Date: Sat, 25 Aug 2007 13:43:28 -0700 (PDT) From: Kara Brown Subject: College Crossdressing Slut 18: Fun at the club College Crossdressing Slut: Chapter 18: Fun at the Club I stayed up late Thursday night to cram for my last final. It was Chemistry, yuck. It was a late afternoon final and after I finished it, I raced home. I had no idea whether I did good on it or not (chemistry was not my best subject) but I didn't care, I was glad to be done with school for the fall. The final had taken a little longer than anticipated so I was already a little late. Tonight was the night I was going to meet Aline and go to the club again! I was so excited! I had a great time going out to the club last time and I couldn't wait to go again. I loved the feeling of knowing that guys were looking at me as I danced and that they wanted to fuck me. I hoped some of them would go home and jerk off that night thinking about me. When I got home I called Aline and let her know I was running a little late. Then I hopped in the shower let the water wash away my stress from the week before. I got out and put on my little polka dot outfit and did my makeup. It may not sound hot on paper, but I looked so good in that outfit. It was a really short skirt and tight. It was pink with little black polka dots and really showed off my long legs. Looking in the mirror, I noticed I was starting to get a little bit more of a tan but I was still kinda white. I thought that I looked much better with some more color in my skin. I pulled my matching thong up under my skirt, put on my wig (I really needed to talk to my Daddy, Gary, about buying me a different color wig), put on my coat and snuck out of my apartment and into my car. Aline was a little bit of a drive away. Unfortunately, there was an accident so I hit some traffic on the way there and was going to be even later. Sitting in traffic gave me some time to think and that's when it really sunk in that this was my last time to get some cock for a few weeks. I new that before, but I had been really sexually active lately and didn't realize how much sex I had actually been having. Now I was going to have to go a few weeks without it. I was flying home the next day and there was nobody I knew back home to play with. Besides, there was no way I was going to take all my girlie clothes on the flight (not like they would all fit in my suitcase anyways). I couldn't even take my dildo because I didn't want the embarrassment of someone finding it when it went through security. I knew it was a possibility before, but now I resolved to make sure I had one good fucking before I went home for the holidays. I arrived at Aline's and walked up the driveway. She let me in and said "Damn girl! You're not leaving much to the imagination!" "Just giving the guys a little preview." I giggled. "I am definitely getting laid tonight." "Don't get too wild." She advised me. "I don't want to have to watch after you all night." Aline and I sat down and chatted for awhile before we left. I was itching to go but she wanted to talk. She gave me advice like don't leave my drink sitting for awhile because someone might spike it and told me about some bad experiences she had had with guys she met at a club. I couldn't believe I was getting advice on chastity from a gurl who had blown a guy in an alley the last time we went out, but I listened politely and refrained from rolling my eyes. After listening to her lecture me, we finally got going in her trailblazer. After all the delays, we didn't get to the club till after ten. Since Aline new the bouncer, we got in immediately and looked for a table. We sat down for a just a few minutes when I felt a hand on my shoulder. "Midori Sour right?" said an intoxicated voice. I spun around and saw Keith and a guy I didn't recognize standing next to him. "Awww, you remembered my drink." I said. "I remember more than what you like to drink." He replied as he handed me the drink and I started sipping on it. We chatted for a few minutes and his friend tried to pick up on Aline. Keith then said to me "We have to get going. We've been partying here for awhile. I was hoping we could go out back and relive our last experience before I leave though." "Sounds fun sweetie." I replied. Keith's friend tried to get the same favor from Aline. "We can't let them be lonely out there. Why don't you come out and play with me too." This guy obviously had no idea how to talk to a gurl. Aline just rolled her eyes and got up and left the table. I felt a little bad for the guy, even though he seemed pretty dumb if he actually thought that was going to work. Still, being dumb shouldn't preclude someone from getting a blowjob so I said "Don't worry about it. If you're polite, I'll take care of you if it's ok with Keith." Keith had no problem with it so I led them both outside. I took them to the same place I had blown Keith the last time. "Keith is first." I said and positioned my self in front of him. I had my banana flavored condoms this time and rolled one on his cock. It's kind of a bummer to roll a condom on a guys cock when I know I'm going to taste fruit flavored latex instead of a warm cock but it is definitely better than nothing. "How about we save some time and double team you?" Keith's friend asked as he moved behind me to get a look at my ass. I shook my head