but angel was temporary. I would see him pretty regularly, once week or so, more often during the summer. He had a pool, you see, and Joe loved to swim.
So I got to work. First step was to see if he was even interested. I waited until the next time we went swimming. That would be a few weeks away, so I contented myself through masturbation that mostly involved him and my dad tag teaming me. By the time we were actually going, not even these clit sessions could tide me over.
I had thought about doing a two piece, but I couldn’t bring myself to do it. So I settled on my one piece. It would be sufficient for this. The changing room was their bedroom, and it had a sliding glass door that led to the pool. There was a curtain to pull to cover it. I thought about leaving the curtain open, but there was never a time when he was the only one in line of sight. Disappointed, I headed to the pool to join the others.
It was while swimming that I saw my first opportunity. The pool itself was a saltwater pool, and at one end was a hot tub fixture that overflowed in a waterfall into the pool itself. Frank was standing by the waterfall, talking to Joe, who was in the tub. I dove under the water, and while I swam to the waterfall, I adjusted by suit so that I had a nipple peaking out. I wasn’t able to be sure, and I didn’t want too much to show, but it was a gamble.
I rose out of the water next to Frank, my left nipple exposed. I slid up next to him and asked what they were up to. Joe couldn’t see my tits from his position, No one else would be in line of sight if I turned towards Frank. Slowly, with the waterfall falling on me, I turned towards him and asked him what he was drinking.
He looked to me and opened his mouth to answer, but his eyes went right to my tit. I held my breath. Would he say something? Would he freak out? Would he just stare?
The latter. As he responded to me, I slowly exhaled the breath I had been holding. His eyes were flicking between Joe, me, and my nipple. I was looking him over too. His chest had a small v shaped patch of graying hair, his nipples sat flush against his body. His neck was ridged by firm tendons and muscles. Fucking hell he was sooo hot. Joe began moving toward the stairs so I dipped down and fixed my suit.
I swam away eagerly awaiting my next chance. I was optimistic about this thing for the first time. Pushing the envelope and taking chances were such a turn on for me that I was spent the rest of the swim time rubbing my clit hidden by the water.
We caught eyes a few times after that, but he didn’t really betray anything else. A plan took form. I would be the last to get out. I would go into the room to change, and somehow entice him in there once I had stripped out of my suit and covered myself. Then, a quick flash, or something. I wasn’t sure yet.
As luck would have it, Frank and I were the last two. Improvising, I got out and piddled around outside until Joe had finished changing. I went in, and began to look around the room for something to give me an excuse to get him in here. I had to hurry, and act while he was alone in the pool area. If anyone else was there, they might come instead.
It didn’t take long. There was a hamper in the bathroom for towels, but Joe had been Joe and just piled them on top of it. Under the pile of wet towels, it might be missed. I stripped out of my suit, and wrapped myself in a dry towel. I rushed to the door and looked out. He was still alone, but he was out of the pool.
I slid the door open. “Hey Frank. Where do I put my towels?”
He looked at me in the towel, and flipped his head to the main doors into the house, possibly to see were everyone was, then back to me. “I-In the bathroom, Claire.” He said.
“I looked I don’t see it. Can you show me?” I asked. Deliberately I looked down. His wet trunks clung to his body. It wasn’t hard to see the outline of his cock, hanging flaccid, along his body. It was hard to gage, but he looked bigger than either of his sons. I let my eyes linger, then went back to his face. I bit my lower lip.
Wordlessly he started towards me. “Thanks, Frank.” I said, retreating back into the room before he got there. Now what? I thought to myself. Just dropping the towel would be a high risk high reward situation. If he reacts poorly, it might be impossible to say it was just an accident. Instead, I sat on his bed, facing the bathroom. I spread my legs, leaving the towel on, but parted just enough.
He came in and stopped. My breath caught again. For what seemed like an eternity he stared at me. He smiled slightly, but it was gone as quick as it came. He moved to the bathroom.
“Oh.” He said as he rounded the corner. “Fuckin’ Joe.” He said. He leaned down to begin picking the towels up. He turned his head to me. His eyes right between my legs. I know he could see my pussy. “Does he at least put thigs away at home?”
I just shook my head, looking at him. He looked away and stood. “Well, there’s the hamper. You can put the towel in there.”
I stood, bent over to grab the wet one I had used, and walked into the bathroom, passing him in the door way. I turned sideways, ass to him, as I slipped through. I stuck my ass out, and brushed it across his groin, feeling his bulge as I did so. I dropped the towel in the hamper.
I turned to Frank. He was staring at me. “Can you hand me my clothes? They are on the bed.” His face was red as he turned and proceeded into the room. As soon as his back was turned, I went for it. I dropped the towel. He returned and stopped as soon as he saw me. “Thanks.” I said. And I took the clothes. He stared at me. At my tits. My pussy.
“Claire, I-“ he began. I closed the door.
