Have you ever had a woman you wanted and lusted over for a long time, and then, when it finally happened, it was all you imagined it would be, only to be disappointed at the end?

We both knew Maya back in hs. She was by far the pretties girl in the entire school, but she wasn't popular, no, she was one of the nerdy girls, yet, the way she dressed, so closed and unrevealing, nor the way she acted, all shy and introverted, couldn't fool guys to look over her hotness.

She was our friend, and we both lusted over her. I tried something, she rejected me, like she rejected everyone - no one could touch her.

Now, this all happened in my home town, and as I went to college, she stayed, with him, my best friend. First Christmas I came back home from college, they already became an item, but we kept contact, all the way through college. Every time I visited, she evolved more and more, into a mesmerizing woman, being with him gave her confidence, both socially, and about the way she dressed, behaved.

I got married to a girl I met in college, in the city, after graduation, and they started living together, back home.

Twenty something years have passed. I got divorced in the mean time, and bought a little condo back home, for vacation, and started spending more time there. We lost touch over the years, but when I met him, and asked him about her, he confessed they broke up years ago. Then I bumped into her...

Saying that a 44 year old is stunning, always has to be taken with a bit of salt, but man, she was. I had no time to waste, texting have started, coffee dates, dinners... After one, she agreed to come back to my condo. When I kissed her, she kissed me back, and then surprised me, by going down on her knees, by herself, moments after, and unbuttoning my pants. When she took it in her mouth, I couldn't believe it. This was a woman, who I have been obsessed with for over two decades. I jerked off to the thought of her, thousands of times, and there she was.

It was wonderful, sensual, romantic. She came, while on top of me, tweeting like a little bird. Then I got to be on top, and when I was about to nut, I pulled out, but my excitement got the better of me, so instead of shooting for her belly, I unloaded all over her bald, perfect pussy.

"You didn't have to,"she commented,"there is no worries there".

That night, I learned that he left her, because she couldn't have kids. I also learned, that she is absolutely still and forever in love with him, and I decided, that that plot, is not healthy for me.

I did buckle, two more times, we spent two more nights together, before I packed my shit and got out of there, not to come back for another two years. She may be my perfect woman, but I am not her perfect man, and that would come back to bite me in the ass, sooner or later.

And that is my, said, love story.

I'm a 40 year old man and I've always been fascinated at the fantasy of gender swapping and role reversal. It's always something that has stirred something inside of me to be faced with a woman wearing a strap-on cock and for her to take control of me and fuck me like a worthless whore. The problem that I've always run in to with this fantasy is that it doesn't fit in to the stigma and stereotype of a masculine or manly and most women I've dated wouldn't hear the fantasy through let alone wand to try or take part of it. I think that has been my biggest issue is that the women I approach with my fantasy are straight, and so now I'm thinking that I've been going about trying to fulfill that fantasy of mine wrong this whole time. Maybe infact instead of straight women I need to be looking for lesbian, buch lesbian women that want/need to be the ones in control of a sexual encounter and fulfill the role of a man... My issue being that while that would be the attitude of the person I need for my fantasy I also want the feminine parts of a woman from taking care of herself and shaving to having a nice set of tits that would flop about as she is owning me like the slut I long to be. To be certain this fantasy of mine is, or rather has, turned out to be much more complicated to fulfill than I ever thought it would be.... If there is or are women out there that have fantasies about gender swapping and role reversal please message me so we can at least fantasize about it together, even if it's only online....

Women after 45 are a blessing. I discovered this, only recently. They are so fragile and sensitive, with such a low self esteem, that just a few compliments, well put together, can do wonders.

After realizing this, I went on a kind of a spree. For reference, I am 40, single, gym five times a week, with single man money, and clothes to match. I am at three in the last six months, my fav is this 47 year old, married blonde, who let me up her bum.

It is like I found some cheat code, will pursue this further, in the years to come.

I lost my virginity in college. Prior to that, I only had messed around with two women, but didn't have actual sex with. First one was my first gf - I got a few hand jobs, and a single, awkward bj, before we broke up.

Now, the second one was something different.

It was the summer before college, and I was spending it at my grand parents house. They lived in a small house, on the Mediterranean, and I would always spend my summers there. Now, this might sound like a confession of a super rich man, to a non European, but my mom originated from this little place, and my grand parents lived there all of their lives. So, not being rich, every summer, I would do kind of a house and yard work, on neighboring houses that are usually rented weekly, you know the drill.

In one of the small, stone houses, there was a woman, with her husband, but he traveled back and forth to the city, being there mostly on the weekends, and she stayed almost all through July and August.

Now, when you are 19, you imagine a 50 year old woman, as this old, wrinkled up granny. No, she was all the opposite of that, slim, petite, beautiful blonde, and she was so obviously a big city woman, you could see it, by the way she dressed, acted, her accent, and peculiar choice of wine she would drink, all day, every day. I thought about her a lot, since, she would sunbathe topless, when I am around, not caring about my gazes. I remember finding that strange, but on the second thought, she was sunbathing on this stone patio, that got out straight to the sea, so people swimming or passing by in their boats, could see her as well. Her tits were very small, but still firm, and I thought about them, as soon as I would go home, and was by myself.

