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.

I have a confession and I do not know how to approach my next move.. last Friday I caught my boyfriend using a home made glory hole in our garage that led to more.

So let me set the scene.. we recently had some neighborhood kids messing with our house and we installed a camera system on the outside. I bought an extra few cameras for inside the house as well just in case. I put one in our garage because my boyfriend is always out there building things, working out, watching TV, drinking beers, etc. and I was going to use it to talk to him.

One day he was messing around with the old doors we replaced inside the lower level of our house and I didn't think anything of it. The next day I go to work and I am sitting at my desk and my phone pings saying their is motion in the driveway. I pull up the phone app thinking one of the neighbor kids is getting up to no good again and I was shocked to see a random person's car in the driveway next to my boyfriend's. He didn't tell me he wasn't going to work today.. A few moments later another ping goes off on my phone saying motion in the garage. So I open the app again assuming my boyfriend is in the garage and I was going to ask why he was home. He was in the garage alright and before I could say something, I noticed a makeshift door and wall in the corner of the garage near the door to the outside. Inside this door was about a 3" hole and my boyfriend was sitting there right next to the hole. I gazed at my phone trying to figure out what was exactly going on here. What happened next made me almost vomit at my desk. A cock entered the hole and he started to stroke it.

My boyfriend looked genuinely excited. Zero hesitation what-so ever, as if he has done this a million times. He stroked this anonymous dick in the wall then leaned over and wrapped his lips on the cock head. I watched in awe as he swallowed this guy's load and he smiled afterwards as if he won an award. Another ping went off notifying the driveway camera again. The stranger got into his car, a blue chevy sedan, and left. Not a minute later, a silver ford pickup pulled in the vacant spot. Out walked a man in a black hoodie and hat and entered through the garage door. Garage camera pinged now, and I watched again as my now ~gay~ boyfriend eagerly accept this man's cock down his throat.

I wanted to leave my job so bad and head home to bust him in the act. However I couldn't, especially if I am going to leave him, I am going to need my job to provide for me. I ignored my phone and tried my best to stay focused on my work, holding back the deep pain in my gut knowing what I just witnessed. My phone pinged every 10 minutes until lunch time. By the time I was able to grab my phone and look, there was 14 camera notifications.. 7 for the driveway and 7 for the garage. Each notification came with a 15 second clip, all clips were the same M.O. guy pulls in driveway, gets a blowjob from my faggot boyfriend, then leaves.

I could not think it could get any worse.. but it did. My phone goes off and the next guy started all the same. However a few minutes of blowjob go on, then I hear some murmurs that I couldn't make out, and the door with the hole in it opened. My boyfriend guides the man over to his weight bench, bends himself over, and the stranger gets behind him and starts to fuck him. He got closer to the camera so now I can make out every word they are saying. So much dirty talk.. the stranger telling my boyfriend how he is going to pound his man pussy, and my boyfriend begging to get fucked harder. The stranger wraps both his hands around his neck and begins to choke him as he fucks harder and harder.. this move was familiar to me because I actually get off when my boyfriend would do this to me.

While all of this is going on.. a ping going off again at the driveway. Another vehicle pulls up. A black Cadillac. I switched to the garage camera and there he was, still getting fucked relentlessly over his gym bench. Entered a black man through the makeshift door. He pulled down his pants and my boyfriend took him in his mouth. The dirty talking continued with the intermission of him gargling down a dick, and then he begins to beg to be bred. The man fucking him starts to moan load and he came inside of him. The black guy moved out of the way and I got a good view of my boyfriend, he was bent over still, fully erect, and a huge pool a cum on his gym bench while his cock dripped with cum. Did he just bust from getting fucked??

He scooped the load off the bench and begins stroking the black guy with his load. Then continues to suck him while tasting himself on him. The black man got behind him and began fucking him relentlessly too. Another man entered the garage and began spit roasting my boyfriend again. My boyfriend was bent over taking all these anonymous loads. He had countless loads in his stomach and now 3 in his ass. He is on his back now on the bench and I watched as one after another came inside the garage, then came inside his ass. He had to be getting close to double digits at this point.

The straw that broke the camels back is what happened just after 4PM. A person entered the garage and I knew right when he entered, it was one of his buddies. He was someone that always came off as macho, but deep down inside everyone always thought he was gay. His friend laid down on the bench and my boyfriend slid his dick inside of him riding him reverse cowboy. I watched as huge globs of cum gushed out of his ass onto his friend's cock. There was so much is was pooling up on his friend everywhere, just making a huge mess. His friend announced he was cumming and then my boyfriend said he was too. He got off his friend and proceeded to clean up everything he could from his cock, balls, and stomach. I watched his friend go limp, then slowly work back and erection, as my boyfriend continued clean up duty. He was giggling like a school girl seeing his friend get hard again. Then he goes "do you want to fuck my face?" and his friend stood up, grabbed the back of his head, and shoved himself down his throat. My eyes still glued to the phone, watched as my boyfriend was doing a way better job getting throat fucked than I ever could. He came down his throat, then left our house.

I went home about my business because I am at a lost for words or emotions on how I should react. A part of me hates his guts, but another part of me wants to explore this more with him.

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