Fuck. I needed to cum. I heard the door slide open and then close. I thought about his cock, I thought about him pinning me in the doorway and forcing it into me. I wondered if he would try to fuck my ass. My fingers went to my clit. It didn’t take long before I was cumming.
After, I took stock of where I was. I had gone for broke. It hadn’t blown up in my face. And I felt like I knew he would cheat. I felt like he liked big tits, and I felt that he wanted me to be slutty. Maybe this would be easy.
I was wrong. The next few swim days he was noticeably absent. His wife had said that he was running errands or something like that. She never seemed bothered. I fucked myself after one day imaging he had told her and we were going to have a threesome.
The next chance would be an unexpected one.
It was Labor Day. I remember because I was off and Joe worked, taking the double time that he would get. Joe was already gone when I woke, and knowing that I would have 7 hours in the house alone had me wet thinking about who I was going to have over to fuck. I had begun to flip through my contacts when the phone rang, the caller ID showing it was Joes cell. My heart sank. He had to be telling me that he was coming home early.
“Hey, babe.” I answered, forcing a yawn.
“You just getting up?”
“Yeah. Whats up?”
“I need you to do me a favor. I need you to go into the garage and grab a tool and bring it to my dad.” He said.
I sat straight up. “Yeah I can do that.”
“Mom has the car and she’s out at my aunts. He told me not to worry about it, but hes been looking forward to this project for a while.”
“Sure!” I jumped out of bed as he talked me through the garage and the location of the tool. Once identified, I let him go, and began to plot my course of action.
He was clearly hesitant. But he couldn’t trust himself around me. He knew what the game was, he knew he would lose, and he was just trying not to play. I needed to be able to get him to the table.
Clothes would be key. It was a little cooler, too cool for shorts, but leggings would work. No panties. The top would be a little trickier. My tits are huge, H Cups. Braless wasn’t an option, but I had an ill fitting balconette that let the tops of my areolas pop out if I positioned it right. A white camisole and light black sweater completed the outfit. I checked myself out in the mirror. A quick tug on the camisole brought a hint of areola into view. Perfect.
I went out to the truck, threw the tool in the back and headed off to my in laws house. The whole ride over there I had the butterflies in my stomach that were my vice. That anticipation of something new and different. The pushing of boundaries, the taboo of the act, the risk of getting caught. All were combining to give me a high that nothing else could touch.
By the time I pulled into the gravel driveway, my pussy was aching. As I rolled to a stop, I realized I hadn’t even thought about what I was going to do. I had been so preoccupied thinking about fucking him, that I hadn’t even bothered to think about how I was going to do it.
As I got out of the truck, Frank came out from the side of the house. He was in jeans and a long-sleeved red shirt. Sawdust clung to it. He stopped when he say me, but then continued on.
“What are you doing here, Claire?” There was a tinge of anger. Good.
“Joe told me you needed this.” I went to the back and pulled out the saw.
“Yeah I told him not to worry about it.”
“Well he worried.” I passed the saw to him.
He looked me up and down. “Tell him thanks.” He said and then turned with the saw and headed back to the house.
Fuck. This wasn’t working. I watched as he turned around back. He was resisting, but I saw it in his eyes. I know that look. Seen it in plenty of men’s eyes. I pulled the black sweater off, threw it in the truck, and headed off in his footsteps.
I rounded the corner and saw him in his workshop. Formerly a detached garage, he had turned it into his hobby room a few years ago. There was a piece of wood on two stands that he was measuring. A few stools and chairs littered the perimeter of the shop. When he saw me, he stopped and sighed.
“What are you working on?” I asked.
“Claire, why are you here?”
“Im bored.” I said, biting my lip. “Joe is at work, and hes not as entertaining as he could be even when he is home.
“W-well I got a lot of stuff to do here, and I’m not going to be entertaining anyway.” He returned to measuring.
“Well, anything is better than being alone at the house.” I found one of the rocking chairs and sat in it. So far, so good, but I was running out of moves. The silences persisted for a few minutes while he measured and marked different pieces of wood. Then it hit me. I had a plan. All I had to do was wat for my opening.
It didn’t take long. After about 5 more minutes of silence, he left to go inside to get something. I took my shot. As soon as he was gone, I jumped up and headed for the pool. Flipping the cover on the control panel, I flipped the tub to on. I raced back to the shop, and I stripped off all my clothes, placing them in the chair I was sitting in. I then raced through the brisk air to the tub, where I slid in.
The water was ice cold. My nipples immediately hardened. The water coming from the jets was warm, but still, my teeth began to chatter. I prayed the water would heat up quickly.
I heard the side door open. He was heading back into the shop. It didn’t take long before he rounded the corner. I waved at him. He slowly walked over.
“Claire. What the hell are you doing?”
“Entertaining myself.” I said. I made a show of pushing my hands down to my pussy. “Since you wont, I have to find something to do.”
“This ain’t right, Claire. Theres something wrong with you.”
I smiled and closed my eyes as my fingers slipped inside me. “Mmmhm.” I moaned in agreement. “Very wrong.” I said.
