Ronnie's College Secrets - Part 10
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, depending on where you are, please close this page now.
This tale takes place in a Universe where the main protagonist in this story, Ronnie, now at college in his senior year, 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. This chapter wraps up Ronnie's college experiences.
I will hopefully pick up Ronnie in later life in future stories.
Warning - there are smoking fetish references in this tale.
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Finally, I love feedback. Feel free to email me at Ronald DOT Shearing AT yahoo DOT com.
Although the run-in with Mr. Jackson had ended up being a lot more fun than I'd imagined it would be, when I was able to reflect on the events of that Friday night, I realized that my whole yearning for she-cock was turning into a risky business. Too risky.
I took a conscious decision to abstain from any trans experiences while I remained at college. I stuck to shemale porn. And I had a long period without a girlfriend, I mean a natural female girlfriend, after Mandy dumped me.
I turned to work. I studied hard and as I reached the end of my senior year I was considering post grad or taking up an internship with a financial firm in the City, where my Uncle was a partner. He said he'd fix me up with a place if I was willing to work hard and "pay my dues". I decided to take up my Uncle's offer.
Before I finished at college I did however slip one final time.
On one particular Saturday morning, I'd been searching for shemale porn, when I saw a preview clip on a freebie porno site. "Gina Michaels Big Tit Tranny BJ POV". In the still "thumbnail" I saw a familiar face. Gina! Gina, from Sherry's party.
I clicked on the preview and there Gina was, looking up at the camera which the guy getting sucked looked like he was holding downwards. Gina was sucking on a giant cock. The preview finished before the cumshot, and a link to tsdelightproductionz.com appeared on the screen.
I spent the rest of the morning googling for "Gina Michaels shemale" and found links to many free movie clips, plus a performer page on shemale yum. When made up professionally, Gina looked very hot. She'd had her tits surgically enhanced. They were big. Not as big as I remember Miss Big-tits Lisa from Sherry's party, but still big, and very sexy. In fact, the last movie I watched before I broke off for lunch was a "lesbian" scene between Gina and Lisa. I was amazed. In fact, I was amazed I'd been browsing shemale porn for over 2 hours without jerking off once.
I closed my laptop and headed to a small diner. They did meatloaf, and I had fallen into a routine where every Saturday I'd go to the diner for meatloaf for lunch.
As I sat down, a younger student, a small thin freshman with short blonde hair walked over to my table. I thought I'd seen him in the diner before.
I looked up.
"Meatloaf?"
I stared back in surprise.
He continued, "I take it you're having meatloaf as usual?"
I was impressed with the kid's confidence, so when he asked if he could sit down, the diner was busy but not packed, I agreed.
"Sure, take a seat", I said, "I guess my routine is pretty set. Always meatloaf on Saturdays"
He put his rucksack on the bench beside him, and sat down, then extended his hand.
"I'm Paul"
"Ronnie"
We shook hands. The waitress came over, poured us coffees and took our order. I ordered meatloaf and iced tea, Paul ordered a Caesar Salad and an iced water.
Paul told me a bit about his studies, and I listened mainly thinking that as a Senior and feeling in a helpful mood I should probably impart some nuggets of my "wisdom" to the kid sat opposite. I laughed inwardly. Given the mistakes I'd made I wasn't exactly counselor material I thought.
As we finished up at the table about 45 minutes later, I was about to go, when Paul asked me for a favor.
"Ronnie. I'm going to tell you something. I hope you can keep a secret"
Fuck. I hadn't been expecting this. I felt a little unsettled.
Before I could interrupt, Paul carried on talking.
"I met someone online for a date. They said they knew someone here at college. You"
Shit. Where was this going? I started to talk.
"Paul, I think there's been some mistake, ..."
Paul stopped me.
"Ronnie, no. The person I met was called Sammy."
HOLY SHIT! Sam. I was about to stand up, when Paul stopped me. He whispered.
"Ronnie. I dress. You know, DRESS. Look".
Paul slid his iPhone across the table to me.
I flicked through his camera roll. Some pretty-girl-next-door type shots in a short skirt, hot pants. Paul done up as a pretty blonde. Paul sucking a cock in close-up, lipstick smears on the shaft of the guy getting blown. Paul in pink stockings and panties. Paul closer up in the same outfit, a swollen 6-inch cock pointing upwards. Paul in black panties, bent over pointing his ass at the camera. Girl Paul smoking a cigarette in nothing but a black garter belt and stockings.
I handed Paul his phone back.
"So. What now?" I asked him.
"If your rooms are free, we can go to yours. I have some things with me in my bag. Or we can go to my place. All of my room mates are out watching football. At Raylan's".
Raylan's was a bar about 10 miles south west of our campus. It took a few minutes' drive to get there. To me it was a sterile modernized strip mall "Sports Bar" which showed any and every kind of sports on 12 different screens. But it was very popular.
Fuck. What do I do? I looked across at Paul. Virtually no facial hair, and I noticed now quite girly features. Full lips, deep blue eyes. I visualized some of the pictures on Paul's phone. Dressed as a girl he looked very good.
