My mil watched me jack off last night. 
she came to stay with us for a few days, and last night her and my wife were watching some stupid chick flick that couldn’t stand to watch. So I kissed my wife and told them I was going to bed early. I was just going to lay down and play on my phone until my wife came to bed. But you know how it goes when you start scrolling, you run across a picture that makes you look for more and before long you wind up on a porn site. So that’s what happened, I was watching a few clips and got horny. I wasn’t sure when my wife was coming to bed and I didn’t want to wait, so I figured I would just rub one out on my own and get it over with. Well, my bedroom door wasn’t closed all the way, and I was already too settled to get up and shut it so I said fuck it and I continued. Well a couple minutes go by and I’m stroking myself slowly, enjoying the clip I was watching when I heard foot steps come down the hall. My mother in law was on her way to the bathroom, and I knew it had to be her because my wife walks like a bull on a rampage everywhere she goes. I knew it wasn’t her. I probably should’ve stopped and covered myself but when I’m horny I get bold and like to push the boundaries. So I pretended that I didn’t notice her and just kept going. I expected her to notice and pretend like nothing happened, she’s too shy to say anything about it afterwards. But I wasn’t expecting to see her stop just past my door and turn to look back. From her angle all she could see was my lower half, my legs parted with my cock in my hand, but she couldn’t see my face so she assumed I couldn’t see her either. Well what she didn’t see was the dresser mirror beside the bed that let me see down the hall where she was. And her eyes were fixed on my cock. I watched her look over her shoulder to make sure my wife was still watching the movie but then she went back to watching me. So I gave her the best show I could. I was shaking it and stroking it hard while watching her out the corner of my eye. She stayed in the hallway watching until I finished. Normally I would just finish in a tissue and keep it clean but since she wanted a show I let myself blast cum into the air and all over my stomach. I could see that she was breathing as hard as I was when I finished. She must have enjoyed what she saw. Then she turned and went to the bathroom and stayed in there for a few minutes before coming out. I don’t know for sure but I like to think she was in there rubbing her pussy after the show. I gave it some time after she returned to the movie and I walked in there pretending I just wanted to get a drink so I could see how she acted, but she ignored me completely. So I walked over and kissed my wife good night. And made it a point to pat her shoulder and gave her a peck on the cheek like I often do just to have a reason to touch her. I was wondering if she would shy away from my dirty hand, but instead she actually gripped it tightly and smiled at me and said good night sweetie. I believe she enjoyed it as much as me. I can’t wait to try that again.

Slave milked for days at a time with no stop...his balls keep filling with fresh milk and drained to make room for more fresh milk...he cries his balls are sore but he's still milked non stop....wwyd?!?!?

Came out as bi-sexual to one of my long time friends today after having too many drinks at a bbq.  He said he always knew and it was cool.  When it was time to leave he offered me a ride home. He pulled up a few houses before mine and grabbed my head and kissed me so deep, I was shocked. I never thought he was into anything like it. I kissed him back, and my hands went to his chest, it was awkward the kissing because he was leaning over the console. He put his hand on my cheek and I moved my hand lower down his stomach waiting for him to stop me, he didn’t and moaned into my mouth when he felt my fingers wrap around his hard cock. He was wearing basketball shorts, he felt huge and ready.  

I went to a adult video store a few weeks ago that I hadn’t been to in years. It of course has video booths in the back of the building. I went in the back and walked from booth to booth looking for a nice looking guy to suck but there were nothing but old guys or 30 something’s who were out of shape. There were two bigger rooms that had two sofa’s in them and each had a couple of guys with their dicks out jerking off to some nasty porn with nasty looking dude’s or chicks. I was disappointed but horny because I had taken a viagra. I got more and more horny as time went on and I kept walking around looking to see if a younger guy had come in but never found one. Finally I decided I needed to cum and leave so I went back into one of the larger rooms that had three guy’s in it and just stripped naked. I love public nudity! The video playing sucked so I pulled out my phone and put this hot Trap video on and started jerking to it. I showed the other guy’s and they moved closer to watch it. One guy asked if he could suck me and I let him. One older guy, maybe late 50’s had a nice, shaved cock so I asked him to stand in front of me so I could jerk it. It got bigger as I gently caressed and stroked it. I set my phone down on the sofa on one side with the video playing on repeat, the guy sucking me was on the other side and I pulled the guy in front of me closer so I could suck his. It had been 5 or 6 years since I sucked a dick and I had forgotten how much I enjoyed it. His cock got thicker as it got harder and the head was soft and felt really good in my mouth. I made the dude sucking me stop so I could jerk and cum with a cock in my mouth while watching this video. I’ll be going back soon!

