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.

So last night i brought my gf back to my house after drinking at a friends house. we were messing around at the party and we were pretty drunk by the time we were leaving. She was obviously more drunk than i was when we got to my house she threw herself on the bed and almost fell asleep but horny as i was i start taking off her pants..i had her face down ass up eating the pussy like i hadnt drank for days! anyways i was eating her out and licking her ass hole and she just moaned and hicuped like she might puke. but the fact that she was sooo drunk turned me the hell on i fucked her in the ass! no condom and i nutted in her>:)it was soo good i used no lube but i was eating and fingering her ass making it super wet! it was the best anal ive ever had she was pretty much passsed out and i pulled her hair riding real hard!!

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?

So I recently started dating a 22 year old nurse in Philly, and shes fucking amazing. She said I'm her third lover and isn't that experienced. She's not lying, because she was so fucking tight and only felt comfortable in the missionary style for her. She then asked me to use a condom because she doesnt trust the pull out method and doesnt want to get pregnant.

Well I bought some condoms, and yeah after 6 years of not need them with my wife at the time... it fucking sucked! I cant believe what a distraction those things cause.

Long story short, I ended up popping it in her and cummed deep inside her fertile pussy. No the spermicide probably did the job and I should be okay.

But the following night I was fucking her with a condom, took it off when I flipped her on belly and ass up and begun to fuck her without a condom.

I shot a huge load in her and she didnt even notice!

About a week and a half went by and I decided to run my finger over her cervix which was hard to find because it was high, soft and closed. I think I just knocked her up! SHe was complaining of pain in her uterus last night!

I confess i love watching bdsm porn til lte t night and then walking round walmart, dressed like a whore..short skirt and tank top (with now bra or pnties).. teasing the men on purpose..bending over pretending to shop while they stare at my ass and my tits. I love standing close to them and hearing them breathe faster..i kneeled on my knees one night in front of an old man..about late 60's. My tits were almost falling out as i leaned over to read the condom packages..I looked up and sw his cock out and near my face..I rn to my car , he followed and i locked the doors..i pulled myy tits out and pulled my nipples while he jcked off on my door.. tht was over a year ago and I still com thinking about the fear running to my car then cumming..

My wife's BFF knows our marriage is open, and yes her and my wife have played around with each other. We came up with an open relationship contract of things we can do and things we can't do. Nothing about fucking her BFF was in the contract at all - and when I got the chance, I took it (who the fuck wouldn't, look at her!). I did break one rule, fucking another woman without a condom. So I thought that the encounter was fun, but I got a few text messages from my wife and she was pissed the fuck completely off.
"Why would you fuck her, of all people?"
I explained I was horny, and that she's fucked her too so I thought it wasn't a big deal.
Turns out she has feelings for her, and she feels like I somehow betrayed our open marriage contract - not because I didn't use a condom, but because I fucked her BFF.
I get a text from her BFF about the pic I took, telling me to show it to my wife so she knows I didn't cum inside her (I guess her and my wife got into a big argument because my wife thinks I came in her BFF because - well I don't like pulling out at all, but out of respect for my wife I came on her BFF's face).
I called my wife at her work, and she was like "that's your thing, you never pull out and I know you came in her!"
So I told her I took a picture of me cumming on her BFF's face. She was silent but wanted to see it.
I sent it to her via text.
When I got home from work, my wife was home - we sat down and discussed everything, including her feelings for her BFF. She cried a bit because she felt betrayed, and hurt not just by me but her BFF. I told her that it could be a lot of fun if we incorporated her into our marriage and that maybe we wouldn't have to have an open marriage because we both like her BFF... She thought about that for a bit - but said that she is in love with both of us and it just would take some time getting used to, but that she would think about it because it's the "best option."
So I told her BFF to take her out on a date tonight, take her to a nice restaurant, take her to a hotel and fuck her good, and that I can't wait to get the sloppy seconds. Her BFF texted back, "perhaps you'll have two sexy ladies on the menu tonight..."
3some? Dick is hard just thinking about it. Maybe I'll just sit back and watch them fuck and stroke my cock until they invite me in... whatever happens I hope my wife chills out. It's a weird situation and I don't want to lose my wife over some bullshit.
Another text from her BFF, "Maybe she'll actually let you cum in me ;) - I know you'd like that."
I think that might set my wife over the edge, so I'll probably cum in my wife and have her BFF eat it out of her for starters.
Yeah, I'm posting this on ML - can't really post this shit on twitter or reddit lol - nowhere else and no one else to tell this shit to. Thing is, I think her BFF has wanted me for a long time, and I've kinda wanted to fuck her too - we've flirted, but never took it beyond that. Now that we did, I just hope everything pans out...

OK, So here is the one confession that I was never going to tell under the grounds that...well...I just felt really bad about it. But having just talked to one of the people involved, I am no longer ashamed of My actions.

