It was time.
I had been dreaming of this. I had, so many times, lay in bed and stroked my cock while imagining this.
With Karen, my girlfriend, I had delved into new ways to stimulate her and myself. One of the newest, most intense, was having her having her way with my nipples. It was an exciting discovery, that my nipples were as sexually exciting to me when they hardened when aroused, as was my cock.
I was dressing Karen to be my whore, having just shaved her pussy.
She moaned and giggled as I shaved her cunt, a pleasant combination of responses to my strokes of the razor across her pubes. I was careful to leave just a strip of soft downy blonde hair above her wonderful pussy. She was completely under my control as I shaved her. She liked that landing strip I crafted above her silky wet pink deliciously slippery slit. She cooed and moaned at her own decadence as she let me wield a razor against her most valuable real estate.
Karen was a firecracker. She would fuck anyone if I asked her to. (This will become clear in a later story).
She was very moldable. She could become anything I wanted her to be in my bed. Now, as I shaved her for my pleasure, and got her ready for a good fucking, she was excited.
Karen loved a good fuck. She loved to be slightly abused as well. When, in early fuck sessions, I discovered her breathing increased when I held both of her hands at the wrist in one hand, and extended them both over her head, she writhed and moaned harder with each thrust of my dick into her. She was clearly excited to be tied up, or restrained. (Again. More on this later)
Lovely Karen. She was about 5'5" tall, had an athletic body, since she was an active ice skater. She was very pretty, very mean to men she did not care to fuck, and was always being hit up by men.
She had firm small breasts, almost boyish in their petite peaks. Karen wore her hair in a ponytail most of the time, more towards the top of her head, rather than the back.
When I fucked her, she thrashed, moaned, wanted more, never resisted anything, and loved me to swirl my tongue in and near her sweet, sweet, brown, coconut oil lubricated, ass slit.
She took it in the ass, smiling afterwards, asking if I liked it that way, smiling, when I said yes, and then asking, "Why?, because it's for-BID-den???". She enjoyed anything tending to fetish-like. She liked it when I followed her to the bathroom one night after fucking her, and wanted to feel her piss come out of her when she sat on the toilet.
I slid my hand between her legs, and she happily watched me as her hot piss filled my hand and ran into the toilet. She smiled. She liked such things as those I found exciting and wild. I would have drank her piss if she asked me to.
She was not at that time, into things such as whips or ropes, but she liked to toy with the ideas of them.
Karen let me do anything new, if it was not too extreme to begin with. Sometimes I had to acclimate her to my fetishes a bit at a time. That's how I came to purchase many different sets of extremely sexy lingerie, a few dildos, plugs, and several pair of whore fuck shoes for her to wear in my bed as I fucked her, those shoes lovely as they dangled from her feet next to my feet when I held her by the ankles and pounded her cunt with a stiff cock, wet with her love juices, glistening in the candlelight.
She let me dress her up as my fuck-toy after I carefully shaved her, and she loved it.
I remember when she did not reaIize that the bra I was putting on her was an open-tip bra. She did not know her lovely nipples were going to be exposed until it was on, (it was always a candle-lit bedroom with Karen, and darkness made it all so much more erotic when I was dressing up my little fuck-toy). I put the bra on her, the sexy bra pushing her breasts upwards, out, and her nipples were exposed, bare, poking through the open tips, pink, large, and hard. She actually gasped with surprise and delight. She liked seeing herself as a gorgeous whore.
"Oh, GOD", was all she said. I knew she was going top be a particularly good fuck that night.
Then, I turned to the dresser, picked up a bright red lipstick, turned to my little whore-doll, and slowly applied lipstick to her pretty pink lips, She did not usually wear makeup at work, (I met her at the radio station above the TV station where I worked in San Francisco in the late 90's. She ran the audio board for a major talk station there, and still does. She was never much for makeup in public. She did, now, of course, let me apply as much to her as I wanted to see. I wanted a whore in my bed, and Karen was my personal, eternally redesigned whore).
After painting her slut-lips, I applied eye shadow, eyebrow pencil, and anointed my little pleasure girl with a bit of perfume. It went, very lightly, onto her inside thighs, her neck, around her pussy and inside of it, and around her sweet brown treasure and then a bit rubbed into her ass cheeks. It was cherry flavored lipstick.
Karen then put on some strappy pantie/garter belt , all thin, small straps and tiny buckles. Under that, a tiny little pair of panties, just big enough to barely cover her pussy. Easily moved aside, so that my cock could pound her without having to remove them. I remember tearing them off of her later that night. Dangling straps were snapped onto sheer black hose, up to her thighs. Then she slipped into a pair of marvelously high, patent leather, platform heels with 4" spikes. Several pair of these were never out of my bedroom, and I loved to fuck her while seeing those high-heels over my head.
Karen was ready to fuck.
