Until a few years ago I would have described myself as heterosexual. Now I’m not sure and don’t much care.
The place I called home was my apartment in an Art Deco building on the edge of South Beach. I came to it by accident and never thought I'd be able to afford it. But life smiled on me. The whole district is noted for its liberal, easy-going lifestyle.
This story stared over two years ago. I met my then girfriend, Faye, at one of the many bars here. After our second date she invited me a party at her loft. Faye very much personified the south Florida lifestyle. She was an innovative lover, willing to do all sorts of different things, including threesomes, though oddly enough she never invited me. Artistic, bi-sexual, politically charged and involved with almost everything progressive, Faye collected friends like others collect coins. Activists, unionists, lawyers, writers, musicians, gays and even a few trannies hung out at her loft. I liked Faye for her easy good looks, her non-saggy 36-a teardrop breasts and her quick witted sense of humor. Even so, she wasn't an easy woman to love.
Because of a tempting dish called Rhonda, I began to take an interest in trannies. Free spirited, Rhonda with her boyish figure, big tits, great legs and nice ass, gave me woodies most times she was near. I decided if she ever made a pass at me I wouldn’t waste the opportunity to try something new. It never came so I'd occasionally rent trannie porn. A lot of it was just crude, debasing and far from my idea of sexy, but on occasion I lucked into some good stuff. Here’s what I discovered from my research: One, I wanted a nice dick in my mouth; I just didn’t know when that would happen. Two, like pussies no two dicks were alike, and so three, my preference would be small, uncircumsized ones with pretty balls. I also decided I liked the look of hairless groins so began to shave my privates.
Back to Rhonda: She and Faye were cut from the same cloth so it shouldn't have come as a big surprise when they had a falling out. In the heat of the moment Faye made a few cutting remarks which she refused to take back. Rhonda never forgave her and that was the end of that. Her last words before she stormed out Faye’s door were to me. “Lover, if you ever want better than Faye, come and find me.”
Secretly I sided with Rhonda, and the fallout had an effect on me, though I wasn't quick to connect the dots.
One mid Sunday afternoon Faye was bouncing on my cock and fondling her breasts. Everything seemed fine until I felt myself grow soft. In panic I tried to think of some hot image to keep myself hard. Rhonda came to mind. I pictured my hands playing with her breasts while I sucked her dick. That worked; I stayed hard and Faye never suspected. But the problems continued and Faye and I began to fight about sex.
The day before Independence Day Faye decided to visit her family up in Tallahassee. I couldn't (and didn't want) to go; had to fly to Lafayette to one of the rigs. I was almost out my apartment door when the phone rang. The manager of the rig had a heart attack and the meeting had to be postponed. I offered my best wishes for his speedy recovery, then called my boss and told her about the situation. She concluded the convesation, "Well, you've got the weekend off like the rest of the world. Go do something fun."
Yes, but what? Faye wasn't around and as best as I knew most of my friends weren't either. Then it hit me: Rhonda. I went out and bought a new shirt, new slacks and that evening slapped on cologne and went off in search of Rhonda. I found her at my fifth techno club, the center of attention in a small crowd of mostly attractive females who occupied two tables. I ordered a Captain Morgan, leaned against the mahogany bar and watched the twenty-eight-year-old toss her blonde hair back as a man leaned over the table and said something. I could tell she was only half listening, that her eyes were constantly moving about the large, dim and smoky room as customers gyrated on the floor to the loud and latest techno beat.
I sipped my rum and wondered how I should approach. Just when I thought it might not be possible with all the people around her, Rhonda’s eyes locked in on me. She said something and the female next to her, who scooted out of the curved bench seat. On her feet Rhonda smoothed out her black silken cocktail dress with its spaghetti straps and walked over to me.