What was it going to be? My head said "no". My cock said "yes". Given I'd intended jerking off to shemale porn at 10am and had detoured through Gina's porn career without so much as a stroke, it's hardly going to come as a surprise that cock won.
"OK", I said, "Your place"
Paul's place was a 10-minute walk away. He let us into a small townhouse where I reckon 4 or 5 guys would have a room. Quite tidy for a house shared by freshmen.
"Ronnie, my room's at the end of the corridor at the top of the stairs. Far left. There's a bathroom next door to it, if you need it. I'm gonna need maybe 20 minutes to get ready. You want me to give you some dressing choices? I could do 4 or 5 looks with what I have stashed in my room"
I shook my head. "You choose, I'm sure you'll look good"
Paul, smiled, slung his rucksack, a gray camo Eastpak, over his shoulder and headed upstairs.
"I'll shout you, OK?"
I told Paul, "OK".
I sat around for going on 25 minutes when I heard my name called from upstairs. This reminded me a lot of my first meeting with Dominique. I stood up from my chair and walked upstairs. I then headed down the short hallway on the left. When I reached the door which was slightly open, I gently tapped a couple of times with my knuckles.
"Come in", said Paul.
The moment of truth. When I first got with a new trans girl I always worried I'd walk in on a normal guy in women's underwear. I swallowed, then opened the door and took a few steps inside.
Paul stood in front of me. Fuck yes. I'd scored again.
Paul had put on a long thick blond wig, loosely tied into ponytails at each side. Paul's make up was understated, but nice, pink the predominant shade. Very feminine. Facially Paul looked like a late teen 'real' girl, and one you'd most definitely look twice at.
Paul had a black mesh fabric choker necklace on, and also a gold pendant that hung lower down below on front, with a cutely scripted name I couldn't quite make out. I stared more closely then realized it spelt out "Slut".
On top, Paul wore a very tight red crop top t-shirt with blue trim around the wide neck and edges of the short sleeves. This exposed Paul's slim sensuous waist, on the left side of which I noticed Paul had a small pink and blue butterfly tattoo.
Through a pair of tight bright pink bikini panties with two deep purple stripes around the waist I could see Paul has pushed his hard cock to his left hand side so it was still enclosed but looked like it was straining to get out.
Paul wore red and pink striped thigh-high hold-ups. On his small feet were see-through pink platform stripper shoes, which added about 3 or 4 inches to the slight Paul's height.
I was once more amazed. Where did these kids learn to dress? Simone at 16 was still the sexiest girl I'd ever been with, but Paul was almost there. Dominique had the monster cock, but couldn't feminize himself as well as this. Sam had the moves, was slightly older, and scrubbed up well. But again, Sam was nowhere near the feminine sensuality of Paul. I realized I could be in for a real treat. Thanks, Sam.
"How old are you?" I asked Paul.
"19 next month. What do you think?", Paul asked, smiling at me.
"I think you're one of the hottest girls I've ever seen", I admitted.
Paul took 3 or 4 steps forward, put a Newport to her lips.
"Give me a light, Ronnie", Paul asked, nodding his head to a small desk by my left. I saw a red plastic lighter, picked it up. I clicked it, and watched as Paul leant forward and inhaled from the flame I held up. Paul turned his head away from me slightly, and exhaled a plume of vaguely mint scented smoke.
Paul smiled again.
"It's weird. When I'm just boring old Paul I smoke Marlboros. When I'm dressed and I'm a girl, I prefer menthols"
Paul moved his lips close to mine and I pushed my mouth forward and started to kiss Paul passionately. Fuck, this was good. I already felt my cock harden, to a level harder than I had been in months. Paul's light pink lipstick felt so sexy. I ran my tongue furtively over his lips, then pushed my tongue fully into Paul's mouth.
I've always found kissing such an erotic pleasurable action. I've had some internet hookups where the other party didn't kiss, just wanted to suck or be sucked, fuck or be fucked, often in fee paying situations, and no matter how hard I have come on those occasions, I've always left feeling something was lacking. I was never fully satisfied without long deep French kissing being part of the experience.
Paul was one of the best kissers I'd ever been with. He broke off a couple of times to draw on his Newport, or to flick ash into an ashtray on the desk, and when we locked lips again the taste of the smoke on Paul's tongue and lips drove me wild.
Paul lightly gripped my left wrist and pulled me towards his bed. He stubbed out his Newport, then put both hands to my belt buckle, and while gently kissing me on my neck, unbuckled my belt and the top button of my pants.
Like my right hand was on autopilot, I started rubbing Paul's bulge through the silky smooth front of his bikini panties. He reacted by gently biting my neck, as he managed to unzip me. The feelings running into my body from Paul's nibbling at my neck were almost orgasmic. For me, my neck and ears have always been amongst my most intense erogenous zones.
Paul just seemed to be pushing all my buttons without thinking about it. He backed away a foot or so from me. I could see a small round wet patch on the front of his bikini panties. Where his bulge ended at the tip of his hard cock.
