Crossdresser Caught in Act

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I do not consider myself gay, nor do I think I am bisexual, but I do enjoy a nice big cock. I am not attracted to men at all and under normal circumstances find any and all homosexual activities quite disgusting, until I get really horny that is. When I get all hot and hard, I can’t help but want a cock in my hand, mouth, and ass and eventually a big load of warm, sticky cum on my face and in my mouth.

Another odd thing that found myself craving to do when I got horny was dress up like a girl. I don’t know if it attempting to justify my sexual desires of cock or what, but I know a nice slutty pair of high heels and dainty little thong make me even hotter. I find myself yearning to wear short, flowing skirts, “fuck me” high heels, sexy thigh-high stockings, and skanky, girly thongs.

These desires led me to risk a little cross dressing adventures in the past few months, but I could never muster up the courage or the means to actually get a hold of some real dick. I attempted to substitute a small collection of toys owned by my girlfriend (she is very kinky) for the real thing. It was also my girlfriend’s clothes that I started out wearing on these private, little trysts. I would dress up in heels (which were a little small for me), thong, a skirt, and a bra stuffed with a pair of extremely life-like, fake breasts. After getting all dressed up I would admire myself in the mirror, bending over and pull my skirt up or lying down and spreading my legs wide open. Finally, it would be too much and I would take out the toys to play with. My girlfriend has three toys: an 8″ pink dildo that looks like a real cock with balls called “Mr. Big”, a purple 6″ battery operated vibrator, and a long, rubber double headed dildo.

I took turns with each of the toys in wide variety of positions. First I would stick “Mr. Big” on the mirror or someplace with the suction cup and I would get on my knees in front of it. I licked it up the shaft, sucked on the balls, and worked the fake cock in my hand before I slide it into my mouth. I worked it in and out, slowly and short at first but the more I gained practice the faster and deeper I could take into my mouth and throat. While I sucked the fake dick I would rub my cock through my lacy panties as it grew harder and harder.

Next, I laid back and spread open my legs and continued rubbing my restrained cock as I worked my rubbing hand further down between my legs until I could feel my tight, little asshole pulsating wildly with my hand over it. I brought my hand back to mouth and lick my fingers, coating them with saliva to make things easier. I pulled my little thong string out my ass crack and pushed it to the side, leaving my wanton asshole exposed and waiting. Sliding one finger in and warmed my asshole up then adding another I began to work the digits in and out of my ass slowly until I was ready for one of my toys. With the dildo still attached to the mirror above me, I reached eagerly for the vibrator. I worked it into my tight asshole first and slid it in and out a few times with much joy to grow accustomed to it. Then I pressed the button on the top to begin the vibrations. My body shivered with pleasure as the plastic toy rattled and hummed in my asshole.

After that enjoying activity I would usually switch positions, either stick the big dildo on the wood or tile floor and bounce up and down it for awhile as it slid in and out of my asshole or got on all fours and pounded the dildo or vibrator into my ass doggy style. With my cock throbbing, I would usually begin to jerk off and rub my balls as I sucked and fucked the wide arrangement of toys. I would bring myself to orgasm while riding the dildo or while simultaneously fucking and sucking the double headed dildo. I would usually just come in the panties and then throw them in the wash afterwards, but after a few sessions, I got the urge and wonder for some cum. I first tried cum when I licked it some pre-cum off my finger, but I wanted more. Next I tried cumming on my hand and then licking it off. Finally I figured out to lie on my back and throw my legs and feet over my head, which would allow my cock to hang directly over my face. In this position I would work the dildo into my ass as I jerked off my own cock. With my panties pulled to the side, a dildo pounding into my ass, and my high heeled feet in the air behind my head, I jerked off long, hard, and fast until I exploded all over my face and into my mouth. I officially became a cum whore. I loved it, the taste and the feel.

I loved dressing up like a slutty little girl and pleasure my self with fake cocks and jerking my own off. I found myself doing it all the time, anytime I could get away with it. While my girlfriend ran errands, was at work, or out-of-town, I became the woman of the house, and boy was I woman who loved cock and cum. It became an extremely enjoyable event and I grew more and more experienced with cock, but also at the same time my desire for the real thing grew and grew also. I thought of going to gay escort service or attempting to find a glory hole or something, but I could never bring myself to do it. Also I only found myself wanting to do these sexual things while I was dressed up like a girl. One day I got a surprise that would take the adventure a step further.

One day, while in the middle of my act, my girlfriend came home early from work. I was fully dressed, in the stuffed red bra, the lacy slutty thong panties, the short skirt, thigh high black stockings and 4″ black high heels. I was nearing the end of my playtime so of course I was lying on the bed on my back with my feet in the behind my head and my cock hover just a few inches above my face. I was rotating the “Mr. Big” dildo between my tight, slutty ass and my open slutty mouth. I loved going ass to mouth because it made me feel even sluttier. But as my girlfriend stood stunned and silent in the doorway watching me suck and fuck a life-like dildo while dressed up in a full female wardrobe, me being as slutty as possible was probably not such a good thing. Just as I gave the dildo a few final thrusts into my ass, my own cock exploded in a rush of moans, groans, and dirty talk, “Fuck me with that big fat cock. Fuck my ass. Cum on my face. Yeah give me that hot sticky load. Shoot that jizz in my face. I want to taste your salty juice!” And I did just that. I came everywhere, all over my cheeks, chin, lips, hair, and mouth.

“Well that certainly was hot!” My girlfriend said standing in the doorway a few feet away from me. My natural instincts made me jump; I rolled over onto my stomach while still on the bed. After that, I didn’t know what to do. I just laid there, skirt flipped up revealing my thong covered ass, the high heels still on my feet high in the air, my face and mouth still dripping with cum. She stood there silent for a second just looking at me.

I struggled to say something, “I . . . uh . . . um . . . this is not . . . um?”

I smile crept slowly across her face, “its okay, Honey, you don’t have to explain yourself. This is the hottest thing I have ever seen you do.”

I gave her a puzzled look, but soon began to understand that she was not mad or disgusted by me and my weird actions, but rather turned on by it.

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