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.

If you see me and my wife on a hike and I'm fucking her (or she's fucking me), feel free to join in and start fucking her. No condoms needed, and no you don't need to pull out either.

I came on my girls face and felt terrible about it.

So here's a confession that will probably be comical to you, my girl and I think it is at least lol. So we were fucking, pretty intently actually and while I was fucking the shit out of her, I thought it would be hot to give her a facial because I had never done it before. While fucking her and getting close to cumming I asked her if I could cum on her face, she said yes and I was excited. So I started fucking harder untill I had to cum, when I had to cum I pulled out, ripped the condom off and assumed position above her face. I started jerking off getting ready to bust, I knew it was gonna be a huge one and I genuinely thought this was gonna be sexy as fuck. It finally got to the point of me cumming and I aimed, and I came......BUT as soon as the cum exited the tip, I felt so horrible, just thinking to myself "I am so sorry about this". Needless to say I completely COVERED her face with my cum, it got in her eyes and everything, the reason I felt terrible is because I have a great deal of love and respect for her, and to me I just disrespected her massively, it didn't help it started burning her eyes and she couldn't keep them open. We instantly started scrambling to find something to get it off her face and after we got her all cleaned up I apologized alot lol. She said it was fine she knew I wanted to try it but we both agreed not to do it again cause obviously she didn't like it either. Morale of the story for me, not everything you see in porn will translate to real life.

I was wonder if there are any ladies out there that are into playing with the fire you might get pregnant? I would like to find a woman that likes to have sex without a condom or birth control. Just wanting me to pull out when I�m ready to cum and taking the risk that I�ll pull out in time or in the heat of the moment I fill you full of my potent seed.

I am a member of the Loyal White Knights of the Ku Klux Klan and have been for a while now. I'm not going too say what state or what my ranking is because I will be beat & banished if they find out.

This 23 year old black woman (I'm in my 30's) heard about me being a member through neighborhood gossip and my friends coming over in their pro-white shirts.

One day I came home from work and she said "excuse me mister?" I was thinking "oh boy, here we go." I said "what?" She said "I'm not scared of your ass ya fucking cracker!" I replied "Well good for you ya fucking nigger!" I expected for her to go get some of her bang banging spooks after I said that but she walked up too me and said, "I think that's so hot! Call me a nigger again!"

I was shocked! I said something like "You're a crazy fucking nigger and I suggest you leave NOW!!!!" She did.

A few days later she said "Hello cracker!" I said Hello nigger!" When I said that she grabbed her tits and shook them at me!!!!!

This when on for months. One night I get a knock at my door and it was her! She asked me if i was alone and if I could talk? I said I was alone but that I really didn't want too speak too her. She then said "That's okay then, we don't have too talk, just put on your klan robe and fuck me!" She turned around bent over and pointed at her ass and said "You know you want too hit that shit!!!!"

I looked around too see if anyone was looking and I said "Hurry up and come in. I don't want too be seen talking to a nigger!" She freaking laughed at me.

I said "sit down and don't move because I know how you niggers are, always stealing shit!" She laughed her fucking ass off! It was like whatever mean and hateful thing I was saying was making her more wet and excited! I told her I would be back.

I went into my bedroom and was putting my hood and robe on with my back to the bedroom door and I soon as I turned around you was at my door! I was like "Nigger! I told you not too move!" As soon as I said that, she dropped too her knees and said (in a old time black Southern accent) "I'm sorry massa! I'm sorry massa!" I couldn't help it but I started to bust out laughing!!!

She was like "Mother fucker! taking this serious! This is my fantasy!!!!!"

I had a g/f who passed away in a car wreak and we has hand cuffs and whips. I went to the closet door, got out a whip and said something along the lines of "Nigger, you have very been bad! I ripped off her shirt and she coward down and scooted away from me. I didn't know if she was really fearing me or it was a act but as soon as I heard "Massa!! please no massa!!! It was all her ok.

I ripped off her tight jeans along with her panties and begun to beat her on the ass with the whip. As soon as I seen her pussy juice up, I was instantly hard! I was like WTF am I doing!!!! lol I pulled out my cock through my robe and said "suck my cock nigger!!!!!" And wow, did she ever! It was one of the best BJ's I have ever had.

