Ronnie's College Secrets - Part 4
Nifty / transgender / college
Legal stuff.
This story is fiction and is intended for mature readers only. If it is not legal to read this story in your jurisdiction, or if you are not over the age of 18, or 21, please close this page now.
This tale takes place in a Universe where the main protagonist in this story, Ronald or Ronnie, first found his love for "chicks with dicks" as a 16-year-old. Check out the teen section of nifty / transgendered if you would like to read Ronald's back-story.
Quick editorial disclaimer - my stories often contain references to the smoking fetish. This one is no different.
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Finally, I love feedback. Feel free to email me at Ronald DOT Shearing AT yahoo DOT com.
A month or two had passed since my situation with Dominique and 'Doug'. Doug, as in Detective Timmons, the pervert Vice cop.
I'd had one email from Dominique in the aftermath of that night's activities. It was a "Let's cool it" type email, and truth be told it saved me the trouble of telling Dominic/Dominique to fuck off myself.
I'd actually had a few normal dates with a girl since the incident at Detective Timmons' house. It was cool, but I'd started to realize properly now that ordinary girls weren't enough for me. Although I could still get turned on, and I had no trouble performing. But I found something was missing, and it dawned on me that I was into transgendered girls for life. It wasn't a phase, it was more than that. Not so much a lifestyle choice, it was who I was. Who I am.
I'd managed a hook-up with a TV over the internet once in that period, which turned out to be a fee-paying transaction type gig. And as a poor student I'd had to cry poverty. The TV let me suck her cock, but she made me keep my clothes on, and I'd had to stop the car and jerk off on the way home afterwards. From then on, I would clearly ask any girls I chatted with online if they were pro's. 99% of the girls looking to meet were. If you couldn't afford the 100 bucks a time, it was strictly no go.
I started driving out to a known haunt of homosexuals which I'd found out about online. A roadside gay bar which everyone knew was a gay bar, but to those not in the know, like random tourists or whatever, it appeared like a normal drinking spot. It was called "Humph's". I assumed at first it was a reference to Humphrey Bogart, but I honestly had no clue how the place came to be called "Humph's". Maybe a guy called Humphrey owned it once? Once you got in it was pretty fucking obvious it was a gay bar, but from the outside it looked like the kind of place blue collar workers would visit after a shift at the plant. I'd read a thread on a TV-friendly internet message board that Crossdressers / TVs would show up there occasionally, but I'd been there maybe 10 or 12 times and never once seen a tranny. I'd read about Drag Queen nights being held there, but since I'd been going, nothing like that had even been advertised.
At Humph's guys would hit on me. I'd explain I was into trannies. That would usually end the conversation. Occasionally the more persistent would offer me a blow job in the mens' room. And on some occasions, if there was a slight touch of a female look about the guy hitting on me, I'd agree. I never ever did anything back. But I'd had pretty good blow jobs on about 4 occasions there. I'd known since my first teen TV girlfriend, Simone, that guys could suck cock better than girls. And I still believed that to be the case. Still do.
One week however I got lucky. I was as usual standing at a small round bar table by the window when I made a youngish guy heading towards me. He was slim, about 5' 10" and had a very short dark crew cut. As he closed in I knew he was going to talk to me. I clocked him at around 23 / 24 years old.
"Hi", the guy with the short hair said.
"Hi", I replied.
"I'm Sam", the guy continued by way of introduction. At this point I noticed that Sam had carefully shaped eyebrows and I could see he was wearing mascara. That didn't necessarily indicate that Sam dressed, some guys at college at that time wore a similar look. It was a music scene thing.
"I'm Ronnie", I replied.
Sam got straight to the point.
"What you looking for?"
I looked confused.
"Fuck, I don't mean drugs, Ronnie!".
We both laughed.
"Let me buy you a drink" Sam continued. "I'm going for a smoke. I'll pick us up a drink on the way back. What would you like?"
I asked for a Bud. I had a one beer limit when I drove, and I'd already drunk two Cokes. This would be my one beer.
As Sam left me to myself at the small round table I thought that I might end up letting Sam blow me in the toilet. He was cute, I'd wished he dressed. I assumed as usual he was just another regular gay guy hitting on me.
About 10 minutes later, Sam returned with two bottles of Bud. We clinked bottle necks together and Sam picked up the conversation again.
"So, Ronnie, what you looking for? What you into?"
I thought honesty was the best policy in such situations, so I explained I was into trannies.