"Get naked, Ronnie", Paul urged. "I want to see your beautiful cock. I want to suck it, while you suck me. And I so want it in my ass"
I kicked off my shoes, then detached my legs from my loose unfastened pants. Still in my boxer shorts, I stripped my sweatshirt and T-shirt off. Bending over, I removed my socks. Then last of all I pulled my boxer shorts off. My dick sprung free. I was so fucking hard.
Paul literally licked his shiny pink lips. He bent over and detached his pink bikini panties. His cock also sprung free. The stem grew out of a neatly trimmed blonde pubic bush. His foreskin had rolled back fully, exposing a dark pink glistening glans. Now Paul really WAS rocking the teen-slut-next-door look.
Paul reached out and took both my hands, then sat back on his bed pulling me down with him. He put his arms round me and dug his short nails into the base of my back, just above my ass. We once again locked lips as our cocks came together, and Paul started rubbing his rod over my cock and balls.
Paul stopped kissing me.
"Ronnie, lie on your back. I want to 69 and I prefer being on top if that's OK with you?"
I slid myself round so I was lying lengthwise on Paul's bed. Paul stood on the floor briefly, then moved himself around, and straddled me. His pink and red stripy stockinged legs were at each side of my head. Before Paul could lean forward I pushed my neck up slightly and took all of Paul's taut crinkly ball sack in my mouth. Paul gasped loudly, then let out a soft "Ahhhh!". I sucked on each of his balls individually and then released him.
"Very fucking good Ronnie", I heard Paul say from above my face.
I then continued to take the lead. I gripped Paul's taut butt cheeks, separated them, and then told Paul to lean back. As he hovered an inch over my mouth, I ravenously started licking and tonguing Paul's butthole. Paul actually squirmed in pleasure, and started to pant and issue quiet moans as I tongued deeper and deeper into his anus.
Eventually, I removed my tongue from Paul's bittersweet asshole. Paul correctly took this as the signal to start sucking me. In one smooth forward movement, Paul swallowed the head of my cock. As he moved, the bottom of his own shaft slid backwards over my chin and nose, then as he halted and started sucking my own member, I leaned my face back and took the gorgeous cock in front of me into my mouth and started sucking. Somewhat awkwardly at first, but we soon got into each other's rhythm.
I had intended for this to be foreplay. I had been dying to slip my cock into Paul's tight asshole. But Paul was such a great cocksucker, I abandoned myself deeply into our mutual oral ecstasy.
As I felt Paul's cock stiffen a notch in my mouth, I came. The interrupted masturbation session earlier meant my balls were well and truly stuffed with sperm, and as my cock pulsed and I ejaculated, Paul struggled to handle my load. Cum seeped from the side of his lips, and gushed down either side of my dick, instantly forming a warm sticky pool in the pubes at the base of my shaft.
Paul groaned, almost growled, as he struggled with my load, then his body tensed and he started to spurt into my eager mouth. I swallowed every last drop of his hot salty load. Paul rolled to the side slightly. His still pulsing cock flopped out of my mouth.
He twisted his head back so he could see my face.
"Wow, Ronnie, you are a fucking AMAZING cocksucker!"
I let out a deep breath and smiled.
"Hopefully, I can show you how great an ass-fucker I am as well when I'm recharged"
Paul and I spent the next hour or so lounging on his bed looking at shemale dating sites, some amateur tranny porn, and Paul's photo collection. He chain-smoked Newports while he took me through his pictures.
Paul really suited the teen slut look well. Paul also showed me some pictures Sam had sent him. Gina appeared in a couple of them, full length body-shots with Sam in latex fetish wear kissing Gina, in one Gina was sucking Sam's cock. There was one, which looked professionally done, where Gina's dick head was part submerged in Sam's asshole. There was another, that also looked professionally shot, where Sam and Gina flanked Dolores of the foot-long dick, both of them looking at the camera with a wide-eyed "Oh My God, how will that ever fit in my asshole!" look. This actually had the Sofia Delight logo watermarked in the bottom right corner of the picture, so it presumably came from a movie shoot.
I eventually did get to fuck Paul's tight teen asshole. Paul lubed my shaft with a large amount of petroleum jelly before I shafted him doggy style. I asked him to smoke a Newport while we fucked. Before I came I felt the telltale contractions of ass-muscle as Paul squealed and dumped his seed on the bedcovers before I shot my load deep inside Paul. Paul gave me an ass- to-mouth cleanup, and I left.
Not a bad Saturday afternoon all told.
As it turned out, I didn't have any further trans experiences before I graduated.
After graduation, I took a position at my Uncle's firm as planned. The firm picked up a lot of new business in the aftermath of the collapse of Lehman Brothers, and I threw myself into work and made really great progress.
Shortly after I started working I went through a hard time when my mom died unexpectedly after being diagnosed with breast cancer. My inheritance did however set me up so I could buy a decent midtown apartment, and my salary increased greatly as I progressed in the firm. One day I hoped I'd make partner.
I continued with my love of the "third sex". Living in Manhattan now, I had plenty of opportunities, especially with the internet providing access to so many interesting local contacts. I also joined a "special" Members Club that gave me access to many hot T-girls, amateur and pro.
Maybe I'll tell the stories of my experiences in the City one day.