I've been fucking this woman at work, for almost a year now. She is 35, and single, so she thinks we are dating, and expects me to pop the question any time now. I do not have the slightest intention to do so, I will just push it until she decides to leave me, or stops coming over to spend the night.

I have always been obsessed with anal sex, and no, I am not gay. It all started with my first gf, I just wanted to try everything, so I somehow convinced her to this. To say that it was a disaster, would be an understatement. I had no idea how much lube this requires, it hurt her like hell, I was too fast and too eager that it must have felt awful for her (I had no idea what I was doing), and even some shit stains were involved, so, it was a debacle, and we never tried it again.

Many years later, I was with a woman, who did want to oblige to this wish of mine, after so many refused. We did it, and it was ok. It was obvious she wasn't a fan of this, but I learned some stuff, or should I say we did, together. But, we did it very rarely, and I didn't really like the fact that she was obviously not into it, that we stopped all together.

I attributed my experience to the fact that such deed must be reserved for porn only, and no woman actually enjoys it.

Now, a little digression, I am 42 at the moment, never been married, but I have been a serial monogamist, had quite a few relationships, lasting from few months, up to six years (the longest). I have never been alone, and the most time I was without anyone was three months, or something like that. When my last relationship ended (the longest - six years), I realized that things have changed for me, with aging, and that finding women interested in me wasn't as easy, as it was before. I was alone, for over a year.

Then I met her. Ten years older than me, but I had no idea that that was the case, until we started dating, since she looked my age. Beautiful woman, divorced, with large fake tits, which she did hide under her sweater, that somehow didn't mach her character. She is a uni professor, a lady, and she has two grown sons, who moved out of her house.

She was so open, it was obvious she liked me, and we hit it off perfectly. Only after we started dating, and having sex, she told me all about her. She got divorced, since her husband found another woman. After that, she had the big C, so she had both of her breasts removed (thus the fake boobs), it was a hard healing period, but after she went through it, and her sons moved out, she decided to start a new life, and I was in it.

I don't know what it is, if it's an empty nest thing, blow to self esteem that she suffered from her illness and divorce, or something else, but she became so obsessed with me, so clingy and loving, and caring, that I am about to marry her.

Now, this confession is not about my future marriage, it is about the thing, my obsession, I mentioned at the start. I knew she will do it with me, she would do anything I ask her to, it is not that, it is the fact, that she enjoys it.

At first I thought that she was faking it, but no... I can't go into details, cause this would be too long to read, but let me just tell you, that she is definitely not faking it.

And that's it. I guess the moral of this experience is, that there is someone out there, that shares our kinks, but it is just very, very, very hard to find that person.

When i was 18 i fucked my ex sister in law. To this day ive never told anyone so heres my almost incest confession....

she was 30 at the time and had been my sis in law since i was 6 she had always been a big sis to me. Im gonna leave some specific details out just in case for obvious reasons but ill try to be as detailed as i can. i hope you enjoy i still get off to the memories all these years later.

I was living with my brother and her at the time that he left her. it was out of the blue and they had kids together. I was angry at him over it and she told me i didnt need to go anywhere so i stayed there with her and the kids. Time was moving on we used to smoke weed and take mdma together as we always had done pre break up at the weekends. i dont know if one of her friends suggested i might be interested in her (i wasnt) but we had the chat and she pointed out nothing could ever happen with us. I laughed and told her she was my big sister not to be crazy , i was there to help with the kids which was true. no more was said about it but i guess that planted the seed.

I was a horny inexperienced teen , i think id fucked about 6 girls at that point. She started leaving her dirty panties on the bathroom floor she was never tidy so never thought anything of it but in hindsight couldve been deliberate i dont know. I do know i started sniffing them and jacking off . sometimes id put them on too or cum in them then throw them in the wash basket.

We had a family party for one of the kids and my bro was there. she had it in her head that this was when theyd get back together but i knew he was seeing someone . it was very late when everyone including him left. when she closed the door and locked it she just burst into tears. we were drinking and super high. i hugged her and started consoling her innocently , when she composed herself she said she'd needed a good hug for months i said you can have all the hugs you want tonight and rolled a joint. We took more mdma and sat on the couch with me hugging her somehow we ended up sitting on the floor with our backs to the couch me still with my left arm around her. This turned to us lying on the floor legs locked together if you can imagine .