"No FUCKING way!" Sam squealed. He nearly spat beer through his nose. Putting his beer on the table, Sam fiddled around in his jeans pocket, "Wait a minute, Ronnie, just wait a minute". Sam seemed excited.
He pulled out his iPhone, stared intently at the screen, made a few swiping movements then handed me the phone.
On the phone screen in front of me was a picture of a demure looking tranny, classic black lingerie look, heavy make-up and platinum blonde wig. Thin cock pointing upwards, erect, I'd say about 6-inches. Not too small. Very nice actually. I'd met another admirer. That was something at least.
I looked back at Sam.
"You know this girl?", I asked in anticipation.
Sam burst out laughing. Almost had a coughing fit. He nearly dropped his beer.
"Ronnie, you fucking moron! I AM the girl!"
Fuck.
Me.
I started to apologize.
"No, Ronnie, it's OK. Don't worry. Look, I've got more".
Putting his iPhone between us, Sam showed me a face-shot in close. I almost kicked myself. Of course, it was Sam. The eyes and nose gave it away. Made up Sam had a very feminine look. Hot, in fact. I looked at three or four more shots, paused longer on one where "girl Sam" had a cigarette dangling from his/her lips.
I handed Sam his iPhone back.
Sam spoke next.
"I live about 5 miles headed back into town. You got a car?"
I nodded I had.
"OK", Sam continued. "Let's finish these beers and you can drive me back to my place. It's been a while since I did a fashion show".
I downed my beer in one. Fuck, it seemed I'd managed it eventually. I'd found a girl at Humph's. Hallelujah.
Sam and I headed across the parking lot to my VW.
As we drove home Sam explained his desire for dressing.
"I started pretty young. I always loved the look of stockings. My mom always wore stockings. Since dad left us pretty young, mom had always liked to party. She'd spend hours getting ready before she'd go out Friday and Saturday nights. Always taking ages at her dresser doing her makeup. She'd smoke 5 or 6 cigarettes getting ready. I always remember her perfect red lips. She'd been into disco before she had me, she told me. She would always go out wearing dresses, never slacks or jeans. She had a good pair of tits I guess. Always showing her cleavage. Mom loved to dance. She'd play CDs when she was getting ready. Wouldn't be self-conscious about dancing in front of me. Sometimes half dressed. She loved Prince. He was her favorite. I'd usually stay in mom's room when she got ready, kind of playing on my Gameboy but really taking in all mom's moves. She'd sometimes tear a stocking, and she'd just leave it lying, take off the other one, put on a new pair. So, when she eventually went out I'd take a half-smoked cigarette from her ashtray, light it, apply one of mom's lipsticks that she hadn't taken with her in her purse, put on any discarded stockings if there were any, and masturbate. Fuck, it felt so sexy."
Pausing for a minute to direct me to take a right turn, Sam continued.
"Mom nearly always got lucky and would bring a guy home. I associated the getting ready, our routine, and I guess mom's clothes, with sexiness. I also associated mom's smoking with sexiness. The way she smoked seemed so sensual. So sexy. I know this is wrong and you'll think I'm really fucked up, but I'd often get a hard-on watching mom get ready, watching her smoke. I couldn't wait for her to leave so I could dress and smoke. And come."
Sam pointed right again and I turned.
"I knew I was gay from about the age of 15. One of mom's boyfriends started staying over on a semi-regular basis. One day he arrived before mom had finished work and caught me jerking off into a single nylon stocking mom had thrown away that I'd kept. He told me to keep going. I was really horny, past the point of caring, so I carried on masturbating. I asked him what it was like to fuck my mom. He said that rather than telling me he'd show me, and he ass-fucked me in my room. Took my virginity. It was weird but as he came, I came, I wasn't even touching my cock."
Sam paused. Then he pointed to a small parking area beside a small block of apartments. He told me to pull up.
He continued.
"I left home at about 19, and moved in with a girl I knew. She knew I was gay but she liked me and let me stay for a really cheap rent if I'd let her dress me up. That wasn't an issue for me, in fact it was a fucking bonus. She used to do my make-up, let me wear sexy clothes. I wore my hair long at that time, I didn't need a wig. The only downside of the deal is that she'd want me to fuck her when I was dressed. But when I was dressed I didn't really mind fucking her. When I was dressed, I felt powerful. And she'd often let me put it in her ass. I fantasized I was fucking a really cute guy".
Sam opened the passenger door.
"Come on", he smiled. "Let's get ME dressed up, and let's get YOU laid".