no and started teasing Keith's cock a bit and then got to work sucking and slurping on his cock. I felt a little bad for Keith. I was so horny I totally would have let him fuck me right there or back in his car if his friend wasn't there. I really didn't feel safe with two guys there that I really didn't know though. He had no idea how horny I was and how badly I wanted his cock in my ass. I kind of regretted offering to blow his friend, but I couldn't back out now. Sucking on this hard cock in front of me just made me hornier and hornier for one in my ass. I tried not to think about a dick sliding in and out of my little asspussy and just concentrated on blowing Keith. It's hard to blow a guy in an alley because you can't kneel down so I just crouched down and held onto his butt cheeks for support. It's fun to blow a guy like this because I got good leverage to pull my mouth down on his cock but this approach didn't work for long because my skirt was so tight and I was afraid it would rip like that. I Let keith's cock slide out of my mouth and said "I need to readjust baby." He just moaned as I stood up and squirmed and tugged on my skirt until it was above my slender hips. Meanwhile, Keith put a couple layers of cardboard down on the ground. "Kneel on this." He told me. I did as he asked and knelt on the softer cardboard so my knees wouldn't get dirty. His friend stayed behind me and I could hear him playing with himself as he looked at my pink and black polka dot thronged ass blow his friend. He kind of creeped me out a little but I just concentrated on Keith's cock. My little clittie escaped from my thong as it grew hard but I couldn'tt play with it. I needed one hand to rub Keith's cock otherwise it would take forever for him to cum with a condom on his cock. Keith was kind of a sweetheart. He liked to hold my head and rub my face as I blew him and after awhile I felt him tense up and felt the condom in my mouth fill up with squishy cum. Since I was done blowing Keith, I motioned for his friend to come over and reached into my purse for another condom. I looked down to the other side of the alley and saw a group of three guys a couple hundred feet away looking at us. "We don't need a condom. I'm clean." Keith's friend informed me. "Yes we do." I replied matter of factly. "Maybe dumb guys don't deserve blowjobs," I thought to myself. "Your choice, but you're going to be sucking for awhile if you put a condom on me." He said with a smirk. "You've got ten minutes and that's it." I replied "Then I get to finish in your ass right." "I just rolled my eyes and repeated "ten minutes." I was really beginning to regret offering to suck off this prick. I rolled the condom on his cock. It was only about 5 inches long but pretty darn thick. I was definitely interested in trying a cock like that in my ass, but this guy had no shot of that. I sucked his cock hard for a few minutes. Short fat cocks can be fun to suck because they are easy to deep throat but you still know you have a cock in your mouth. I realized as I slurped on his dick that I had no idea what this dumbass's name was. I didn't really care to know though. Despite his prior complaints, he came within ten minutes and with time to spare. Keith was kind of sweet and gave me a kiss on the cheek; I understand he wouldn't want to kiss my mouth after I'd just had his friends cock in my mouth. Keith and his friend took off and I stayed in the alley for a couple minutes because I didn't want to go back in the club with my clittie still hard. The guys standing on the other side of the alley made me a little nervous though so I went back inside. When I got back in the club, I looked around for Aline. She was at the bar talking to the bartender. I wanted a drink but I didn't know if they would card me. Besides Aline wasn't much fun tonight for some reason and I was still on a mission to get laid. I scanned the club for a cute guy. There were plenty of guys but none jumped out at me. I felt alone since I really didn't know anyone there and I didn't like the feeling. I was a little shy to go approach anyone though by myself. I walked over to where some table were and I saw another crossdresser sitting by herself with her compact out and touching up her makeup. I approached her and asked if I could sit down. "Of course sweetie." She replied and introduced herself as Jane. "I'm Kara." I replied. "You look really cute Kara but that outfit doesn't leave much to the imagination." "Yeah, I heard that already tonight." I responded. I was hoping she wouldn't try to lecture me like Aline did. Jane was older, maybe forty or so. She was dressed more conservatively and looked more like a drag queen. She was definitely attractive though and I could tell she'd been part of the scene for awhile. "Well you look good. I haven't seen you around here before." I told her it was only my second time and we chatted for awhile and got to know each other a bit; even though it was kinda hard to hear with the music. We had a couple drinks as we chatted. A few guys came up to us but I wasn't that attracted to them so I politely let them know I wasn't interested. "Why'd you let them go?" Jane asked. "They were sweet. If you started dancing with one, I'm sure the other one would have danced with me too." "I'm not looking for sweet though." I explained