Brandy - Cover

Brandy

Rachael Ross 1982 - 2012

Chapter 1: Brandy Goes to College

Romantic Sex Story: Chapter 1: Brandy Goes to College - We're not in Kansas anymore! Transgender romance blooms for Brandy when she leaves home for college life. Assigned a room at the freshman boys' dorm, Brandy always knew she was supposed to be a girl, but she never knew it would be this much fun... and complicated!

Caution: This Romantic Sex Story contains strong sexual content, including Consensual   Romantic   TransGender   Interracial   First   Safe Sex   Oral Sex   Anal Sex   Masturbation   Petting   Cream Pie   School  

The first thing I did when I got to college was change my name. Not my official name, that would have been kind of hard, but my real name. The one everybody calls me by. I could change that one easy enough, and so I did.

"Hey there. Freshman?" the guy asked me and he was older, in his forties I'd guess, and holding a clipboard.

"Hey!" I smiled back, lugging my suitcase in one hand, a cardboard box bound with cord in the other, and a backpack over my shoulder. I was a long ways from Kansas.

"What's your name?" the man wondered, giving my armload a little smile.

"Brandy," I decided, letting go of everything and brushing my brown hair out of my face. I was pretty certain I was a mess right then, but two days on bus will do that to a person.

"Brandy?" he blinked and gave me a quick look up and down. "Okay, you don't seem to be on my list..." he said slowly, not bothering to look at it. "Do you have your letter?"

"Yeah," I nodded. "Um ... here ... someplace, uh ... yeah..."

"Brandon Stanley Cooper," he cleared his throat, reading my letter from the student registrar that assigned me to the dorm. "He's on my list."

"I go by Brandy now," I shrugged, biting my bottom lip. "Is that okay?"

"Sure, Brandy," he chuckled, "I guess so. Welcome to Hereford Hall. You're upstairs, second floor. Room 212, okay?"

"Great!" I smiled and I liked the way he said my new name.

"There's an orientation package on your bed, make sure you look through it..."

"Okay."

" ... I'm Mister Kline, but just call me Jim." He held out his hand. "I'm the guy who makes sure you don't burn the place down."

"Oh!" I giggled and nodded quickly, putting just my fingertips in his grasp and the man grinned at that, giving them a gentle squeeze.

"This should be interesting," Jim said. "If you need anything, Brandy, let me know."

"Okay." I agreed happily and I was Brandy now.

The second thing I did, after getting my stuff upstairs, was dye my hair. I unpacked just enough to find the Ash Blonde hair coloring I'd bought at a drugstore along the way. I wrapped myself in a towel and went to the community bathroom.

"Hi," a boy said, or a young man really since he was eighteen or nineteen probably, like me.

"Hi," I smiled at him, kinda looking at him sideways as I had my head in a sink right then. My hair was long, below my shoulders anyway, and boring brown. It was the worst hair in the world and had nothing whatsoever to do with my bright blue eyes. I was fixing that though, or trying to anyway.

"Uh ... What are you doing?" the boy asked me, standing at a urinal with his back to me, obviously, just like my ass was pointing at him and I noticed he'd noticed, so to speak.

"Dying my hair," I giggled. "It's hard though."

"Oh, yeah," he said, "I guess so."

"There, hmmm..." I straightened back up, just because I did have a sense of modesty and my towel, being wrapped around my chest didn't cover a whole lot of thigh as I was bent over. My hair was wet enough anyway.

"You're not in room 214 by any chance, are you?"

"No, uh-uh," I shook my head slightly, "I'm in 212. Why?"

"Just wondered," he said and I saw his right arm moving as he gave his penis a little shake.

"I'm Brandy."

"I'm Stu," he said, zipping up and turning around. "That's uh, a girl's name, isn't it?"

"Yeah," I smiled, showing the boy the tip of my tongue. "Let's see, mix solution A with solution B in the applicator bottle..." I frowned, " ... adding four ounces of warm water ... Oh, this is hard!"

"What color is it?" Stu asked, giving me a little grin.

"Blonde."

"I figured," he chuckled.

"What?"

"Here, let me help." Stu stepped close and I read the instructions while he did the mixing for me.

He was pretty cute and taller than my five foot four by a good six inches probably. Stu had short black hair and clean skin and soft brown eyes. Yeah, definitely cute, especially when he smiled.

"Can you do it for me?" I asked him, "I mean, put it in my hair so I don't mess it up?"

"Sure, yeah," he nodded, shaking the plastic bottle up. "I have three sisters; I've seen how they do it."