My thigh was between her legs and we were kinda looking over each others shoulders. i started moving my leg up and down her pussy a little rubbing it with my thigh. i knew i was crossing a line but i was super high and could blame it on that. She didnt stop me! Now i was mega horny and picked it up a little . This went on for about 5 mins and i decided to take the chance . she was looking away from me so i said her name and reached to touch her cheek to turn her head towards me. she just grabbed me and we started making out. i was grabbing her amazing ass and rubbing her pussy with my leg. this went on for a few mins before she came to her senses and stopped. she said we cant do this, your like my little brother and got up and sat on the couch. I followed her up there , leaned forwards, kissed her again and put my hand down her top to squeeze her tit. she let me and then pushed me away . she said I need to be responsible here before this goes too far with a big smile on her face. she said im going to bed. the next morning i went into her room and asked if we were ok. i told her id move back to my folks place if she wanted . she looked up at me , stroked my arm and told me not to be silly. we didnt fuck that time but that was to follow a week or so later. this lead to us carrying on in secret for months. if theres interest here ill carry on . theres enough detail her already that she would 100% know this is about her.

Few weeks back, I got a sympathy hand job from a married friend. We were out, with a big group of friends, and I was the one who drove her home. It was late, and I was horny, and I proposed to her to got my place, to a night cap, but she declined, saying something like "you forgot I am married". I said I am sorry, and that the loneliness is bursting out of me. When I stopped at the parking lot in front of her building, she surprised me, and reached for my crotch. I went for a kiss, but she backed off, with a smile. Tried to pull her head down, and all I got was "don't push it, I shouldn't even be doing this".

She did let me feel her tits, through the clothes. I was done pretty fast, and she smiled, as she watched me shoot my load.

"Now you can sleep well," she said, and gave me a kiss on the cheek.

I felt pathetic after this, and happy at the same time.

I guess it is better than nothing.

I lost my virginity in college. Prior to that, I only had messed around with two women, but didn't have actual sex with. First one was my first gf - I got a few hand jobs, and a single, awkward bj, before we broke up.

Now, the second one was something different.

It was the summer before college, and I was spending it at my grand parents house. They lived in a small house, on the Mediterranean, and I would always spend my summers there. Now, this might sound like a confession of a super rich man, to a non European, but my mom originated from this little place, and my grand parents lived there all of their lives. So, not being rich, every summer, I would do kind of a house and yard work, on neighboring houses that are usually rented weekly, you know the drill.

In one of the small, stone houses, there was a woman, with her husband, but he traveled back and forth to the city, being there mostly on the weekends, and she stayed almost all through July and August.

Now, when you are 19, you imagine a 50 year old woman, as this old, wrinkled up granny. No, she was all the opposite of that, slim, petite, beautiful blonde, and she was so obviously a big city woman, you could see it, by the way she dressed, acted, her accent, and peculiar choice of wine she would drink, all day, every day. I thought about her a lot, since, she would sunbathe topless, when I am around, not caring about my gazes. I remember finding that strange, but on the second thought, she was sunbathing on this stone patio, that got out straight to the sea, so people swimming or passing by in their boats, could see her as well. Her tits were very small, but still firm, and I thought about them, as soon as I would go home, and was by myself.

She was giving me attention, only I would think that I was imagining it. She would suddenly have something to do in the house, while I was cleaning, sometimes in a dress, usually just in a bikini bottom. Now, in retrospect, I was a perfect target for a summer fling, I was young, I looked good, from all the work I put on, tanned from exposure to the sun.

I kissed her one afternoon, when she had to go into the cupboard, at the time I was in it, and it was obvious she just wanted to initiate something. We were in the bed, and when I got down on her (only sexual thing I did before and felt comfortable doing, wanting to show that I am not some schmuck, but a seasoned lover), I saw that she had nothing under her dress. Her pussy was bald and perfect, and she came really, really fast.

As I took my shorts down, ready for more, I guess she came to her senses, and asked me to stop. She said she is sorry, but that I have to go.

You can imagine the blue balls I had that day.

Tomorrow, she acted if nothing has ever happened.

The day after, her husband came back.

And that was it. I thought about that woman, for solid five years, at first, every night, then once a week, than monthly. This morning, I remembered her again, and decided to write this.

Omg I am having panic attack!!! On the trouble we poked, I might be weak but this is honest, I need You to deal with it and how it developed. If You can't take two min of Your time please let me just.. tell me to stop Master. This is not me playing no no no, I am really panicking for how it developed and they are coming tonight! Just two min of Your time don't mess with my head. I want this dynamic please don't be stubborn! I get that You are busy and not attacking and reallyyy trying to be understanding and supportive but we do play with fire and I need Your promise of not ignoring me and checking me honored. I am not mad or anything I really want it all, and hope my Master wants the same! Just can You please show up for sec!? Please regardless of Your mood. Does it have to stop? The fun, and all.. just need Your two min to compose myself. Hear me just this time, don't be the Devil just for a sec. I can count on my master, no? He did promised me

