Chapter 1

I guess I should start with the basics of this story.  At 24 years old I have long auburn hair, green eyes and am all of five foot, six inches tall weighing a mere 135 pounds.  I have almost no body hair to speak of and a full mouth that many say reminds them of Tyler from Aerosmith.  I never got that 'aqua man' physique many swimmers get, but developed a more lean, lithe look that made me seem like a skinny nerd.

I attend college and live off campus with my roommate Anthony, or Tony for short, who is on full scholarship for his football skills.  I am also on full scholarship as part of the swim team.  Anthony is a tall dark individual who plays linebacker and resembles his dad who once played in the NFL.  His mom was an active cheerleader while she was here working on her sports medicine degree.  They now both own and operate a lucrative Sports medicine center.

We both had a long 2 weeks off for winter break and normally both of us would leave the area.  Me to go see the remainder of my family (a sister and brother) as both parents had passed away when I was a freshman, and Tony to see his parents, but this year I was low on funds and his parents had decided to come here for the Xmas vacation and that is what started my adventure into womanhood!

"Kev, come on man, I need help!  Mom and Dad think I've had a girlfriend for months now, they are bringing her gifts, and if I have no girlfriend, they will be pissed, and I can lose this place, and you may too, since I pay most of the rent.  I know you know somebody who can be my girl, for like a week, so we keep the apartment.  Deal?"

"Tony, you know I am not the ladies' man you are, and if you could just keep hold of some of the ladies you bring home instead of just 'one night standing' them, you wouldn't be in this position now.  Don't lay it on me as my fault you could not keep a girl!"

"Oh, this is rich.  The guy who has not dated in months, is giving me a critique on how to keep a woman!  Look man, I didn't want to pull this, but I know you dress up since you did that 'Poison Ivy' costume at the Halloween party and no-one recognized you and the guys didn't even know you were a guy in drag when they hit on you!  You can pull it off for a week, we keep the house, no-one else can do this so it appears they have known me for months, and after Christmas, we can 'have a fight' and break up so we all get what we want and no harm no foul!?  What do you say?"

"But you want me to dress like a girl....and in front of your parents?  No way I can pass and not look a fool.  This is your parents after all, and they do kind of know me.  What if we get caught?  Besides how do they feel about mixed relationships with you dark and me white?"

"They won't catch us as long as you don't do something stupid.  You know my mom is white dude, so they don't care!  I know you can do it!  I will even pay you $1500 if we pull this off...and if need be, will give you my card to use so you are not even out of pocket.  We can do this man, you totally fooled everyone at Halloween, and you just have to show up a few days and pretend to be my girl.  They show up Friday night, and here it is Wednesday, and we just finished classes till the 6th!"

"You're serious?  You want me to cross-dress for you, in front of your parents, and pretend to be your girlfriend so we don't lose out on the extra cash you get and my low rent?  Who would know I did this?  Wait....do I sleep here, or do I need to get a hotel...If I need a hotel, you paying for it?  Oh hell, you know what, screw it, I will do it, damn it!  Give me your card, I got shopping to do!" I laughed excitedly.

That started the shopping trip to get Nair, lingerie, and then a trip over to the mall to get my ears pierced in two spots. Since it was close to Christmas, no-one seemed to care I was buying all this girly stuff and I was ready with the old "for my girl at X-Mas' story anyways.  I then got about 3 pairs of jeans, some short denim shorts, a few tops, a denim skirt, a red leatherette miniskirt, a little black dress and about 10 pairs of panties and seven bras!  Once all that was purchased, I quickly grabbed a pair of 3 inch heeled black pumps and some flats, then on a whim, a wedge sandal, red 5-inch heels, and some grey ankle booties that had a 3-inch full heel.  Then off to a fetish store I knew about, to get a pair of very realistic "C" cup falsies I would need to complete the transformation. Anthony was right.  I had developed a closet crossdressing fetish, and this was a great opportunity to see just how well I could pull it off with little cost to myself.

