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!!!

I confess that over the last 2 years I've sucked and been fucked by at least 300 guys that I've found on Craigslist's M/M section. I like to keep the condom wrappers as trophies and I just threw away a whole shopping bag full of them. I'm traveling and my ex is watching my place. I didn't want her to get curious and start looking through my drawers and finding out what a cock whore I am.

When I post on CL I get my "regulars" answering and wanting to fuck me again but I confess that I prefer strangers so I can rack up my count of new cocks. I buy condoms three dozen at a time. I keep regular, Magnum and Magnum XL in my drawer at all times. Only been lucky enough to meet two guys who needed the XLs. I still remember the feeling of their big cocks stretching my hole until if finally feels good. One was a BBC and the other a BWC.

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.

I loved being a cuckold when I was with my ex wife. It took me a few years to convince her. When we had sex I'd bring it up and she'd go with it but then would say she wouldn't really do it after. Finally it happened. Before CL got shut down we were searching it specifically for bbc but settled for a white guy. The unfortunate part was he didn't last long but I loved finally getting fucked. We found another guy who was massive and he came so many times in her. We both agreed to letting them bareback her. After him though she said she wasn't really into him and then we finally found her bull. Her first bbc. He lasted hours each time he came over. He didn't want to fuck her bare though which sucked but one time the condom broke and he came all up in her. I remember one time he came all over her stomach and I liked it all up. Daily she told me how much she loved her bull and how much she loved bbc. Unfortunately he had to end our engagement and we stopped until one night my best friend got to fuck her. She loved fucking guys in front of me. We ended up splitting about a year later and she ended up with a really good friend of mine. I act like I hate it but I love it. One of my best friends took my wife. I fantasize about them. Wondering if he's hung. I'd love for them to rub it in and fuck in front of me. Like I said I act like I hate him but in reality he's still one of my best friends and I'm proud to have had my wife stolen by him. I deserved it. I want to thank him and tell him it's an honor for me to have lost her to him. I just miss being cucked by her so much. Here's a rear view of her when I had her. I'm glad it's his now. A real man should have her.

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.

Readying my young horny brotherly dick to masturbate for my hot, sexy busty eldest sister bianca! My eldest sister turns me on so much and she was the firstbwoman who i ever masturbated over! I remember growing up when i first started wanking she was wearing a white top with no bra and had her back up against the wall. She was talking to my other sister then jiggled up and down and at the same time her tits bounced and gave me an instant erection in which i went to the toilet straight after and masturbated over it and it made me cum so so much, with my cum flying all over the floor!;)

I would not hesitate to fuck my eldest sister bianca if i got the chance and would do so without a condom and blow my big young fertile brotherly load inside her and wouldn't care if she fell pregnant lol mmmm;)>

I am a married guy, with a family, my wife and I havent made love with each other since the year 2000, maybe this is because I am Bi, and a bottom, and sub`ish, I get good sex with guys and convincing TVs, I do suffer with difficullty getting / keeping a hard on, though I have had some comments from some guys saying that Thats a nice one,when i am hard,( with Viagra ) though i shy away from a female if sex is offered as i have no confidence in my cock, and if i was asked to use a condom, well i would never get it on,as i would not be able to maintain any erection, I like car park sex and dark rooms in gay bars and being chased or chatted up and then fucked by someone, I also love poppers. Also like mild BDSM, and have tried water sports with females once tried to fist a female fanny the feeling was fantastic and i would love to try again as i didnt manage to get my large fist in her, like to meet Bi couples, to play with him and her at the same time = great, I dont own any "Toys", but have had a but plug in me, I also meet a Domm Guy recently who used nipple chains / clamps on me and lots of poppers , it was the best experiance i hve ever had to date !. it took me from this planet to the next.

Amy is a VERY easy lay. Nobody that knows her has ever heard of her turning down dick, even multiple at once, and she never uses condoms.
Knowing that, would you fuck this slut raw?

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 confess...

I had amazing session last night!

I gave one of the gay lads a lift home last night, his house mates BF [a big black lad] was at the door and asked if I'd give him a lift home too, it was 1 am and I really had nothing else to do.

I don't know whether he sensed I was Sissy for BBC or it was the way I was eyeing him up, but halfway through the journey He flopped out his massive black cock and said "Have you ever seen one as big as this?"

I nearly crashed the car as he was hung like a horse...

All I did was whimper "wow", he just laughed. When we got to his flat he got out with his massive cock still hanging outta his fly, and simple said "Come on then" and motioned for me to come inside.

I tried not to seem eager but my sissy clitty was rock hard, i was not dressed like a girl but i scambled past him inside just like an eager schoolgirl.

As i stumble into the living room i trip over and fell, David walked up to me his massive cock at eye level, "suck it now" he said. I was compelled to comply.

It started to swell in my mouth, he put a large hand on the back of my head and guided my mouth, he was very firm but gentle. Slowly getting deeper and deeper in my mouth/throat with each thrust. And as his cock was 3/4 down my throat he stated "you aint fucking straight are ya..." all I could do was gag "Mmmppft mmm pft mmphh", I now had a 11 inch black cock throat fucking me...

He grunted and rammed his cock virtually into my stomach, i felt his balls tense on my chin. Hot cum flooded my throat and filled my stomach. "Mmm yes bitch" he said. He held me there for what seemed like forever, but was seconds, i fell to the floor gasping when he let me go... almost passing out.

Whilst i lay there coughing David said "Now for some ass" , he stripped me and threw me naked onto his sofa. He was now naked he looked amazing, muscled, jet black and his monster cock was hard again, clad in a condom and in his hand a a tube of Ann summers Booty relax lube...

I had my first Gay male experience today I went on Craigslist found a older guy he was 63 I'm 51 he invited me over when I got there he was naked he told me to strip which I complied he said suck my cock I did this for only about 3 or 4 minutes when he said I'm gonna fuck you I asked him if he had a condom he said shut the fuck up and bend over he lubed up my ass and didn't even try to go slow he shoved it in I was telling him it hurt he said don't worry I'm cumming I could feel it pouring out of my ass when he pulled out I was in total shock what just happened he said get up get the fuck out I was can I clean up he said not here you faggot I got dressed and left the whole encounter wasn't even 10 minutes I don't know what to feel or think right now.