and told her how this was my last chance to sleep with a guy for awhile. "Besides, you don't need me to dance with those guys. You are hot!" "Thanks sweetie, but at my age it's harder to get younger guys and that's what I like, especially if they're versatile." She explained. "I don't know what that means." I responded naively. "Versatile just means I like to fuck guys and get fucked by them." "Really? Ewww. I don't like to fuck guys at all." I was a little interested though so I asked, "What's that like?" "Its great sweetie. You should try it sometime." "Not likely." I giggled. I was pretty buzzed at this time but I wanted another drink. "I want to get us some more drinks, do you think they'll card me?" "How old are you?" Jane asked. "Almost 19." Was my reply. "They should have carded you on the way in, so they won't do it here." I walked up to the bar with a warm glowing feeling from my buzz. There was an open spot by the bar but out of the corner of my eye, a big sexy black guy caught my eye. The sight of him almost made me cream my panties right there! I changed my direction and walked to the other side of the bar and squeezed in next to him. I waited next to him and brushed against him to get his attention. He looked down at me and I looked up and tried to bat my eyes and said "Hey stud. Do you want to by me a drink?" I could already picture myself on all fours and getting my ass slammed by this hunk with probably a huge cock. "Naww, I got my hands full." He informed me as he took his two drinks from the bartender and walked away. My jaw dropped. I had never been rejected before. It really hurt. I didn't know what to say. What was wrong with me? I thought I looked hot but apparently that guy didn't think so. The bartender looked at me and asked if I wanted anything. I was still a little stunned so I just shook my head no. Looking back on it, I realize I was a pretty stuck up bratty teenager, but at the time, my feelings were hurt. A guy next to me said. "No, she wants a drink, on me. Make this sexy girl a margarita." It was a black guy that had been standing on the other side of the guy who had rejected me. I had tunnel vision for the stud that had turned me away so that was one reason I didn't notice him. The other reason was he was much smaller. The guy who had spurned me looked like he should be playing power forward for the Lakers, this guy was about 5'10. He had a powerful build though and looked cute as he flashed a smile of his pearly whites against his dark skin. Nothing gets a girl over reaction faster than a guy who wants to fuck you, so I just responded "Make it a Midori Sour. I'll pay for it though; I need to get my girlfriend a drink too. Come join us though." "I got both of em." He said, like I hoped he would. He introduced himself as Tony and followed me back to the table. When we arrived, I introduced him to Jane and we sat down. He wasn't drop dead gorgeous like the other guy but he was attractive and I definitely had had fantasies about a black guy before. Just thinking about his hard black cock contrasting against my red lips or white ass made me want to cum. Drinking definitely made me hornier too. We hadn't been talking long when Tony said "You look hot in this," as he fingered my short skirt. Having his hand practically by my clittie made me excited so I leaned over and whispered in his ear "Why waste your time fingering my skirt when you can be fingering me?" And I rubbed his inner thigh. "OK sexy girl." He said and stood up. "We're going." I informed Jane. I exchanged e-mail addresses with her as Tony rubbed my ass through the skirt. When we got outside, we immediately kissed. He was a good kisser but he was a couple inches shorter than me so it was a little awkward. I'd much rather be on my tiptoes kissing a guy. "Do you have a car here?" I asked between kisses. "Yeah." Was his response as he shoved his tongue back down my throat and ran his hands up my skirt. "Good. I want you to fuck me in it like you fucked your girlfriends in high school." He grabbed my hand and we hurried across the street to where he was parked and I grabbed a condom out of my purse on the way. He drove a BMW but it was like ten years old. I didn't know if that meant he made a lot of money or was just trying to pretend like he did. He opened the passenger side door for me and I sat down and reached for his cock. I unzipped his pants and pulled it out. I could feel he had silk boxers on underneath, "Those would be fun to play with." I thought to myself, but it was already cramped and we weren't going to have a long time to play here. I reached in my purse and pulled out a banana flavored condom and used my lips to roll it on his cock and commenced sucking. Tony said "Damn baby, I thought I was going to get to fuck that ass." I let his cock fall out of my mouth and said "OK, get your pants off and get he sunroof down." While he took care of that, I put my seat back and reached up my skirt to slipped my thong off. I then reached into my purse for some lube and really lathered my hole up good. Tony was definitely big, especially for his height, but not quite as big as Robert. I figured he was about 7" and good thickness. Tony got in the car and drove us to the edge of the parking lot and rolled down the sunroof. When he stopped the car, I rolled down my window