At home, I stripped and had Nair smoothed over my entire body as well as my pubic patch as I felt I should be bald down there.  Then while I waited, I plucked my brows and then watched what little hair I had plunge down the drain leaving my skin feeling silky smooth and sensitive.  I patted myself dry and then I put on a black thong gaff and my new pair of falsies and then one of the VS T-Shirt bras.

Putting on the bra by snapping it in front and twisting it around and sliding my arms through the straps was easy and helped to adjust the weight of the breasts I was now sporting.  Seeing myself in the mirror wearing just a bra and panty with jiggling breasts made my manhood start to throb and I knew that I was going to like dressing up for a whole solid week straight.  I just needed to maybe go and get a retainer to keep my 'little man' well hidden in case something popped up.

Next was a pair of tight, low-rise, designer, fancy pocket, jeans and a black blouse with the new black heels over some ankle stockings and then I started on my hair to give me bangs and a ponytail of about 6 inches. Then a little light makeup before pronouncing myself complete and ready to go back to the mall and hit up the boutique to get my hair and nails done.

When I asked Anthony if he had given a name for me, he said not really, so I could use any I wanted and told him,

"Kandi.  With a "K" and an "i".  I like that name as it is close to Kevin, sounds feminine and I can still sign things using the initial "K" and my last name if needed."  I said all this in a breathy soft Southern accent that he just loved and told me to keep that voice!

At the salon, I told the receptionist I was Kandi, I needed hair extensions, long nails and also have my toes painted and I agreed in a light pink on the toes with the second toe getting a white bow on it that was just cute as all get out.

Carolyn, the beautician, loved my accent and asked where I was from and told her Georgia as I had visited there several times before.

When she was done, I had pink toes to match the now long pink nails and a new friend.  She had added extensions that gave me a long mane of soft strawberry blonde hair that I could leave in a ponytail, or style as I wanted.  On the drive home I noted that Carolyn never had a clue I was a boy named Kevin.  With all the feminine touches, I was definitely passable, and actually noted a few men checking me out as I returned to the car on my way back through the mall.

With all that done I came home and knew I really needed to work on my makeup skills so spent hours putting it on, taking it off and then redoing it so that after a while, I was able to just put it on and look very natural like I had been doing it for years.

When I woke that Friday morning, I put on a gaff thong, bra, a pair of yoga pants and a t-shirt. I headed out to the kitchen to start coffee, eggs and toast while I waited for Anthony to come out from his shower.  When he did come out he saw me and just gave me a 'once over' up and down and I then did a little turn for him while he said,

"Shit Kev....err Kandi, you look hot!  I would never think you were my roomie Kevin if I saw you somewhere and I am now convinced this will work. Damn look at you!  You are totally and really girly!  Thanks bud.  We got this I am sure now."

"Don't mention it.  Just let me keep your card for the day in case we discover I need something else, and we need to practice being boyfriend and girlfriend.  That means holding hands, hugging and maybe even kissing as I am betting your parents will expect to see us kiss every once in a while."

"Wait!  Kissing!?  We can't kiss.  That would be gay and I ain't doing it!" he retorted.

"OK.  We can stop now then.  You want to pack now or after they leave? Tony, just freaking kiss me and pretend I am a girl.....and looking 'hot like a real girl' I believe is how you put it, I think you can close your eyes and struggle through kissing me!"

We ended up eating and then I excused myself to go shower.  After I was done showering, I got dressed in my earlier outfit with some tennis shoes. I did my make up in a light pink eyeshadow, some mascara and liner and then some soft pink lipstick and called it done.  I thought I looked good, but then redid my eyeshadow with a soft beige highlight and I looked much better.  Then I walked out to Anthony and said to him,

"Hey Tiger.  You ready to spend some time together before I change into something nice to go get your parents?"

"Now you look like a sexy bitch who knows it Kandi.  Damn I am getting sprung looking at you all sexy like that!  I really am getting off on your being a girl!  I did not think this would happen, but I am liking the kinkiness of it. Who knew I was Bi?  Come here and sit next to me and give me a kiss girl."

I walked over to him with maybe more hip than I should have and instead of sitting, bent over and whispered in his ear,

"For the next week I am your sexy girlfriend and not some bitch mister, so treat me with some respect or you get no kisses!"