We entered a tiny but clean studio apartment on the ground floor of a small two story block. A double bed against one wall, a small 2-seater vinyl couch nearby, small flat screen on a table where there was also a music system. There was a tiny kitchen space at the back of the couch. A door led off to what looked like a partially open walk-in closet and I could see a bathroom to the left of that.
Sam asked me to sit down on the couch.
"OK, I can get myself ready in my 'magic closet'" Sam said. For full effect, you should probably sit on the bed and face the door, away from where I am. This place is so fucking small, but it's affordable. I'll tell you when I'm ready and then you turn around"
I let Sam know I was in agreement. He handed me a can of Miller Lite.
"OK, Ronnie, how would you like me to dress? I guess the options are 'hooker chic', 'teen vixen', 'nurse', an old boyfriend got me the nurse costume, or 'fantasy super heroine'. That's a new one. I treated myself for a comic convention in Boston about 6 months ago. DC comics presents 'Supergirl'. So many people couldn't believe I was a guy. I actually took a straight guy's TV virginity. He'd never been with a tranny. It was awesome".
Sam was laughing slightly.
Fuck it. I'd made my mind up. I told Sam let's try 'Supergirl', but I wanted Sam's 'Supergirl' to be slightly less than a wholesome power-girl role model, I wanted my Supergirl to chain smoke cigarettes.
"Ronnie, I love to smoke when I'm fucking. I really think we are going to get on. It'll take me a few minutes, ok? Drink your beer, there's more in the refrigerator. Play something on your phone."
Sam talked through the half-shut sliding door to me as he got himself ready and I could smell the smoke from his Camel as he dressed.
"This thing should have cost a fortune", he told me through the half-shut sliding door, "But a guy at the comic store in town liked me so I got a 50% discount for blowing him wearing the outfit. It still cost me 90 bucks! No trips out for a fortnight, I was broke. They had a Supergirl mannequin in the store used to wear it. Thank God it fitted me. I had a friend make a couple of adjustments. Sex it up".
I heard some shuffling about, then Sam exclaimed it was time to turn around.
I slowly twisted my body around in the direction of the closet.
Oh my God!
The costume was indeed the real deal. I'd kind of expected a lycra dress up costume like you'd buy in a toy shop or a cheap costume store but this was authentic. I knew from my interest in comics (my favorite was still The Punisher, although I liked the latest Marvel re-boot less than the original) that there was a serious cosplay scene in comic-fan circles, especially at the conventions. This was quite simply amazing. I felt like I was really going to fuck a super-heroine. Better than that, a super-heroine with a gorgeous cock.
Let me describe just how fucking amazing Sam looked.
The blue tunic with the large "S" logo had been cropped to show Sam's slim waist. I could see Sam had a diamond type navel piercing. At the back of the tunic, which was very tight, a red cape was attached. This hung down Sam's back, finishing just below the waist. Perched on Sam's hips was a shiny gold vinyl belt, which was just above a shiny red micro-skirt, the material matching the cape. I could see Sam's semi-erect penis under the skirt. Thigh length red vinyl boots completed the outfit.
Sam wore a long blonde wig, and a perfectly made up face was completed by a shiny light pink lipstick. Sam was drawing slowly on a freshly lit Camel, pushing his lips upwards to expel the grey smoke towards the ceiling.
I watched in silence as Sam moved around the bed and stood so his waist was right in front of me. Without hesitation, I slipped my hands up the back of Sam's short skirt and ran my fingers over the smooth skin of Sam's tight butt cheeks. Sam clenched his butt slightly, it was firm, a spectacular ass.
Sam pulled the front of his skirt up and fully exposed his thin cock, which in size and shape reminded me so much of my first girlfriend, Simone's cock.
I turned my head slightly so that when I popped it into my mouth, Sam's cock would hit the inside of my left cheek. As he entered my mouth, I felt my cheek bulge, then I moved my head straighter and started to swallow. I took all of Sam's cock into my mouth.
Sam started to shake. "Ronnie, you fucking genius. Woah ..., so ..., fucking ..., GOOD!" Sam panted, as I started to move my mouth up and down. Sam's cock wasn't the biggest, but it was a perfect length for deep throating. I could take the whole length of this petite beautiful cock in my mouth and throat easily, without even gagging.
"Stop, Ronnie, stop" Sam begged. "Take all of your clothes off and lie back on the bed".
Sam took a few steps over to the kitchen area. Popped another Camel in his mouth, and lit the tip with his nearly spent butt.
