I never thought that I will get to have a cuckold experience, as a bull, especially since I am neither young, nor endowed, but it happened.

She is my, lets say friend, I have known for over 20 years. I had a serious crush on her in our 20's, but she was too good for me back then, and that is fair, even now, she is way out of my league. But, in our 30's, we became FWB, but not on a regular basis, only when she would feel it, so, sometimes, 10 times in a month, and sometimes once or twice a year. I was her spare, I got that, but I didn't mind.

She got in a serious relationship some five years ago, and we kind of stopped seeing each other, in any capacity, and, well, it had to happen at some point, so I didn't give it much thought. But, maybe a month ago, she called me, to grab a cup of coffee, and well, I thought here we go again, but no, it was awkward, it seemed like she was with holding something from me, and when I asked her if she would come to my place, she said no, and rushed off. Two days later, the exact same coffee date...

I was puzzled, so I did something we agreed never to do, I started texting her. It took some time, a few days, and I guess it was easier for her to tell me over text, than eye to eye. She mentioned her fiance, is into cuckolding. I understood, immediately, what was up, so I was the one to encourage it, so the three of us met, at dinner.

He looked like he is about to faint, and he looked like someone who would love to see his woman fucked by another man - a total fucking wimp. She was talking, how they thought of it, how it would be easier with someone she feels comfortable with, etc. I was the one lightening the mood, joking, and she joined me, but when we parted ways, I thought, no way in hell this is happening, he looked like he regretted thinking of it. Two days later, she called, and set up a date night at their place.

The look, size and location of his place, answered all of my questions on why she is engaged to him.

I thought it would be awkward, but as soon as me and her started kissing, it was like he wasn't even there. They didn't ask for a condom, and I didn't bring one, hoping that we can do raw, and we did. He didn't jerk off, he just watched, fully dressed. It was amazing, better than it ever was, she came, loudly, and in the end, we did it in the pile driver position, and when I was about to cum, I pulled out, and did something I did many times before, with her, came all over her pussy, because, she has the fattest pussy lips I ever saw.

I was still tossing the last drops out of my cock, when he got up, almost ran up to us, I pulled back, thinking, he is about to hit me, but no, he got on his knees, and started licking my cum off of her pussy.

I am far from a moral idol, but that felt sick, so I got into the shower.

We are meeting again, next weekend, when he gets back from his work trip. I feel conflicted, but I guess that my cock will do my thinking, like it always did, and that I will continue this ordeal, even though, I felt pretty pathetic after that night, me, the guy who always thought sex is everything. I think I found my boundary, but I want to see if I can push through it.

I'm a guy. I want a cock in my ass, a cock in my throat, and a cock in my belly button, all jerking off into each. I'll clean your cum by licking it off if you want. And I'm not even gay. Not even a little gay.

I had an online sex partner for over two years. Yeah, I know how it sounds. It started on a different platform, and at first it was kind of a chat, cheeky chat if you want, and then she started sending photos, first without a face, then with, first nn, then nude, and it kind of escalated. I must admit, at that point I wasn't sure if it is not some guy sending photos, so I let it slide for a while, and then requested a cam to cam, and, bingo, no foul play there.

Now about her looks - average looking blonde, in her early 40's, never been married, single, career woman, you know the type. We started having cam sex on the weekends, and it evolved into this thing that happened almost every night. She was lonely, I was lonely as hell, so it was nice. After some time, she would turn the camera on, even when she was busy doing something, so did I, and one time, she had a friend over (I was muted and a friend had no idea I was watching). After she left, I told her that I enjoyed looking at both of them, just talking, and that I had my sexual satisfaction from viewing this.

All this span over a time period of more than a year, so things happened slowly. We had our fun with or without her present, and at some point, she told me that her friend is coming over, and that she will introduce us, me as her long distance bf, but warned me to be nice, no sexual stuff, and to keep my mouth shut, because she told her that we see each other once a month, even though we never met in person. I guess she was feeling shame for having an online fuck buddy, if that can be called that way.

So we talked cam to cam, it was fun, and that happened a few times, and in that time period, I guess she told her that we are doing cam sex and bragged about my size, and one time when we were all online, she (a friend) asked me about that, if it is true.

That night ended with me jerking off for them while they watched.

Now, fast forward almost a year, she told me that she is coming to my city, for a work thing, and if I want to finally meet her. Fuck me, I was excited as one can be, of course I would. We agreed on everything, I will come to her hotel room, and wait for her when her conference thing is over, and it will finally happen.

I was ready to leave, it was well past midnight, I just guessed she changed her mind, and is now avoiding her own room not to see me, when they entered. Later, she told me she did have second thoughts, and our mutual online friend was there, and she kept this rendez vous a secret, but confronted with doubts, after their work thing was over, she took her to a bar and came clean - how she is conflicted, how we never actually met irl, that I am waiting upstairs, and all that with a couple of drinks, so when they came in, they were both quite tipsy.