She was giving me attention, only I would think that I was imagining it. She would suddenly have something to do in the house, while I was cleaning, sometimes in a dress, usually just in a bikini bottom. Now, in retrospect, I was a perfect target for a summer fling, I was young, I looked good, from all the work I put on, tanned from exposure to the sun.

I kissed her one afternoon, when she had to go into the cupboard, at the time I was in it, and it was obvious she just wanted to initiate something. We were in the bed, and when I got down on her (only sexual thing I did before and felt comfortable doing, wanting to show that I am not some schmuck, but a seasoned lover), I saw that she had nothing under her dress. Her pussy was bald and perfect, and she came really, really fast.

As I took my shorts down, ready for more, I guess she came to her senses, and asked me to stop. She said she is sorry, but that I have to go.

You can imagine the blue balls I had that day.

Tomorrow, she acted if nothing has ever happened.

The day after, her husband came back.

And that was it. I thought about that woman, for solid five years, at first, every night, then once a week, than monthly. This morning, I remembered her again, and decided to write this.

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.

The Night I Remember Who I Was
by @Military_Spouse

Nobody knows this. I’m telling it now because, honestly, I just want it out. Yes, this happened.

In university, I was in love with a man who broke me down in ways I didn’t even realize until years later. He was charming on the outside — funny, magnetic — but behind closed doors, I wasn’t his girlfriend. I was his toy. His cum rag. His property. And I let it happen, because I believed that love meant letting someone own you.

We broke up in the fall of my final year. And that was when I met someone new — gentle, kind, the kind of man who held my face like it was made of glass. He’s now my husband. But this story isn’t about him.

He was on an internship in Russia for three months, and I was left behind with empty nights and lingering shadows. I went out with my girlfriends, trying to remember what it meant to be free, to be wanted without being hurt. But I was still tethered to something darker.

That’s when I saw him again — my ex — across the room at a bar. He barely acknowledged me, like I was some old hook-up he could barely place. And maybe that made me feel something... dirty, maybe defiant. I let him buy me a drink. One turned into several. My friends left. He offered to drive me home. I should have said no.

But I didn’t.

Instead of taking me home, he drove us to his place. Said I looked like I still wanted to party. I told myself I was in control this time.

His friends were there — two of them, watching me like they knew stories about me. And soon, he was telling those stories out loud. How I used to beg for anal. How I could deep-throat until I gagged and still kept going. How I rimmed him like it was dessert. And I didn’t stop him.

Because by then… I was wet. Humiliated. And incredibly turned on.

I laughed. I played along. I performed. I let it happen.

Clothes came off. My body obeyed. One dick in each hand. His cock in my mouth. My ankles in the grip of his friends while he whipped my pussy raw with his belt, barking, “Keep the whore’s legs open.”

And the worst part? I came. More than once. Loudly. Shamelessly.

They fucked me all night — rough, ruthless, relentless. One would cum on my face while another drove into me from behind. They took turns using my holes like I was nothing. And for those hours... I felt like everything.

When it was over, he didn’t even offer a shower or a bed. Just called me a cab and told me to get out. I dressed slowly, sore, wrecked, dripping.

I checked my phone.

Missed calls from my boyfriend — now husband.

I called him. Told him I was out with girlfriends. Lied without flinching. He said he had a surprise and was coming back into town early.

He arrived at my apartment two hours later. I hadn’t even washed the night off of me.

He knocked.

And when I opened the door, he dropped to one knee and proposed.

I said yes.

We called our families. We laughed. We cried. He held me like I was sacred.

And beneath it all, I was still sticky with someone else’s cum.

I tell this story not because I regret it, but because I don’t.

Yes, I was shaped by "Bad Treatment". But I learned that I crave roughness. I crave degradation. But on my terms. Now, I choose when I want to be a whore. I choose who gets to use me, and how. And no, my husband can’t give me that — not yet. But I love him. And he knows who I am.

People judge women like me.

But I don't care.

I own every inch of this story. I own the filth. I own the power. I am Cari. And I am free.

I am married for a long time, and one thing my wife never was willing to try with me, is anal. Believe me, I tried everything, no chance.

I have quenched my thirst for this with hookers, but it wasn't as pleasing as I expected it to be. Porn didn't help, it just deepened my obsession with this. So, three years ago, I became a sugar daddy to a 22 year old brunette, I found online. Quite stunning in person, we soon got into a rhythm. It was everything at first, but after a while, as our bond got stronger, I was all about just that business. We would see each other once, rarely twice a month, I would take her shopping, take her out to dinner, and then go raw in her ass at my hotel room. Why am I not afraid to get caught? Well, she lives in a nearby town, close enough to travel to by car, far enough to justify me spending the night, when on a "business trip".

Last few times we met, she started talking how she met someone, and that it might be serious. I think she will end the our deal very soon. Well, I will try to use as much as I can, while I still can.

Looking for someone to lose my virginity with (19M)Hi,as the title says I'm looking to lose my virginity, I'm an exchange student, in the usa (currently in the east) , french, 19 years old, it doesn't matter if it's a woman or a couple that helps me, I can travel throughout the usa (it will give me a vacation at the same time), no age limit, 7 inch cock. Let me know if you want to know more about me or my looks 

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