I was not. This particular night, I was feeling something new. I had started to really like having my slut suck my nipples and bite them, pull them, and generally, treat them as I treated her hard little titties. I loved it when she did this, and usually, it was near the end of our sex, I was on my back, she was riding my cock wildly, and she leaned over, found my nipple after running her mouth over my breast in that area in the dark, started sucking me hard, pulling it, biting it, hurting me so wildly, and I moaned and gushed hot thick cum into her cunt, while her other hand was doing similar things to the other nipple. I could not get enough of this.
As Karen stood beside me next to the bed, I took the lipstick and put some on my lips.
Then, perversely, I ran little circles of the red tint around each of my nipples, over and over, as she watched. This was new. She smiled as she watched me do this.
Then, I slipped on one of her black bras that I picked from the drawer beside me. It fit tightly, but did highlight my nipples' presence beneath. Next, a pair of open-slit panties, and my hard cock stood upright, over the top of the somewhat tight panties. These open slit panties tied and each side, so I could adjust the size just fine.
When I did finally start to fuck my evil little bitch-toy, my hard cock was throbbing through the slit in front as I fucked her while wearing her own nasty lingerie. My balls were enclosed in the silky material, my cock exposed through the slit intended for a cock to enter. Mine was pounding her from within her own extra pair of panties.
I felt ready, and fucked her good and long that evening, playing with her strappy lingerie, feeling my own cock with my hand, through the material of her panties, running my fingers into my bra, then into her bra, playing with her nude nipples, all red with whoreishness, and made her play with my nipples through her own sleazy bra, before I really got into her box deep and just started fucking her wildly, lost in my new identity as a boy/girl slut.
I was not far enough over to consider my self a cross-dresser, but, in hindsight, I guess I was exactly that. I wanted to fuck Karen, dressed as a whore, with me also dressed as a whore. Two whores, one with a cock. It just happened without me planning it, without me think I was anything other than a man with these desires and lusts.
Karen always achieved orgasm. Sometimes, however, I got so excited, got so totally lost in my own fetishes and pleasures, I came hard before she did. My cum pumped into her pussy, Karen moaned and writhed, pushing her hips against mine hard, not wanting to lose a drop of my cum. This was usually while she sucked at my breast, driving me wild. I moaned and told her things such as, "Yes...yes...YES... suck me... suck me up.. suck them. Suck my tits, baby. Suck my tits... Yes...I love this... Suck my titties..."
She would always cum hard, and continuously, finally begging me to stop simply because she was exhausted from a constant orgasm.. I did this by, simply, lightly writing the alphabet over and over on her sweet, throbbing, wet clit, and of course, stimulation of all other types to her breasts, nipples, lips, and brown love secret. Words of sex helped her along. She liked to tug on my cock as I did this. Sometimes, a vibrator shoving in and out of her cunt turned her into a maniac.
She moaned and moaned. "Oh, GOD. Oh, GOD". Over and over, cumming in waves, me continuing to draw a tiny pattern of letters on her clit. The secret to this is that she never quite knew what kind of touch would be applied to her clit from one moment to the next. Of course, I had to pace my stimulation with her response, be extremely light in my touch, hardly touch her at all, actually. Make her strain and arch her back to feel it. She never knew i was writing the alphabet, (in block letters), repeatedly on her clitoris, and it didn't matter. She thought i was some kind of sex god. As I say, she came reliably, and often, and continuously.
Karen loved all of it. She had not morals which prevented her from aiding her boyfriends dive into perversity of this type.
She was, actually, proud of herself.
And why not? She was perfect at being a slut in the night, doing anything that pleasured herself and her horny boyfriend, who was finding out that conventional sex was totally inadequate, when Karen offered so much more, So many other ways to get me to cum.
Karen loved it when my cum shot deep into her mouth. She considered herself quite the cock-sucker, and the combination of her small fist and her wet mouth, and her eyes upon mine as she stroked and sucked me, was perfect. She strorked my cock better than I did, using the web between her thumb and forefinger to simulate her wet cunt as she drooled all over me. She was quite good at letting loud slurping and sucking noises fill the bedroom as well. The darkly candle-lit room was the scene of so many extremely sexual adventures with this little slut, it seemed like another place in the daylight. My bedroom became a room in a whore-house at night. Karen was my girlfriend by day, my whore at night.
Things were wonderful, Karen and I had great nights, sleeping well in each other's arms afterwards. She never spoke of our sessions afterwards, now that I recall, but I know she loved everything I did with, and to her, and that she would never leave me. (Unfortunately, typically, this was not to be).
Then something new was discussed. We had just finished fucking, we lay in bed, talking. The subject of threesomes arose. Karen told me of a former couple she knew who had tried to seduce her and get her in their bed. She said the woman was too fat, and she didn't find her appealing. But she did like the idea. It never came to pass.
I told her that if she and I were fucking, and a man suddenly appeared, with a big hard cock, I would not be able to resist, would reach for it, pull it into my mouth, start sucking it. That's all I said. Karen encouraged me to tell her more. I told her I would love to feel a cock in my mouth. To feel what she feels when she sucks cock, and to feel the hot, strong pumping of a man's cock in my mouth. And I said that I would love to feel cum gushing into me.