I fucked them both that night, and it was, so fucking, especially for a man with such poor sexual experience like me. We fucked all night, first round with a condom, second without, and it was beyond amazing.

This happened in September, and less than a week later, she wrote to me that this isn't healthy, and that she is breaking it off.

Now you can see my perspective, I was devastated, but I did not give up, all this time, I was trying to renew the connection, writing to her, sending her messages. Nothing, silence.

Until last night, when she came back online, responding to one of my messages. She had no time for me, but wanted to say hello, and tell me that we will talk today.

Wish me luck, I might get her back.

I got caught short when I was out for a cycle ride this morning. I stopped in a lay-by, adjacent to a park, to relieve myself. I lowered my cycling shorts just enough to get my cock out, and started pissing. Then I heard a cough from near the gate leading into the park. Another guy was stood there watching me. I couldn't stop pissing now, so thought I would just continue. I glanced over to him again and he was stroking a bulge in his trousers.

I would normally have just finished pissing, got on my bike and rode off, but for some reason this morning I felt curious. After my piss I wheeled my bike over to where he was. He was very straight forward and just asked straight out if he could suck my cock. I've never been sucked by a man before, and told him so. He reassured me that he would want nothing in return. We went into some bushes and I lowered my shorts. He knelt down and took my cock straight into his mouth. He sucked and circled it with his tongue and I was soon throbbing. It felt strange seeing a man doing it, and he was wanking his cock. I shut my eyes to try and not think too hard about it. Just as I was approaching orgasm the sucking stopped. I opened my eyes and looked down, he was now lying on the ground on his back. "Sit on my face" he said, so I did. I at facing his feet with my ass on his face.

He pushed his tongue up my ass. Fuck it felt so good. I couldn't really help myself now, I reached forward and grabbed his cock and jerked him off as he ate my ass out. He reached round and jerked me at the same time. After a very short time his body jerked and his cum shot out over his top. When I saw that I also lost control and shot my cum over him.

I got up, feeling strange and ashamed, and pulled my shorts up and retrieved my bike. He stood up, made no effort to clean himself up, thanked me and said he was there each week if I wanted to meet again. Then he just walked off, with both our cum shots running down his top.

I don't know what to do. If felt great, but I thought I was straight. Should I meet him again? Maybe it would be interesting to bum fuck him.

When my girlfriend came back from a trip to Boston, where she brought a male friend, she called me to let me know she had the whole day free, and she had gotten a motel room. We could make up and I could "cover up" the stain of the other man, who she made use a condom. We made love at 6:00 a.m. and again at 9 after we showed up at work, then slipped out for a business meeting, we each told our secretaries. We met again for lunch where we did it twice in an hour and fifteen minutes. We met again that afternoon, after we each had work meetings. I had to jerk off because I couldn't come from intercourse. We kept the motel room one more evening and met at 5:30 and we had intercourse again. Total of five orgasms from intercourse for me, six total orgasms. Michelle is multiorgasmic and she came four or five times each time I came--maybe 25 for her, total. Most of her orgasms came from my eating her out, because my tongue is more reliable than my penis.

We have broken up, sort of. We love each other but it is complicated. In some sense all we have ever had is makeup sex, and it is high drama and very, very good.

I'm obssessed with my two sisters.  I want to fuck them both and share them with my friends.  I want to bring a big group of guys so we can fill all their holes.  I sneak into the room they share and jerk off on their panties and beds.  I wonder if they masturbate together, or eat each other's pussies?.  All my friends tell me how hot they are, but little do they know I wanna see them fuck them.  I wanna clean cum off their pussies and assholes, and add my own to the mix

I confess that I've cybered with 6 people I know online (from the same site) in 3 days. They think I'm a girl and when they fucked me in roleplay I pretended I have a cunt. In reality my cock is raw from all the jerking off I've done (I came at least twice during each roleplay) and the people who cyber-fucked me are none-the-wiser

True story, last week my wife took off with her family to the east coast for her cousins graduation. So I planned to have some friends over for a little party that Saturday. Like planned couple of buddies and my cousin and his girl came bye . There was liquor, weed, pills and all sorts of party goods. I knew my cousin and his girl were meth users on occasion. It was like 2 am when people started leaving and I passed out in my bed. I woke up around 315 to get a drink and I see my cousin and his girl in the couch watching porn and playing with each other. My cousin asked if I wanted to try some meth. I said fuck it why not. So we smoked some bowls and say with them watching her jerk my cousin off while he fingered her. I got so horny my cousin's girl asked if I have ever been with a guy. I told her that I never had but I was open for anything being all spun out at the time. She then began to tell me that my cousin was bi and if I would like to join them in a threesome. I was surprised but I knew my cousin was a little feminine. I smoked another bowl and agreed to it. She came and sat bye me and unzipped my pants and began to jerk my cock. She kneeled between my legs and began to suck my cock. My cousin got closer to me and bend over with his girl and took my cock in his mouth. At first I felt a little weird but he was sucking my dick like no one ever had. We fucked till 4pm the next day. It was the hottest sex I have ever had.