and spread my legs, putting one up in the sunroof. He climbed on top of me and I shifted my body to get the other leg out the door. I felt like such a slut as he awkwardly tried to slide inside me. I had no idea if a flavored condom was ok for anal sex but it was all I had. "Come on baby, Fill me up." I begged. He was concentrating and trying but we were just too big in his small car and he kept slipping out. "Let me try something else" and we awkwardly rearranged ourselves so I was on top. I slowly slipped his cock in and let out a loud moan as it started to slide inside me. "Quiet baby." He said. "I don't want any cops around." I tried to ride his cock but every couple of bounces I hit my head, even though I was crouched over. "This isn't working." I said. "Yeah, get off me baby, I know a place." I had no idea what he meant by "place" but I would go just about anywhere to get the fucking I needed. I climbed off, and Tony took off his condom and got back in the drivers seat and we took off. I started to pull my panties back on but he told me we weren't far and to leave them off. I gave Aline a quick call and told her not to wait for me. "How about you suck my cock some?" He asked. "I only have one condom left." I replied. `Don't worry baby, I'll keep it on." I obeyed and rolled my last condom on his cock and started sucking. I couldn't believe I went through all four condoms tonight! Soon we pulled into a cheap motel. He left me in the car, pulled up his pants and jogged to the office to get us a room. When he came out of the office He motioned for me to follow him and I got out of the car and followed him to a first floor room. The second I got inside, he locked the door and we were all over each other. I was soon on my back on the bed and his pants were on the floor while climbed on top of me. I was already lubed and my panties were on the floor of his car so in no time he was inside of me and fucking me. I had my arms around his neck as he drove his cock inside me. He was letting me have it pretty good as my legs lay spread in the air. I knew this was my last fucking in awhile and I was worried he would cum before I was ready so I kept moaning for him to keep fucking me and not to cum yet. He was very polite to oblige, every once in awhile pulling out when he was close to cumming. He was fucking me so hard that I started to move and almost get fucked off the bed. As my head started to creep off the side of the bed, I was worried my wig would come off so I asked him to change positions. I crawled onto all fours and he got on his knees behind me. I saw a mirror positioned against the wall by the TV at the foot of the bed so I positioned myself around to face it. Tony worked his cock back into me and I got so excited watching his dark skin contrasting with my pale-ish white skin. He had a little problem working it in because of our height difference. It didn't matter to me as I got so excited by our images in the mirror and it reminded me of my first time with Robert. I couldn't control myself and came all over my skirt and the sheets, probably like hundreds of people had done before in this room. Tony heard the changes in my moans and new I had cum so he said "My turn," and yanked my back legs from underneath me so I fell flat on my tummy, into my cum, with my arms dangling off the side of the bed. He waited a little bit to catch his breath and then lined up his cock with my hole. "Thrust it all in!" I pleaded. He obliged and I immediately regretted what I said as I let out a squeal with his cock planted balls deep inside me. It soon began to feel amazing again as he began to fuck me as I lay face down with my arms palm down on the floor to avoid getting fucked off the bed. He couldn't last long this way I knew and pretty soon he pulled out of me, took the condom off, and blasted his warm cum on my butt and back. "I just marked my first crossdresser." He laughed. "You were my first black guy." I said with a grin that you only get on your face after a cocks been in your ass. "I hope I'm the second and third." He replied. "We'll see." I replied and told him how I was going to be gone for a few weeks. "Don't be gone too long or I'll have to find another white bitch to fuck." He laughed as he said it so I could tell he was kidding about calling me a bitch. Then he added, "We better get going, I only got the room for an hour." I guess that settled the question if he had much money or not. I didn't even know you could rent rooms for an hour. I collected my purse and did the jelly legged, just fucked walk out the door. He locked the door behind us and I went ahead. A man opened the door to his room and looked at me as I walked by. I looked down. He must have heard us fucking. When we got to the car, Tony came behind me, and pulled down my skirt that had apparently been partially flipped over my bare ass and opened the door for me. "Why didn't you tell me about my skirt?" I giggled. "Just enjoying the view." He responded. Tony asked me where I had to go and I gave him directions to Aline's where my car was. He dropped me off there and we made out for a minute before I left. Aline's car was in the driveway so I guess she was home already. I didn't feel like disturbing her so I got in my car and headed home, realizing halfway I had left my panties on the floor of his car.