"An expert!" I giggled and he might have blushed, just a little.

"Nah, I wouldn't say that ... Let me see..."

I stood there in my towel while Stu colored my hair, being slow and careful and wearing some little plastic baggy gloves that came with the kit. A couple other boys came in at odd intervals, giving us some looks maybe, but they didn't say anything about one boy coloring another boy's hair. I think it made Stu a little uncomfortable though.

"Is that it?" I asked him, "Go ahead and use it all. I wanna be really blonde!"

"There isn't much left," Stu chuckled, but he went ahead and put every drop in my hair, getting that nozzle down to the roots and giving me a little scalp massage with his fingertips. That felt really good.

"Oh, do you think it's blonde?" I asked, looking at myself in the mirror as Stu took off the gloves.

"Well, you have to wait 'til it works, Brandy."

"Yeah, I guess so," I nodded, but I was a little concerned because my hair still looked brown, but it was wet too.

"It says let it sit for at least twenty minutes and then rinse thoroughly. Don't use any shampoo," Stu read. "The longer you let it sit, the more blonde it gets."

"Hmmm ... I'm gonna give it an hour."

"An hour?" he laughed. "You don't want your hair to fall out. Give it half an hour, okay?"

"You think? Okay," I shrugged, smiling at him. "Thanks for helping me."

"Anytime, Brandy." Stu was smiling too, sort of standing there like he wasn't sure what to do next and I felt my tummy tightening a little. "I guess, um, I need to go unpack my stuff. I'll see ya later, huh?"

"Yeah, okay," I nodded. "I don't have to wait in here, do I?" I giggled and followed him out.

Stu went to his room and I opened the door to mine, which was right next door, giving the boy one last look before I stepped into my new room and then...

"Hi!" I blinked with surprise as there was a naked man in my room.

"Hi, uh ... Oh..." he blinked right back at me and he was kind of a big guy, like muscular big. I noticed that right away, believe me!

"I'm, um ... Brandy." I had to think about it for a heartbeat.

"Brandy?" He looked me up in down as I stood there. "I'm Keith. I guess, we're ... roommates?"

"Are we?" I giggled nervously. "Okay, I mean ... yeah, alright ... sure..."

I was trying really hard not to look at his cock because it was really big and not even hard. It was hanging there between his thick muscular thighs. Like, God! It was six inches long at least and fat! Big hairy balls too, sort of hanging there, well, that's what balls do, but I mean, they were just ... hanging there! And he had stomach muscles, real abs and a smooth chest with muscles there too and small dark nipples and a handsome face and I was kind of dying, actually.

"Uh, oh..." he laughed and started pulling on a jockstrap of all things. A white jockstrap with a ribbed pouch and thin stretchy bands that went between and around his thighs and waist.

"Sorry," I blushed and not really knowing why I was apologizing, except I'd been staring and we both knew it.

"I'm just going out for a run," Keith said, as if he needed to explain to me for some reason. "I was sitting on that plane for six hours, you know?"

"Yeah," I nodded sympathetically. "I took a bus. It was terrible."

"I'm here on a baseball scholarship, how about you?"

"They have scholarships for baseball?"

"If you're good at it," he smiled. "Yeah."

"I'm..." I shrugged, " ... I'm just sorta ... here, I guess."

"I guess so," Keith laughed lightly and he had his shorts on now and a t-shirt too.

"I'm just gonna..." I looked at my stuff sitting on the floor near my unmade bed, " ... unpack."

"Cool." He was pulling up some socks.

"Where are you from?" I wondered. "I like your accent."

"West Virginia," Keith said. "How about you?"

"Kansas," I told him.

"Great," he nodded, putting on his shoes and I was still just watching him. "Well, I'll see you in a little bit."

"Okay."

After he was gone I realized that my little cock had been hard and tenting my towel something terrible. I blushed furiously at that, even though I was alone then, and considered moving to someplace in Africa where Keith would never, ever see me again. I was seriously humiliated and not even knowing about it had been the worst! He must have thought I was really dumb, standing there with my wet hair and my little white towel and my raging hormones. God! I wanted to die.

I didn't though, instead I unpacked a little, watching the clock closely and waiting impatiently for that half hour to be over so I could rinse my hair. I hoped it was really blonde because I thought that would look so much better than boring brown. I'd always wanted to dye my hair, but my parents never let me. It was hard enough convincing them to let me grow it out like I had. Now they were two thousand miles away though and I could do whatever I wanted!