A big sensuous smile, she approached, pushed her gorgeous tits against my chest and said. “Took you long enough to get here, lover boy," even as she gave the bartender a familiar how ya doing wave. I couldn’t believe my good luck as a pile of bangles jangled from this mantrap's arm and her hand ran up and down my chest and made a shameless pass at my groin. I grinned with satisfaction and pleasure and wondered where the night might take me. “Let me guess,” Rhonda said: “You’re here because you’ve either split up with Faye or are about to. Do you need condolences or congratulations?”
I didn’t answer, was more interested throwing caution to the wind, so moved my head forward in the hopes of reaching her painted lips. She didn’t resist; better, she met my lips with her own, licked my upper lip with her tongue as she tucked further into me and ran the tips of her fingers over my groin.
I had no idea what a man's kiss would be like, but this was as good as anything I'd experienced. Her lips were inviting, firm and very much kissable. Until I met her tongue I was semi-hard but now granite-like. “Nice,” she said playfully as her fingers left my groin, “and I have my answer. Now, mama wants details. Tell me.” I did, about my decision to quit the relationship with Faye.
“Have you done it?”
“No, not yet.”
“When then?” “When Faye returns from her parents.”
The irrepressible hottie gave me a wicked smile that could only be interpreted as one thing and said, “I always wanted to do you. No better time that this to celebrate your freedom. Interested?”
Was I interested? Is a male dog interested in a bitch in heat? I very much wanted to do her. She seemed satisfied by the lustful look on my face, took my hand and in a most dainty and enticing way headed to the ladies bathroom. I kept a hand in my pocket to hide my erection as we walked past her friends who cheered and whooped. At that moment I wanted to crawl into the floorboards but Rhonda acted as if nothing was amiss.
We waited in the corridor until the bathroom door opened. Without delay Rhonda pulled me inside and locked the door. She turned, took three steps toward me and placed a hand on the back of my neck. As our mouths found each other again Rhonda’s other hand fumbled with my belt. “Get them down,” she commanded in a husky voice as she left my lips. “Mama wants fresh cock. You do clean yourself, don’t you?” Certainly I said, almost insulted. “Good,” she returned. “I hate cheese cocks. Why don't some men clean themselves better?”
How was I to answer that, poor or careless hygiene of my fellow males? I didn't, just concentrated on letting my s hirt, slacks and underwear tumble to the floor. I stepped out of them, pulled off my socks, my erection pointing to Rhonda. A t another time I might well have worried about the impropriety of where I was, the hazard of being caught in the ladies’ bathroom, but not then. Lust controlled my full thoughts.
“Yum,” Rhonda said as she moved closer, tugged on my shaft, let it go and fondled my balls. "Mama likes your naked basket." She placed soft, red kisses on my neck. Slow and easy she stroked me as her lips rose to meet mine. Fast enough a tongue entered and explored the inside of my mouth. We stayed so until I thought I would lose it. Rhonda must have guessed. She moved away, set her purse on the vanity counter, pulled her cocktail dress up over her head and placed it next to the purse. “Don’t want to get love juices on this, darling.”
Underneath her dress she wore a red, strapless bustier with underwire cups, a pink lace up at the front and garter straps for her black nylons. A red thong held her sex. “Am I pretty for you?” she asked as I licked my lips and looked at her as if struck dumb. "Can’t have you in that state,” she said as she teasingly pulled her thong down.
A thin, circumsized, wet and good-sized purple-head cock revealed itself. Her eyes met mine. "How is it so far?” she asked. “Better than I could have imagined,” I croaked as I pointed to a red rubber ring behind her balls “What's that?"
She looked down at herself, then back up at me. "A cock ring. Better for lovemaking." “
“Better?” I repeated: “for me or for you?” “Mostly me, darling, but for you too. When I get enjoyment, you get better results. Never seen one before?”
"No."
"A whole new world awaits you,” she said as she guided the thong to the floor. There was something so highly-sexual in her feminine arm and body motion, her knees together, back straight. No heterosexual male would ever do that. And she did it in heels. She held the thong out. “That’s me on it. Want to smell?” As degenerate as the offer sounded, I did, held it to my nose and inhaled her scent. It only served to inflame me.
