She was standing just behind me, horny as hell; I could feel her hot breath burning the back of my neck. Her dick was hard and completely erect. A drop of precum was already visible on the edge of her cock. She was ready to explode her thick juices, but she was determined do so, once she was inside me. I was sitting on the barstool, wearing my wife's garter belt and stockings, her soiled g-string, and my pair of pink 4 inches spiked heel sandals, and a laced bra just to complete my female look.
My heart was beating with agony, and I could feel that my worst fears were about to come true. I was sitting helpless on that barstool, with my ass cheeks spread apart, and my limp dick, as soft as it could get, was shriveled with fear and firmly pressed against the leather barstool. My most intimate and private part was completely exposed to her and her will.
She was gasping with excitement, as she grabbed me by my waist and she guided her proud erection directly on my sweet, firm pink asshole. Thoughts were flashing in my mind, about how I had placed myself again in that predicament.
My horny past had suddenly awoken, once and for all, and my lust was driving me to do what my flesh commanded, without really caring about the consequences. I had tried for years to avoid cross-dressing and behaving like a prostitute in order to get some nice hard dick up my juicy ass.
I had been playing that game for more than a year, and I had to stop doing so, when I was almost caught by my wife, dressed in her panties and shoes, fucking the shit out of the young ass of her best friend's son. After that I had to quit my small kinky habit and behave like a proper man.
I really loved having sex with her, and although she would never let me fuck her up her ass, she was quite hot and she would give me hot juicy orgasms with her tight pussy. I have always kept telling her stories of my past love life with women and some with boys when I was young, and she has always supposed that there were fictions of my imagination. Some were, but some were not.
Once, in the heat of the passion, she inserted a finger up my ass, and although I must admit that I loved every inch of it inside me, I tried to react as if I didn't like it, in order to play it man to her. I was too afraid to let her know that she could actually insert a dildo back there, and fuck me as a sissy, while I was fucking her! I thought that if she found out that, she would freak out and divorce me instantly. So I suppressed my sexual desires as much as I could, until tonight.
Tonight it was different. She was out of town, for dinner and then to a night club for a bachelor party with her best friends, so she wasn't coming home, as she was going to sleep at her friend's house.
I was home alone watching porno movies, masturbating, when it came to me! I decided to put on some of her clothes and a pair of my high heel shoes; I kept well hidden in my garage, together with my panties collection. I like to keep myself completely shaved up, and I usually spent hours in the bathroom giving enemas to myself and shaving my butt and balls.
I always get an erection, even on the thought of shaving my ass! I like the hot burning sensation of my cheeks rubbing together afterwards, and the cleanliness of the area. So the bathroom was the place to start my night!
I searched in her laundry and grabbed a pair of soiled, black, g-string panties. I pulled them up, and watched them disappearing in my butt crack. Her garter belt and laced stockings were next to come and my looks were completed by my high heel sandals. I put her favorite bra and a dress, and I must admit that I was looking really hot! I starred at me for several minutes, and my hairless dick, was throbbing inside the panties while my soft ass was kinkily annoyed by the laces of the panties.
Then I took the big decision! I got in my car and went to a famous gay bar. I ordered a drink, and tried to get comfortable while I was balancing my self on my 4 inch heels. Her dress was quite short, and I pulled it up further making sure that my panties could be easily seen by anyone that would care.
In a few minutes, she approached me. She has about my height, really pretty, wearing a white tennis skirt with white panties, athletic shoes and a blouse on top. She was staring at my legs and couldn't take her eyes of my firm ass. We engaged conversation, and before I knew it we were at her place, drinking whiskey, and talking about ourselves.
After 3 drinks we were both completely loose and free of any anxiety and barriers of our logic, or so I thought. We started kissing and caressing, while at the same time I got rid of my dress and she removed her skirt and panties giving me sight of her thick shaved dick. She was much better equipped than me, and instinctively I reached for her throbbing erection. I grabbed her hot cock and started masturbating her powerful tool in lust!