I fucking crave my tranny lover's cock like dr**s and I'm a fucking addict. We've come so many times together, I've lost count of the loads we've shared. I was just a 18-year-old, innocent little slut weighing 140 lbs when I met her. She popped my cherry and showed me what a real cock could do. I was always curious about sucking dick, but I was too shy to try it with a guy, so I fell hard for trannies and their thick, beautiful cocks. I saw her ad on CL and BP, so I figured she was legit. It took me a fucking month to build up the nerve to call my first escort. One night, high as a kite and horny as hell, I finally called her and got the address. I was nervous as fuck driving to the motel, but my hunger for cock overpowered any fear. I walked up to the door, and it opened automatically with her hiding behind it. My heart was pounding; I had no idea what I was in for. She revealed herself after closing the door, and holy fuck, a stallion stood before me. A 6'1 blonde Costa Rican beauty in fuck-me heels, a skimpy corset, and see-through panties hugging her thick, hard cock. I sat on the bed, trying to act cool, but my eyes were glued to that beautiful bulge. She noticed me staring, asked for the money, and I handed it over eagerly. Still sitting, she stood in front of me and told me to remove her panties. As I pulled them down, she grabbed my head and fed me that 7-inch, fat cock I'd been dreaming about. I gagged and slurped, loving every fucking second of it. I was finally the little slut I always wanted to be, hungry for her load. She stood me up, and we made out, rubbing our cocks together. It was so fucking hot. She told me to get on the bed, and I mentioned it was my first time. She looked at me and called me a dirty little slut for the way I sucked her cock. She laid me down and started spoon-fucking me from behind, slow at first to let me adjust to her thick cock. She pounded me harder and harder, stretching me out, and then made me ride her cowgirl style. I rode that majestic cock like a little twinky boy toy, loving every fucking second of it. I was getting fucked so good that I didn't want to stop. I started riding her harder, moaning like a little bitch, “FUCK THAT ASS HARDER! I'M GONNA RIDE THIS DICK UNTIL I CAN'T FUCKING MOVE! JERK ME OFF WHILE YOU FUCK ME! OH GOD, I'M GONNA CUM! DON'T YOU DARE STOP!” I blew my load, shooting cum about 3 feet in the air, and it landed all over her. She came like a horse inside me, filling me up with her hot cum. I was leaking cum everywhere, loving the feeling of being used and filled. From then on, we had so many encounters—fucking in residential homes she rented for a day or two, waiting in hotel closets while she fucked other clients so I could have her all to myself. My ultimate fantasy? To be her little fuck toy "husband," used and ab**sed whenever she wants, my ass and mouth always ready for her cock, always hungry for her load

Finally did it!! I managed to fuck my wife’s sister. Happened at the end of a family party at the sisters house. Everyone had quite a bit to drink and before leaving had to get my wife’s coat in the spare room but made out I couldn’t find it and asked her sister to help me look for it!

She was wearing tight jeans with a top that had multiple string ties at the back include one that came from the front round her neck. Obvious to see she wasn’t wearing a bra! Looked around and eventually found coat, but before leaving I closed the door and asked her if I could see her tits. She told me to shut up and move away from the door! I persisted and tried teasing her by lightly pulling on the top to try see down the front. She pushed me away and stepped back, as I fell seated on the bed. She gave out a big sigh, and then pulled the neck string over her head, holding her tits at the same time. She said it was just a quick flash and dropped her top!! They were beautiful!

She’s 50yo, but her tits are still great, not saggy at all. Nice pale aerola and hard nipples, with some light freckles. My cock was fucking rock hard!

I asked her if I could touch them but she said no, however she stepped forward slightly and took the chance and grabbed her tits. She gasped in surprise, but didn’t step away, in fact she moved a bit closer. I took a further chance and started kissing and sucking on one. She said no and tried to push me away, but I wasn’t for it. Kept going and her protest stopped and she started to lightly moan as she clasped the back of my head.

I started to rub her pussy through her jeans again gasping in surprise and even jumped with the shock! Still sucking her tits I undid her jeans and pulled them down along with her underwear. Her pussy smelt amazing and she had tiny tuft of red hair above her pussy.

I stood up and pushed her onto the bed on all fours with her ass in the air. I spread her ass and starting licking her pussy and ass hole. She was so wet it was amazing. I got my cock out which was flowing with pre-cum and eased my cock into her ass. It was so fucking tight! She told me to stop because it was too painful - her man doesn’t fuck her ass!! She told me to put it in her pussy, which gladly did - it was so wet and hot! I’ll be honest I didn’t last long - my fantasy had come true after 20 years!! She told me not to cum in her, so pulled out just in time and shot a massive load over her ass and back!

She got a towel from the cupboard and cleaned herself up, got dressed and both went downstairs with my wife’s coat - no one else any wiser!