Rhonda sank to her knees, put out her bangled arm and tugged me to her. Her crimson lips opened further and she slipped my dick into her mouth. Wonderful: my fantasies of her weren't this good. She worked like an expert, mouth and hand in tandem as she pulled me deep into her mouth and did wonderful things to me--even took my entire length. That was too much and I shot what I was sure had to be one of my biggest loads. She took it all with excitement as she stroked her own cock.
When mine began to wilt, she kissed it a final time, pulled my legs further apart, sunk lower and sucked my balls into her mouth. A hand moved between my thighs, past my balls and into the crack of my ass. Soon enough a finger found the crack of my asshole and wiggled itself in as Rhonda continued to suck on my sack. The pleasure was indescrible. Had she stayed there my dick would have hardened again and I could have emptied another load. But she rose, and offered me her lips and let me taste myself from her tongue. I loved it and wanted more, but Rhonda broke off our kiss and looked down. “Oh, lookit him; he's growing again. I think he liked what I did.” I readily agreed as I reached out and stroked her cock and said I wanted to return the favor. “No time like the present, darling,” she said and pushed down on my shoulders.
Hers wouldn't have been one of my fantasy cocks and her balls were a bit on the saggy side, but beggers can’t be choosers. I wanted to suck tranny cock and this tranny beauty was in front of me. I knew exactly what to do, parted my lips and pulled her closer. She placed her cockhead on my lower lip, I opened my mouth wider and with that the wet monster slid past my lips. My first tranny kiss earlier and now my first cock:
When I look back I think my high state of arousal had something to do with the danger, excitement, maybe the taboo of what I engaged in, you know, on my knees with a pretty sizable tranny dick in my mouth and people on the other side of the door. Whatever the unconscious motive, I gave myself over to her. I held the shaft near her ring and began to enjoy the saltiness of her blood engorged cock.
Twice I scrapped her with my teeth. The second time she looked down and said, “Oww! Lover, make a big o with your lips and keep them over your teeth.” I hurriedly apologized, kissed the offending member's head and returned to my task.
As I grew more used to it I felt her cock throb. I pulled her out of my mouth, raised it and licked the veined shaft down to her closly trimmed, but loose sack. There I palmed her balls as I sucked right and left testicle into my mouth. A final lick and I moved back to her shaft and drew the head further into my mouth. I bobbed back and forth on her cock as if I’d been doing it all my life. As she played with my hair and my saliva made her tool glisten, as her tempo increased, I heard her say “I knew it. I always knew you were a cocksucker . . . and a lovely one.”
Someone knocked impatiently on the door. Rhonda was quick to respond. “Fuck off! The door's locked. Doesn't that give you a clue?” The knocking stopped, Rhonda looked down at me and sweetly said, "Now, where we we?" A minute later she grabbed the sides of my head, stiffened her body and let go. I guess I thought her cum would be like a like mine, thick.
Rhonda shot two loads into me but they were rathr watery. Still, that didn’t deter my enjoyment; I took her offerings with eagerness; even sucked when nothing else was coming. “Oooh,” Rhonda said as her wilted cock skidded out of my mouth, “Good. So good, and I’m sure you’ll get better.” She offered that with all the confidence of the knowledgeable. “Now for your treat,” she added as she helped me to my feetand pulled me forward. I brought my face to her. She parted her lips and once more let her tongue greet me. “This is the best part," she said as I placed my hands on her backside and lewdly groped her soft and high booty cheeks, "when cocksucking's done.?”
She glanced down at my dick. “My, honey, you've proven that is a tasty sausage. Let’s see what else you can do with it.” Nothing else to say she took a few steps to the counter and reached for her purse. Inside she pulled out a small plastic tube of Eros lubricant. She put some on her middle finger and massaged the deep cleft between her ass cheeks.
Finished she dabbed more on the head of my cock and said “Faye still practices safe sex?”
“She does; so do I.”
“That’s good.”