She returned the favor, by sticking a finger deep inside my ass, and placing it into her mouth, sucking it dry, getting taste of the juices of my hot man-pussy. I felt her dick growing harder, and I kneeled submissively in front of her, looking her long, fat penis in awe! My dick got hard, and I opened my mouth, trying to get as much as I could of her huge purple dick-head in my mouth and down my throat!
It had been many years since I had given head to someone, and the first time I would suck a cock bigger than my own! In an effort to imitate my wife when she was giving head to me, I started to blow her slowly, moving my head back and forth, tightly squeezing my lips around her, making the same slurping and moaning noises, my woman would make for me when she blew me, while I was playing with her enormous balls. Her dick grew even bigger and stiffer, and I realized that I was going to be her slut for the night!
I stood up, and kissed her passionately. She thrust her tongue down my throat, and the tips of our tongues met again and again, while she removed her bra and I saw her nice big boobs. She was much prettier, than me, with a better ass, and she had gone a step further buying herself a pair of real boobs. I loved her, and wanted to have her. We were kissing like lesbians, in our female outfit, while she grabbed our dicks together and started to masturbate us in the rhythm of our tongue-game.
She was clean, well shaved and her smell was so feminine! We were kissing for ages, until, she started to suck my ear, and whispered to me: "I want to make love to you, you are so hot, and the taste of your ass is fantastic!" I got myself on the barstool, and with my finger, put my panties on the side, so she could see my hot love hole. I leaned on the bar, and spread my ass-cheeks apart as far as I could, while I grabbed the bar with my hands.
It wasn't until now that the first thoughts of guilt made their appearance, but as soon as I felt the tip of her dick squeezing my firm asshole, I decided to enjoy every precious minute of it.
The pressure was growing more and more, until my anus opened and with a pop accepted the whole head of her dick inside me. My dick was starting to grow hard again, waking suddenly from its deep sleep! She kept the pressure steady and before I could realize what was happening, she was inside me, stretching my ass to its limit. Gasping in pain and agony, I nodded with my head and cried out: "Yeeeessssss, give it to me, I want you, fuck your slut up her ass!"
She started pumping me like crazy! My ass was burning hot! I was standing still, gladly accepting her enormous dick that was fucking the shit out of me! In every thrust, drops precum dribbled unconsciously from my semi-erect dick. I reached back, and pulled my ass so that she could fuck me deeper, harder! She started spanking me, while her dick was ripping away the last shreds of manliness left. The fuck went on for several minutes, although it felt like a century to me.
My ass was now wide open. I could feel the eerie emptiness when she pulled her cock completely out of me, stood still for a second admiring my enormous gaping hole, and then furiously back inside me to its full length. She kept doing this for a couple of times, and its time she would penetrate me, small farts came out of my man-pussy. She spanked me and fucked me as if there was no tomorrow, until she finally came deep inside me, emptying her thick creamy load from her huge balls inside me. I was moaning like a slut the whole time and kept moaning in lust even when she was done.
I managed to get on my feet, and pull my wife's g-string up against my gaping asshole that was dribbling the love juices of my fucker. She was lying down the floor, trying to breathe properly. Her dick was small and soft, covered up with my ass juices mixed with her cum.
I left without saying goodbye, got in my car and drove back to my house. I went straight to the bathroom, and stood in front of the mirror. My asshole was in a terrible mess, still open by the rough invasion, full of thick cum, while my cheeks were red-black from the spanking. She had fucked me really bad, and there was no possible way that I could explain this terrible mess to my wife. I lay on my back, and played with my dick, until I ejaculated with tremendous power, my hot stuff up my belly still feeling the weird emptiness of my ass. I picked it up with my hand and licked every last drop of it, and then burst into tears. Now, I knew what I wanted, and I had to figure out of a way to make my lovely wife understand and accept of my new self, otherwise we had to split. But that is of course another story.
If you like this story, please feel free to e-mail me with your thoughts, fetishes and comments.
Jim.