He watched me finger myself. He didn’t leave. I went all in. I stood and began to walk out of the tub. The chill in the air brought my chattering teeth back. “I’m going to go into the house and Im going to be entertaining myself. If you are bored, you should follow me.” And I headed for the sliding door.
I entered, thought about the couch, but decided against getting it all wet, and went to the floor instead. I got down on all fours, ass in the air, and began to play with my pussy. I rubbed my asshole too.
I heard the door open and smiled. I had won.
I rolled over and lay on my back. He stood over me. He began to undo his jeans and I moved to my knees. “You are going to love this, Frank.” I told him.
I was eager to finally see this cock. As his jeans fell I reached up and took his boxers in my hands, I pulled them down.
It was wonderful. Bigger than either of his sons. A good 6 or 7 inches, if I have to guess, but thick. His balls hung in a sack covered in gray pubic hairs. I opened my mouth, and licked the length of his shaft, my eyes locked with his. From the tip to the base, and then back again. He began to grow. I took him into my mouth and began to suck. Using my mouth, suction, tongue, suction, tongue. He grew to an impressive level of fullness in my mouth. I pulled it out.
“Gag me, daddy.” I said before plunging down on it again. This time I felt him hit the back of my throat and the first gag began. I felt his hand on the back of my head as he held me there. Oh yes. He wanted a whore. I’d give him that.
He let me up and I pulled back, rubbing the slime covered cock on my face. “You are so much bigger than Joe.” I said.
“Shut the fuck up.” He said and he forced it back in my mouth. Another round of gaging began. When he let me up from it, I went back to his balls, letting the cock lay across my face. I licked and gently sucked each ball, and then I moved lower. He moved back. He looked at me confused. “What are you doing?”
Poor bastard. He’d never been rimmed. I smiled. I stood and undid his shirt. Once off I sucked and nibbled at his nipples as I walked him back to his chair. He fell down into it. I returned to my knees and the blow job. Building up a good supply of saliva, I worked down to his balls again, and then to under them.
It was clear he had been working, but it turned me on even more. Lower and further I pushed, my tongue searching for his ass. I could hear him moaning. I reached up and grabbed his cock. Mainly to keep him from jerking it and cumming too quick. I finally found it. I thought about how wanton and whoreish I was being. On my knees, with my tongue on my husbands fathers ass.
“Fucking hell, Claire.” He moaned. I pulled out.
“Betty doesn’t to that, does she?” I smiled.
He shook his head and stood up. It was his turn to take control. He turned me around and began kissing my neck and rubbing my tits. I felt his cock pressing into my back. He reached down and inserted a finger into my pussy. I felt him pushing me down and over. I resumed my position on my knees, my shoulders and head on the carpet.
“Fuck me daddy.” I said.
“Where?” he asked
“Anywhere you want.”
“Does he do anal?” I shook my head no, preparing for the possibility that I was about to take a pretty big cock in my ass. “Just my pussy.”
I felt the head at my ass. I reached back and spread for him. “Yessss, daddy.” He began to push in. I gasped when he first popped in. We had no lube, aside from my spit, and he was bigger than any I had been buttfucked with in a while. I let my cheeks go. The pain was reaching my threshold. I took my other hand and went to my clit, hoping to off set it.
That seemed to work. The searing pain became more bearable. “Im a whore. Im a whore. Im a whore.” I began to repeat to myself reminding myself that I wanted this. He began to slid in and out.
“Do you fuck Bettys ass, Frank?”
“Call me daddy.”
“Do you fuck Bettys ass, Daddy?”
“Not in a while.” It turned me on even more that Betty used to take dicks in her ass.
“Pull my hair daddy.” He obliged as he began to pick up speed. He had the stamina I expected from a runner, as well as the endurance.
He was pounding my ass now. My own fingers had brought me to the point of climax. I screamed as the cum took me, clinching my ass around his thick invading cock. I fully expected him to cum. But he slowed down. Not wanting to hurt me as my ass was clenching, he slowed, delaying his own satisfaction.
As soon as I subsided, we resumed the fucking. His relentless assault on my body. I couldn’t wait to have him fucking my pussy like this. “Im gonna cum, Claire.” He exclaimed.
“Do it daddy. Cum inside me.”
With a shudder he did. With each pump he moaned and shook. I couldn’t feel him cumming, but I knew it was a lot. I only felt it as he fell out of my ass. He fell next to me, catching his breath. I moved to my side and snuggled up next to him. “Good?” he asked me.
“Better than both your sons.” I smiled.
He looked at me shocked for a moment. Before he began to smile, letting his head fall back to the floor. “Wow. You are a whore. But you are an amazing fuck.”
I smiled and looked down at his cock. The cum coated it, but it didnt look bad. I leaned over and took it into my mouth. He looked at me with a mixture of lust and confusion. I felt his cock twitch a little in my mouth.
I pulled off it. “I want you to fuck my pussy next.”