The first thing I unpacked was the suitcase. My clothes. Mostly they were boring ugly boy's clothes, but at the very bottom, underneath all that junk, I had my real clothes. The ones I'd kept a secret for so long. I wasn't gonna have any secrets anymore. I'd already decided that and if I could call myself Brandy, well, I could look like a Brandy too! So, I pulled out the three pairs of panties I owned, my one bra, my only dress and a pair of nice sandals.

It wasn't much of a wardrobe, I admit, but it was a start and considering I'd managed to get that stuff and keep it all through my senior year in high school, that wasn't bad. I'd come from a very small town and without any brothers or sisters, my mom and dad had given me a lot of attention. Too much attention really, and I'd picked my college based on distance from home as much as anything else. The University of North-Western Washington was a small one, but about as far from Kansas as I could get and still speak Americanese.

Forty minutes after Stu had finished with my hair, I was in the showers. Community showers with one big room tiled in blue. Shower heads lined three walls and there was nobody else there but me. I didn't take too long anyway, or I wasn't going to, but then a couple guys came in and so my shower took a little longer than I expected.

One was a black guy and we didn't have any black people in my hometown, but I'd seen them on television before. The other boy was white and they were talking and friendly. Roommates from what I could gather, and as they took off their towels and got under their respective showers, I smiled and tried not to stare.

Unfortunately, I'd never seen a black penis before and I found it sort of interesting, but only because it didn't look much different than a white penis. In fact, the young man himself looked just like anyone else, except he was black and I hardly noticed that after a minute or two. He was handsome too, they both were, and watching those two guys lather themselves up with soap was making my tummy tingle.

Especially when the black guy started washing his cock and balls and he was right across from me too, just six feet away maybe. He had soapy hands, like a white froth in his big fist that he worked back and forth along his cock, stroking it slowly like he was jerking off. I swallowed hard, washing my own body for the fourth or fifth time as that black penis began to grow, getting noticeably longer and thicker, standing out from the man's firm body so that it curved downward. His balls were big, hanging low between his ebony thighs and seeing that dark skin glisten like wet chocolate...

My little pink cock was getting hard and I knew it, but I couldn't help watching the guy. Only reluctantly did I turn away from him finally, just to avoid further embarrassment. He didn't pay a lot of attention to me, but I caught a little smile on his face that made me feel hot all over. I faced the wall and closed my eyes and tried counting to ten and thinking of my mom's meatloaf, which I never really liked very much. I knew the black guy had noticed me watching him, like how could he not? The white guy had noticed too and I could hear them talking softly, but not to me. Probably about me, I decided, and that's when I left.

I'd only been at college for about an hour and already I was figuring out that this place was going to be really hard on me.

There wasn't anything I could do about that though. I'd made up my mind and as soon as I was safely back in my room I frowned at my stiff penis and gave her a little slap. "Bad cocky!" I whispered, "You better be nice or we're gonna be in trouble!" Of course slapping her only made my cocky happy. It's weird the way that works.

I dried my hair thoroughly and then stared at myself in the mirror mounted to my dorm room wall. Someone had put a little sign there, like a bumper sticker, that said, 'Look Your Best, Be Your Best!' and I smiled at that because I looked great! My hair was golden! Soft long golden blonde hair, sort puffed out like a damp bed head at the moment, but I soon brushed it out and then it was nice. I loved my new hair and with my bright blue eyes? Oh! It was perfect!

Along the way to college I'd found some makeup too, new stuff that I'd bought on the bus ride in the towns we stopped in. Not a whole lot, but enough, and I was looking forward to making myself pretty. I'd been playing with makeup since I was about six years old probably, thanks to a babysitter I'd had named Denise. She and her friends would watch me sometimes and they always liked putting makeup on me. I didn't mind, not like some boys apparently. Denise told me she liked sitting for me the best because I never complained. She wanted to be a beautician someday, like her mom, and so she practiced on me a lot.

My dad complained though, believe me! So I had to play makeup secretly or I'd get a butt whipping! Now I could do it all I wanted though and so I did! I have a pretty face anyway and not just a pretty face for a boy, but a pretty face for anyone. It's rather heart-shaped like my mom's, and I have a pouty little mouth and a pert little nose above that. My looks had gotten me in some trouble growing up, but I'd never been beaten up or anything, just teased a little by my friends at school. They told me I shoulda been a girl which always made me feel pretty special, especially when we were alone and I knew they meant it.