My hood has a 3 buttons on the face mask so I can still wear my hood minus the face mask. I took the mask off. She way like noooo!!! I said Nigger, I'm going too eat your pussy and be smelling your pussy during my cross lighting's!!! She just laughed, so did I!

I kept thinking too myself, "I hope this nigger don't have aids..." lol

Anyway, after that I ended up fucking her with a condom on of course. It was a wild night. This was more than a year ago. Every time she sees me she says fuck you cracker and I say fuck you nigger. It was only a 1 time thing though I jack off and think about that night often...

My DP partner and I got invited to a house party last night for NYE with about 50 people there. We got there around 6 already buzzed and so was most of the party. Unfortunately we saw someone there we had DPd before with her new boyfriend. It was really awkward at first but she came over and introduced him to us. We shook his hand and she pulls me aside and asks us if we'll fuck her again while he watches. Uhhhh yeah sure I guess I respond. I give my buddy a heads up and she leads us to an unoccupied bedroom with a fouton. We're in the middle of DPing her and I feel a tap on my shoulder. It's her boyfriend and he's got another couple from the party that wants to join us. I see that the it's the couple that owns the house and they tell us that Brianna(the woman we're already fucking) told them about her experience and it's always been something that they wanted but didn't want to use Craigslist or a stranger. Mind you we DPd Brianna only for one night and I got her pregnant(didn't keep it) because I didn't wear a condom when I came(I took it off and the reason for the awkwardness). I told the couple that we will come inside her and they needed to be okay with that and they were. I pulled out of Brianna's ass to watch the wife undress and as soon as her panties hit the floor she's mounting my cock. She was so much tighter than Brianna and she knew how to work my cock without me doing anything. Her husband is just standing there stroking his cock and I motion him over to put it in her asshole. This guy had a giant cock and I could feel it slide inside her already cramped pelvis(she was easily only 5 feet tall and 100 pounds. She came in the first 10 strokes and holy shit did she gush everywhere. After about ten minutes of him just punishing her asshole she started working both of our cocks together and I tell her that I want her to sit on her husbands cock while I try to make him come while fucking her pussy. I know that he's on the verge of cumming so she fits his cock inside her ass and leans back to present her beautiful pussy to me. I immediately started to fuck her as hard and fast as I can and after about 2-3 minutes she has a quivering orgasm which makes him and me cum. I pulled out and before she can get off of her husband my partner is inside her. I sit down on the fouton to recover and I'm just watching all of the fucking going on. Brianna and her boyfriend started fucking next to me and she starts blowing me to get me hard again...it works.
I got behind her and started fucking her asshole which made her boyfriend cum. She's disappointed because she's almost there so she slides him out and I slide in. I remembered that I wasn't about to cum in this girls pussy again and risk her getting pregnant again but she felt so good that I didn't care and I fill her up. I hear my buddy cumming inside the wife and Brianna notes that it's 1130 so we go watch the ball drop. Brianna cleaned up before but Andrea(the wife) just pulls down her miniskirt, fixes her top and hair and heads out full of cum.
We watch the ball drop, enjoy the music and I'm watching Andrea look sexy as fuck. I call Ryan over and tell him I had a great time but I didn't get to try out her asshole like everyone else did. He tells me to go upstairs and he'll send her up. I tell him to send her over and she can lift her skirt up in the back. He smirks and goes to tell her. She comes over and she tells me that she doesn't like the idea but I assure her that if she looks like she's just dancing with me, my buddy and her husband no one will notice. She complies and I slide out through my zipper and into her asshole. The two other guys run blocker as she proceeds to work my cock until I pull her hips to leave a balls deep creampie. She started to slide her skirt down and my buddy is inside her for the next 15 minutes. The husband wants a turn but she says she's too soar so he fills up her pussy instead. Finally she's able to pull down her skirt and we can see our cum running down her legs as she makes her way to the bathroom. We say goodbye and tell them thanks and to tell their friends. Here's to hoping for new and exciting holes to fill up this year.
Anyone else have any other stories?

Hooked up with this slut a few months ago. Pulled my condom and came inside without her knowing. Saw yesterday at a grocery store with a big belly. Oops!