Then I leaned in and quickly kissed him on the lips and sat next to him while he turned on the TV to a game and we got used to being close like a couple.  We ended up holding hands or resting a hand on the others leg and even started to kiss a few times during the commercials.  Finally, at halftime, he had switched to laying across the couch when I had gotten up to pee and when I came back I just spread his legs and sat between then while he wrapped his arms around me, and I hugged his arms as the game came back on.  After a short time, I could feel his hot breath on my neck as he started to nuzzle and kiss that soft spot at the neck and shoulder and I could not help but to tilt me head and make a 'mmmm' noise and that's when he nipped my neck and I yelped out and had to stop him from giving me hickies!  I twisted around and ended up straddling him and put my arms about his neck and kissed him this time with some tongue and then pulled back and said,

"Guess you are used to kissing your girlfriend and I really hope you did not give me a hicky when I am about to meet your Mom and Dad!"

"Damn.  I got so used to you, I did not even think about you being Kev in my arms...you were my girlfriend Kandi, and I did not even think when I kissed on you and . .  sorry."

"Hey when the game ends we need to get dressed in more than house clothes to go get your parents.  You're driving?"

"Sure.  Let's get going as this game is not interesting me now."

We got up and I noted he had a slight bulge that I must have made, and it actually thrilled me.... what the hell, why did that thrill me?  He is my Roomie, and I am not a girl!  Man, this could be a long week if that thinking keeps up!

We moved my girl stuff from my room to his and left my room open, so his parents could use it.  That way it would not seem strange if Kevin was gone and I would sleep in his room with him and keep up the pretense.

I ended up changing into hose, the denim skirt and a light grey button shirt I had with the grey heeled boots and pulled my hair into a ponytail and added some hoops and a stud into the ears.  I noted that Anthony had on jeans, a college t-shirt and his tennis shoes.  He saw me and smiled and then said,

"You look nice and cute Kandi, but you did not have to dress up to meet my parents!"

"Oh yes I did silly boy!  This is the first time they are meeting me, and I want to make a good impression and that means dressing a little nice. Wouldn't hurt for you to put on a button shirt at least."

He changed and then when we got to the car, I waited at the door as he walked past, and I 'coughed' to catch his attention and then he came back and opened the door and before I sat, I kissed him on the cheek as a thanks and waited till he closed the door for me.

We got to the airport and waited for the flight to arrive.  I had to pee so headed to the girl's room and when I finished got hit on by these two guys thinking they were all that.

I blew them off and walked up to Anthony and stood on my toes, wrapped my arms around his neck to kiss him with a foot pop while they watched.

"what was that for Kandi?" he asked.

"Two creepers were hitting on me and I wanted them to know unquestionably that I was taken.  Besides, now we are in public and I also wanted to see how you responded to a kiss, Tiger!"

"OK. That makes sense and you seem to have thought of everything, but why are you calling me 'Tiger' all of a sudden?"

"Couples have 'pet' names for each other, so to help with the facade, I just gave you one!  You are my Tony the Tiger....Frosted Flakes...get it? You can call me 'Pookey' if you need a name for me." I said with a grin.

Just a short time later, we saw Derrick and Dierdre come up the rampway and we greeted them with hugs and then went to baggage claim, got their stuff and took them out to get a meal since it had been a long flight from the west coast.  We ended up chatting about how we met, at a sporting events spirit meeting, how long we have been dating, about 6 months, and what I did, swimming and computer science and lastly why I was here instead of with my family which I honestly told them was to have them meet the new girlfriend.  We had several glasses of wine with the meal and when we stood, I swayed a little and knew I was maybe a bit tipsy, but I was nervous, so had hardly eaten and maybe drank more than I should have.  We got back to the house and since it was already 10 pm, we all agreed to hit the sack and get a start early by eating breakfast and then a trip to the old town square to sight see and shop.