None of the guys would admit it, of course, but the truth was that I'd had five different boyfriends during high school. I'd even had two at the same time for awhile in eleventh grade, but they hadn't known about each other. It was always a pretty serious secret and I could understand that. I didn't want to be called a cocksucker or anything, even though that's what I was doing every chance I got. I liked being special and my boyfriends liked the way I made them feel good.

Anyway, I used some violet eye shadow first, not a lot, but enough to make my eyes really pop. Some mascara for my lashes, which are long but awfully thin. I like them a little thicker, you know? A little rouge on my cheeks and some 'Passion Red Moisture-Rich Covergirl Super Gloss' lipstick for my lips. That stuff had to be good!

I stroked the back of my finger under my chin, but there still wasn't any hair, thank God! Not a one and the only places I had any hair at all was on my head and around my cocky, but I shaved that every three days or so. My legs never got any hair and neither did my chest. I plucked my armpits with tweezers every night, cause it was easier than shaving and it helped me fall asleep. Yeah, I was smooth all over pretty much and that was nice.

My Adam's apple was small too, which was way cool. You wouldn't even know I had one unless I tilted my head up and stretched and swallowed and then maybe you could see a little lump there. Probably not though and I wondered if my neck wasn't mostly girl anyway, since my voice hadn't ever cracked, like gotten deep or anything. I had kind of a high pitched voice and I was a good singer too, which had made me popular at church. Mrs. Elston told me I had a voice like an angel and she would know, since she'd been the choir leader for about a hundred years or something.

"Oh!" Keith stopped short when he opened the door to our room and saw me standing there.

"Hi!" I smiled at him and I was dressed, thank goodness.

I had my baby blue panties on and my white bra too. Over those I was wearing my yellow sundress, a thin cotton dress that was perfect for the late summer heat. It had blue trim like my eyes and fit me nicely, showing off my narrow waist and hips, my smooth tummy and pale legs from the knees down. I needed to work on my tan.

"Brandy?" Keith asked and I giggled.

"Yeah, it's me," I nodded beneath all my brand new blonde hair. "Do I look okay?"

"Yeah..." he said, making it sound like that was the dumbest question he'd ever heard in his life.

"Good!"

"You look..." he narrowed his eyes, " ... Are you a boy?"

"Not really," I shrugged.

"Uh, this is weird," Keith decided, finally coming into the room and closing the door.

"You're not gonna be ... mad?" I swallowed hard because I knew being queer could hurt and I didn't want any of that. "Are you?"

"Mad?" He shook his head.

The boy was hot and ruddy with his recent exertions, damp with sweat too and I could smell the dark stains on his t-shirt. A rich, thick smell. A man smell and it seemed to wash over me, and my heart was picking up speed quickly as I just stood there breathing it.

"Okay, good, cause, um ... I'm pretty much gonna look like this all the time, you know?" I giggled nervously.

"Really?" Keith grinned and then cleared his throat, "I mean, sure. Okay."

"I'm kind of gay ... too," I said, just in case he hadn't figured that out yet and Keith was the very first person I ever told, I mean, without sucking his cock first. "But not really gay, cause ... I'm mostly a girl."

"Right, uh-huh," Keith nodded slowly and he looked a little uncomfortable with my admission.

"I'm gonna go shopping." I smiled at him. "Pick up some ... things. I'll see ya later, okay?"

"Yeah, Brandy. Okay." Keith scratched his head and he liked me, I thought. I hoped so anyway. "See ya later."

It was pretty fun walking around the campus and I was pretty glad that orientation packet had a little map, or I'd have been totally lost. That university was big! I mean, for being a little one like it was. There were a lot of people too, a lot of guys, even though classes weren't really starting for a few days yet. The place was definitely filling up though and I was smiling back at them as we passed. All those guys, I mean, because they'd smile at me first. They didn't know I was a boy, obviously, and I'd spent my whole life practicing for this, getting read to be a girl in public. I was only a little nervous and that passed pretty quickly. I'd never had a problem with confidence, at least not after I'd made up my mind about something.

"Hey! You need a ride?" Some boy was riding alongside me on a motorcycle, going slowly while I walked. He had to zig-zag a little or he'd fall right over, I bet.

"Hi!" I grinned. "No, I'm okay."

"You're better than just okay. Are you sure?" He was nice looking too, with kind of long black hair and a little beard thing going. "I'd love to give you a ride, baby!"

"Uh-huh!" I stuck my tongue out at him. "Maybe next time."

"Give me your phone number then."

"I don't have a phone," I offered him a little pout. "I just moved in."

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