As I was pulling my clothes off I stopped momentarily.
Here I was. About to fuck Supergirl, shit, SUPERGIRL, who was in front of me languidly smoking a Camel, with her erect dick pushing the front of her short skirt in my direction. This was like winning the fucking Powerball in sexual terms as far as I was concerned.
My boxers got stuck on my hard-on for a second, then I was able to pull them off and I was naked.
Sam looked at me as I lay back.
"Hhhhhmmmmmm. Nice cock, Ronnie."
Still holding the Camel, Sam, Sam as Supergirl, sat down on the bed with a bounce. Leaning over, Sam started nibbling on my nipples, then ran his/her tongue down my midriff, some strands of loose blonde hair from the wig tickling me and ramping up the feelings pulsing through my body to an intensity I hadn't felt for more than 2 years. Sam was definitely a "her" now.
Reaching my cock, Sam straightened up a little and drew in deeply on her cigarette.
Exhaling a plume of blue-gray smoke Sam looked at me.
"Ready now Ronnie?"
"You know I'm ready" I gasped in reply.
Sam made a sudden move towards my cock and covered the whole length of my rod with her mouth.
Fuck. I thought I was going to come on the spot. The feelings I was experiencing were like those subtle scratch-an-itch intense pre-orgasm sensations you come to recognize after about the third time in your life you've jerked off. The feeling that tells you, hey, I'm about to come. I truly was worried I was going to ejaculate prematurely. Then Sam stopped. My cock still deep inside her mouth. It was like she'd trapped my glans in her voice box. My cock went numb, really, I lost all feeling for a few seconds, and the feelings of shooting my load prematurely passed. How did she do that?
Sam expelled my dick from her mouth with a smooth backward motion of her head and neck. Sam then took the few steps to the kitchen area.
"Time for you to give Supergirl what she wants" said Sam as he stubbed out the spent Camel and then swiftly lit another.
Moving back to the bed, Sam motioned for me to lie flat out on my back which I did. We both looked at each other intensely, as Sam straddled me, her cock still rock hard. Grabbing my cock and positioning it at the entrance to her asshole, Sam took a slow drag on her Camel, exhaled powerfully, then simply gave me one command.
"Push!"
I arched my back to thrust my pelvis upwards and I slid with a slight judder into Sam's asshole.
Sam who had her weight on her knees either side of my torso started to slowly wiggle her ass in a circular motion, then gradually transformed the motion into a more linear up and down action.
Sam was looking at me but made no noise as she milked my cock with her ass. I on the other hand couldn't help myself, and I started to make a sound something like a low humming sound as each jolt of pleasure entered my body via the tip of my cock. Like an "Mmmm", "Mmmm", sound, I just couldn't suppress myself.
The Supergirl look still had me in dream land.
As Sam got into the rhythm of the motion, she exposed her cock from her outfit once again and started to self-milk frantically. The pulls on her cock were more frequent than the slippery actions of her love tube on my own cock, so the overall effect was a wild oscillation of feelings going deep through my cock and I just could not fight back the primal urge to orgasm any more. As I came, I almost screamed, this was one of the best fucks I'd ever had, and I just couldn't hold my feelings in.
On the next one of her backward movements, Sam also started to spurt, the first jet of her come looping through the air in a curve like some last- second Hail Mary pass which caught me straight on my nose. Fuck! Sam's remaining 2 spurts jetted onto my chest.
This had been intense. I felt Sam's thigh muscles make a move to get up, but I gripped onto the outside of Sam's legs and whispered, "Stay. Give me a minute."
Sam took a last draw on her Camel that was down to the cork.
"Supergirl better put this out".
I let Sam ease herself off of my cock. My cock actually hurt. This had been a real superhero fuck.
Sam went to the bathroom and then came back in, still fully in costume as Supergirl.
"Ronnie, you want to go, feel free. I won't take it the wrong way".
I didn't make any move to get up.
"You into comics?" I asked.
Sam smiled.
We spent the next couple of hours talking comics. Marvel vs. DC. Old school vs. the newly fashionable re-boots. Comics/Graphic novels vs. the blockbuster movies. I still couldn't believe I had Supergirl next to me.
I fell asleep on Sam's bed at about 3am. When I left in the morning (I had class at 10am) Sam had removed her costume and was in a deep sleep. I wrote a note with my cellphone number on it and my email address, then walked to my car so I could drive home and take a shower before I'd head to the day's first lecture.
To be continued.