Rhonda stopped for a second as a thought occurred to her. “So you haven’t had any partners other than her, right?”
“Right.”
“Then if you’re clean we won’t have to use a rubber. Now, Tommy boy, enjoy!” Her mind fully on her taske Rhonda moved to the door, spread her legs, bent and waggled her bottom at me. “Come made a lady cum.”
I wasted no time and hurried to her butt cheeks where I again let my hands run over them. My eager cock demanded satisfaction so I parted the cheeks and aimed for the entranceway to new pleasure. Bit by bit my cock slid into her until I was up to the hilt in the ass I so desired. Back and forth I moved as I held tight to Rhonda’s hips. I felt my cockhead throb faster and knew I had to stop. I leaned my chest on Rhonda’s back and hurriedly undid her lace up, let her breasts loose and cupped what I thought were probably 34-c. Nice and firm. I stroked and pinched them in as loving a manner as I could. After a minute or so I again straightened and moved back and forth into her backside.
“Oh, fuck, oh fuck,” Rhonda said as she freed one hand from the door and stroked her cock. Seconds later her cum shot out and landed on the floor by the door. As she released I gave myself permission to do the same, tightened my hold on her hips and had my first in-and-out orgasm without fantasizing about someone else.
I was still firm when I pulled out and turned her. I gave her a deep, penetrating thank you kiss. When we pulled apart she smiled at me, kissed my cheek and said, “Let’s get cleaned up. Bet you never thought you’d clean up in a woman’s bathroom.” I quickly learned that in spite of a lot of wonderful attributes, sentimentality or post coital (or whatever that phrase was), cuddling was not one of them. For Rhonda, fucking was fucking and the rest of life was, well, that.
A small line awaited us as we opened the door, but on the whole people behaved as if a man and woman (or two men to be more exact) coming out of the ladies’ bathroom was an everyday occurance.
Rhonda was too much for any one man or woman to tie her down. She brought me over to her friends and introduced me. There were a few males but the rest were either females or shemales, (interesting how the former feel naturally comfortable in the company of latter); it was hard to tell who was what; all wore dresses and skirts were between good looking and stunning and thier makeup was picture perfect.
It was apparent Rhonda was queen bee of the hive. She frowned on any hostilites; no flareups, only fun and laughter were allowed. Before the night was over I saw a lot of critters come to the hive to check out the honey. A few ladies let themselves be seduced away but most stayed behind, partied and danced.
It was also fun to watch Rhonda bat away admirers. Before Rhonda left for the eveining I approached, threw my arm around her and said, “Thanks for taking me on.” In response and to the loud delight of the others she dramatically grabbed and plunged her tongue into me, pulled her head back and said, “Somebody had do you. Stick around, Tommy, and I may take your cherry yet.”
She left with a jock type. I got the beginnings of strirings when I imagined him sucking her asshole and finding some of me.
Rhonda might have been the queen bee but by my standards she wasn’t the best looking. A number of the other ladies might have had that title--including one named Andie in her frilly, lacy orange peel mini dress, the bottom of which wouldn’t have hidden the tip of Rhonda’s flacid cock. The subject of my new interest sat and looked quite demure as men approached and chatted her up. And why not? I thought as I took in her expertly short, dark brown, chic cropped hair with a yellow hibiscus in it. It gave her an adorable, wholesome girl-next-door look and made her seem even younger than twenty-five.
Her face was oval shaped and she had large round almond eyes under her false eyeslashes. Her fingers werelong and well manicured and I would soon discover her skin was soft. She had pouty lips but when she pulled them back they revealed large, white teeth any dentist would take notice. Size three I guessed; not more than that. She was almost but not quite as tall as me and with no visible signs of fat anywhere.
Her waist was slender and when she stood she showed off her hourglass figure. Then there were her legs; mouth watering, tanned and shown to perfection in her small and high-narrowed heels, they were--what was that word they used in film noir movies?—lovely gams, long, senusous, with sculpted ankles and supported tight adolescent thighs.