I was dating girl named Tracy who I met in High School, (both 17 at the time) and we were together for about 11 months. After about 3 months in, Tracy still would not have sex, and I was getting frustrated with her only giving hand jobs. (She refused to give a blow job) One night while at a party at my older brother's friends I ran into Tracy's older sister Melissa, who is just as hot as Tracy, but with bigger tits. She knew I was dating her sister and she asked me if we "did the deed yet". I told her no, not yet, but I'm working on her. She told me, if Tracy wouldn't do it, she would, and then walked away! I was turned on, but also thought she was just messing with me. Later that evening I could see Melissa was getting very drunk and I started to see other guys noticing her. So I thought it best if I got her out of there and take her home. (To protect her of course. Or at least that is what I told Myself)

On the drive home, I asked her if she was serious about what she said about having sex? Without saying a word, she unbuckled her seat belt, leaned over, kissed my neck and went down to blow me. I immediately pulled over and parked in front of someone's house and leaned back. She unzipped my pants, pulled My cock out, and started sucking. I came almost instantly.(Did I mention I was 17??) She took and swallowed it all. When I was done, she sat back up in her seat, looked at me and said, "is that serious enough?"

This started to become a habit. Melissa and I would meet almost every weekend and suck and fuck. She was very kinky, taking it in any hole. Nothing was off limits. Shes the first girl I ever tied up and fucked in the ass. (Been kind of hooked on that since!)

Of course, I was still dating Tracy, and she had no idea about me and her sister. And I was also still trying to get in her pants. In fact, the more I fucked Melissa, the more I wanted Tracy. Wanted to see if she was just as tight, just as kinky? Eventually, Tracy gave in....5 months into our relationship, and she was fucking amazing. She told me I was not her first, but slipping My cock inside her was like trying to fit a sausage into a pencil sharpener hole. I tongue fucked her until her cunt was dripping wet with her cum and I still had a hard time pushing it in. She was loud and even squealed. Complained it hurt but to not stop. We fucked good and hard for about 15 minutes, until I came (In the condom)

Once we started, we could not stop. Tracy loved me tongue fucking her and fingering her pussy and even her ass, but unfortunately, she would not let me fuck her ass. In fact she even started having issues about me fucking her pussy. She complained I was too big and I hurt her. (I wanted to say, you're sister doesn't complain!) I could only fuck her pussy if I got her really turned on. Had to tease her pussy. Play with her clit but only barely finger her...make her want something inside her.

The weekend following the first time with Tracy, I met with Melissa and she wanted to hear all about it. I told her everything, including how Tracy still will not give me head. So Melissa would suck My cock as I tell her how tight her sister was, and how sweet her pussy tastes. Melissa wanted me to fuck Tracy and then immediately come see her so she could suck My cock clean and taste her sisters pussy on My cock. (which we did multiple times.)

Then, Melissa wanted me to demand that Tracy suck me off. Hell I demanded and even begged. I even tried cutting her off and acting like I was mad at her for not sucking. Finally, one night, Tracy agreed that after dinner at her parents she would give me a Blow Job!!!

I told Melissa that it was finally going to happen and then she came to me with this plan. She figured that since she's been tasting her sister all this time, it's only fair that Tracy tastes her!

So that evening, just before going to her parents, Melissa came to My place. My Parents were out and we fucked like mad...she rode my cock and rubbed her clit making sure she came several times. She would take My cock out and then press it in her ass....then back to her pussy. ass / pussy / ass / pussy all the while Melissa saying...'Tracy's going to taste me all over you". I ended up cumming so hard inside her ass. When we were done, we were both drenched. Melissa got dressed and left and I just towel dried and got dressed and went to her parents.

We had dinner and then slipped out of the house to go back to My house. Once we got there, we started making out. I was rock hard already. She was rubbing me through my pants and finally started to go down. I undid My pants and slipped them down for her....she got down on her knees, pulled My cock out of My underwear and started licking.

I was a bit surprised that she liked it. Her face made no sign of not liking the taste or smell. She was licking My shaft and then started taking it in her mouth...stroking me with her hand and sucking the head. I was going nuts knowing that she's licking up Melissa's cum. I was more turned on by that than the blow job itself. She started licking and sucking My balls and I just lost it. I said I was going to cum....and she shoved me back in her mouth and I came right down her throat. She was gagging and coughing, but never gave up, swallowed everything.

Afterwards she told me she just doesn't like doing that will nly do it on special occasions! I just nodded!

The next day I told Melissa about what happened and she was cracking up. But I felt very bad about it. I mean wtf..I would not want to eat a girls pussy that was just fucked by someone else! So I told Melissa I was done with this. It's getting to fucked up. She just said that was fine with her...good luck with Tracy!

Unfortunately, about 3 months later apparently Tracy and Melissa got in a big fight and Melissa told Tracy to "go check the cum-stained-panties in my drawer that I saved from the night (MacDaddy0)fucked me, hours before YOU blew him!"

Needless to say, this was the end of our relationship. I tried to say she was full of shit and just wants to break us up.....but the damage was done.

After that, neither one of them talked to me for a loooong loooong time. I ran into a mutual friend once and she told me how Tracy and Melissa hate each other and don't talk at all anymore. Then later I heard that Tracy switched to women!

Just today I was talking to Tracy who tracked me down on FB. She's Married (to a woman) and saw me through a mutual FB friend. She wanted to say Hi and talk. We talked for some time about life and how things work out. While she still said I was a pig for what happened, she also said she's glad it happened. It helped her realize she hates men and (her words) "She likes the taste of pussy!" LOL

Sadly her and her sister are still on bad terms, but there are lots of reasons for that, not just me.

Anyway, that's the story that bugged me for years, and not so much. In retrospect, I'd probably do it all over again. After all, Melissa got me into Bondage that eventually turned me into the Dom I am today! Plus, fuck...I was 17...who would NOT take any piece of ass at that age!?