In Anthony's room, I unthinkingly took my top off to get ready for bed and watched as his eyes went straight to my chest.  I turned about and undid my bra and then slowly let it slip off my shoulders and set it on the dresser while I picked up the beige baby doll and tossed it over my head and let is cascade down my arms and body.  Then I adjusted my breasts in the cups and realized in the mirror that he was still watching me so kicked off my shoes and then slowly slid my skirt and hose down and realized I was doing a strip tease for him!  Leaving my thong panty on instead of switching to the tap pants that came with the baby doll, I heard him get into the bed and as I started to turn to him, there was a knock on the door, and I called out to wait before leaping into the bed and curling up next to Anthony.

I must have gasped as I felt my leg come up onto his and realized he was naked and quite 'gifted' down below just as his mom, Dierdre, came in to thank us for the room, use of the house, dinner and spending Christmas with us.  She talked about more, but all I could think about was that my leg was against Anthony's growing member and it was huge!  It was obviously much bigger than mine by a lot and I could not move my leg away, but my hand slid lower and lower down his chest until she said good night and then I whispered,

"Oh my god, your dick is huge.... I have never...." and I actually took it in my hand and stroked it while exclaiming on its size and then looked at him when he grinningly told me,

"Shit Pookey, that's just normal black cock you got there.  What do you think you're going to do with it while you're playing with it?  You know I'm not gay so girl you best stop if you know what's good for you. Parents in the next room or not!"

"Oh, Tiger, dressed this way, it's not gay.  You're in bed with a girl and she is amazed at your package so let me see it!"  I did not even wait but let go and pulled down the covers and stared at his big black cock that had a drop of precum at the end.

"Oh, did I make it do that?  Just like this afternoon when you were kissing on me I thought it got this way.  You like me like this Tiger?"

"Girl, you look like a hot ass bitch who needs some action and if you keep playing with it, I am feeding it to you.  Your call Pookey." he commented the last part sarcastically.

I could not help myself.  I felt like a mouse being hypnotized by the snake that was about to consume it and found myself inching closer and closer in a perverse fascination of his big cock starting to drip and as I got closer, his hand pushed on the back of my head and his cock struck my lips and the drop of precum strung between it and my lips until I licked them and realized it tasted kind of like a salty caramel and then he pushed again and it pushed against my lips until I opened my mouth and accepted it inside my mouth.  It was hot and stiff, and I could smell his musky man scent and realized all of a sudden that I liked it as I noted my tongue was swirling about his shaft lubricating it more and more while my lips sealed against his head and sucked it in.  I quickly got the hang of sucking his cock and started to wank it with my long-nailed hand and using my fingers to bring more of my spittle down the shaft.  Tasting his manliness only seemed to encourage both of us and he pushed my hair aside and watched as more of his length disappeared into my mouth.  I know that my drunken state allowed me to resist the choke reflex as his cock head slid past my own, he groaned and rocked his hips pushing it even further down my throat.  Soon I was bobbing up and down, licking the shaft and treating his big black cock as my personal lollipop making sucking, wet noises until I could feel him tense and spurt into my eager throat.  I kept sucking and wanking his long shaft until I could gain every last drop of his treasured cream and then swallowed it so I could continue to lick him clean.  I sat back up and smiled at him and said,

"I hope you liked that Tiger....I know I did and can't believe I was able to take about half of it down my throat."

Licking my lips one last time, I curled up onto him and quickly fell into a contented and deep sleep, not hearing his murmured comment about liking it too.

Saturday morning when I woke, I could feel his warm body spooning me from behind and his cock was pressing between my ass cheeks with his arm wrapped over me to cup a breast and gently snoring into my ear.  His cock pressing against me was exciting and getting slick with his precum as well as lubricating my nethers.  It was sexy as hell to me that after blowing him last night, he was not appalled and nether was I!  I did not want to wake him so started to gently remove his arm when he made a soft 'mmmmm' noise in his throat and pushed against me making his cock slide down between my cheeks and push against my rosebud.  His hand left my breast and grabbed my hip and the next thing I know, his cockhead is pushing past my opening and I gasp in amazement, eyes wide and mouth forming an oval as it enters me and then in an uncontrolled lust, I push back hard, slamming it home ba