Bi-Sexual Begging For Cock

by DKink on xhamster (Hamilton, NJ)

I’m a very fit, toned, tanned, decent looking guy usually. But on my nights of getting my freak on I completely change into a cross dressed hot slut looking for cock to suck and fuck. I am grateful to my friend (an ex-girlfriend) who helped me cross over.

By 18 I was sucking cock and getting my ass cum filled on a regular basis by my neighbor, Steve. We adored each other’s cocks and everything was great! Then I started wearing panties , then stockings, then whole outfits while he’d fuck me silly. I loved it.

By 19 we were well experienced in edging each other. We snowballed our cum, had MMF bisexual three-ways with one slut in our neighborhood, and fucked each other while one other girl dared us to. We both went off to college & it was pretty much over except for a couple more times after our freshmen year in college. We both went on to live hetero lives...for me this was all fine and dandy until about a year ago...ten years after my divorce.

So last night I performed my kink ritual: I removed all the hair from my body , now I go have an Asian chick wax my back and arms and ass, but I shave my legs and face and wax my junk and crotch. I apply this special cooling lotion all over, it really helps. Then I lube my ass really good and work my biggest plug in. Then last night I was able to finally work my entire hand in my ass then make a fist. I worked my ass over real good last night for sure. I went to bed with the giant plug in my ass. 4 hours later I woke up, pulled it out and fist fucked my own ass. Then I changed into a sexy negligee and went to sleep.

This morning I showered, shaved again, and proceeded to spend the next 20 hours as a cross dressed sissy . I put on Lacey boy short briefs, black stockings, glued on C-cup breasts, a tight fitting girls sport shirt that flared down over my hip and butt pads, a black short very short mini-skirt, a loose fitting blouse over my shirt, black high heels and some jewelry. Then my friend came over to do my make up and help me with my wig. She said I looked great and very passable, in fact, she said I looked hot!

Next we went to a very open minded town near us and went shopping and had lunch. Next we went on a wine tour where we met my date for the evening.. Paul looked like a very hot gay man. We were instantly attracted to each other. I grabbed his ass while my friend was watching-she kind of dared me to. So I did. Paul liked that a lot and leaned back into me. I put my arms around his waist and pulled him into me.

I was tucked and had no bulge at all but he could tell.. He told me he was really into me and wanted to go out to the garden house in the winery. So we walked off together holding hands and touching each other. Once alone we started kissing passionately& I undressed him. He started taking my skirt and stockings and panties off. He started off sucking my cock first, then licking my asshole. He bent me over and stroked my dick between my ass cheeks from behind while he tongue fucked my ass.

I reached over and stroked his clock& pulled him over to get in top of me in a 69. We sucked each other’s cocks and fingered our asses while lying on a stone table in a small building with purple lighting and very little heat.. I started begging him for his cock in my ass. He made me beg more and more for it. I got pretty loud. Then he raised my legs in the air & told me to hold my ankles. I looked like such a slut holding my legs up in my black crotchless pantyhose and black high heels.

He lubed my ass and started shoving his hand in my ass. I swallowed his cock to get it moist then he slid his full length of dick all the way in my ass in one long slow motion. He pumped me long and slow for a minute then he started faster and faster, then he changed up his rhythm and went at me pretty hard there for a while.

The whole time he kept wiping my ore-cum from my dick and putting his finger in my mouth. He would then lick my ore-cum from my lips. He moved in hard against my ass and raised my ass up in the air and got inside me even deeper. I was moaning and telling him to fuck my pussy, fuck my boy pussy. I’m your slut, fuck me, take my ass.

He told me he was cumming, not “I’m about to cum” or “I’m ready to cum” it was “Oh damn it, I’m cumming in your ass faggot” I told him Yes Yes. Fill my ass with your cum fill me oh Fuck I can feel your warm cum shooting inside my gay boy ass. I’m your pussy fill my ass Yes Yes Yes. And with that I had my very powerful sissygasm. It was so strong, it shot straight into his open mouth. He was not expecting it at all. But he liked it a lot .

I looked at his cum covered cheek and lips and cum filled mouth. I opened my mouth and licked my lips and told him to kiss his slut. First I licked my cum off his cheeks, then his lips. He opened his mouth and dribbled my cum into my mouth. We kissed and swapped my load back and forth. I could still feel his warm cum in me but it was oozing out a little. He then pulled out of my ass. He made me get on my knees and push his cum out. He watched and I could feel it dripping down my taint then onto my balls.

We got dressed and rejoined our wine drinking friends. They all knew we had just had sex in the cottage. My friend Jeanie said “It’s about time you guys,” then she and her boyfriend went out to the cottage...about :30 later I walked out there and I could hear her making the same noises and saying the same things I had been saying earlier with Paul.

They came back inside and her bf sat next to me. An hour later she and I both, together, started rubbing her bf’s cock. Paul had to leave to go to work—very happy!! You’re welcome!

So my friend Keanie & I ended up back in the cottage with her boyfriend. We sucked his cock together and kissed and felt each other up. I went down on her pussy then I licked her ass while she sucked her boyfriends cock. She came 3 times. She motioned me to come stand up next to her bf. She pulled my cock out and sucked us both. Then she put our dicks together and first swallowed his cum load.

She couldn’t get me off. Her bf said I should fuck her ass..so of course we did. She always loved my dick in her ass back when we dated. I remembered exactly how she liked it and she got off two more times before I pulled out and jerked off on her tits while her bf watched, smoking a joint. He was shocked however when I licked all my cum off her chest.

Jeanie told me later her bf loved it and was actually thinking about my dick later that night...he’s cute too...NEXT!