College Crossdressing Slut

By Kara Brown

Published on Nov 3, 2007

College

College Crossdressing Slut

Chapter 20: First Tattoo

I got up pretty excited Tuesday morning and very nervous at the same time. I couldn't believe I was actually going to get a tattoo! I was going to get fucked too. I wasn't that attracted to Trevor though, even though I liked his tattoos. I always thought tattoos on a guys arm were hot though, but other than that he wasn't really my type. I was really wishing it was Robert that was going to be fucking me though. The last time with Robert hadn't made me think of any other guys. It was one of my best sexual experiences ever! I was with a guy who could do anything to me at anytime, but he fucked me like he really had feelings for me. I felt a real connection between him. "Oh well" I thought, he can enjoy my ass and my tattoo pretty soon.

I took a shower and stood in front of my closet, trying to decide what to wear. I just realized I had no idea what to wear to get a tattoo! I really didn't know anything about the process. Was I going to bleed? That thought scared me a little. I didn't want to wear anything that would get ruined but I also wanted to wear something that I looked kinda sexy in, after all I was basically paying for my tattoo with my body and I had to at the least look cute. That's when it hit me that I was basically prostituting myself for a tattoo. I hadn't really thought of it like that before. It made me feel a pretty dirty and slutty, which normally isn't necessarily a bad thing. Usually I love that feeling. Today was a little different. The last few days I'd just been thinking about Robert, and I really didn't want to be with anyone else. I should be excited to try a different cock in my ass, but it actually depressed me a little.

I had to get going soon so finally I decided on some cute gray sweatpants that I thought my ass looked pretty cute in and a pink tank top that was a little too short. Underneath my sweatpants was my pink thong. I figured that would give him easy access for fucking me but most of all nothing too cute would get ruined during the tattoo process. I then went to my bathroom and applied my makeup. I spent awhile applying it. I wasn't wearing a cute slutty skirt so I wanted to make sure the rest of me looked really good, after all, I was basically paying for the tattoo with my body. I looked in the mirror and thought "Not bad" as I put on my big coat so nobody would recognize my as I headed out the door.

When I got to my car I took off my coat and drove to Trevor's Dad's tattoo shop. I arrived a few minutes after ten. I parked in the back and walked straight to the back door like Trevor instructed me. I was extremely nervous. It was just beginning to sink in how getting a tattoo might hurt and it would not be coming off my body. What was I supposed to tell my parents if they saw a little butterfly or rose on my lower back? I was beginning to get second thoughts. I didn't want to chicken out though so I summoned my courage, knocked on the door and a few second later was greeted by Trevor at the door.

"Come in." He said, appearing a little nervous too.

I walked in, just as nervous as he was, and followed him down the hall to one of the rooms in the back. It was kinda small with two chairs; one was long and adjustable and looked more like a table. I saw he was already prepared with some lube and some condoms lying on the table. I turned to Trevor and asked "Do you want to fuck now or after it's done?" I didn't know which part I was more anxious to get over with, getting fucked or getting a tattoo.

"Now," he replied. "You'll be sore after and it will probably hurt." He then added "We've got to make this whole thing quick. My Dad will be in a little later."

"OK." I said even more nervous since he told me it would hurt. "Take off your pants and I'll get you hard." He obeyed and I noticed he was already a little hard. "Take off your shirt too," I added. "I want to see your tatts." If I was going to do this, I might as well try to get turned on by it too, right?

I dropped to my knees and got his cock in my mouth. It wasn't any bigger than I remembered as I looked up at him and I sucked away. His cock really was kinda thin and made me crave Robert and his thick cock. He wasn't really my type in a lot of ways but I loved his tattoos. I didn't need to suck him more than 30 seconds before his cock got rock hard in my mouth and he said "That's enough, bend over the chair over there."

I got up and placed my hands on the long raised chair where I assumed I'd be laying on in a few moments for my tattoo and bent over. I looked back over my shoulder and asked "Hand me the lube." He gave it to me and I reached back to pull my sweatpants and thong down and lube myself up as he rolled a condom on. I then handed him the lube back and said "Squirt some on your cock." He obeyed. I stayed bent over as I felt Trevor move behind me and pull my sweats and thong the rest of the way down together. He didn't say a word as he began to line up his cock with my hole. His slim, well lubed cock entered fairly easily and I only squirmed a little as he began thrusting into me. He was silent at the beginning and then began making a few grunting noises as he fucked me. He fucked fairly steadily with his hands bracing himself on my hips but he was not fucking me hard or with any passion. I really felt like a hooker who had just dropped her panties to get fucked for money because that's pretty much what I was doing. I could tell he wasn't interested in me at all and he just wanted a warm hole to stick his dick.

I tried to give him what he was "paying" for and began to rotate my hips and not just bend over and take it. I started moaning how good he felt inside me, trying to get him to loosen up a little but he still remained silent, almost making no noises whatsoever. "Come on." I thought to myself, "Show me a little that you're enjoying a bit." I mean, here I was, bent over with my panties tugged down to the back of my thighs, and letting this guy put his cock inside me. The least he could do is let me know he is enjoying it. Tell me I look hot, tell me how tight I am, or that I'm a slut, or slap my ass, but do SOMETHING. He must be enjoying it though because every once in awhile he would pull out and rest a second before shoving his skinny cock back in me, like he was trying to prolong the experience. After about ten minutes (if that) of thrusting I felt him quicken the pace slightly and I took that as a sign he would cum soon. I grunted a little as he started to speed it up and seconds later I could tell he had cum in the condom. He stayed in me for a few seconds and then pulled out.

"Thanks he said," as he pulled the condom off. "You've got a great ass."

"No problem, I enjoyed it." I lied and feeling like such a whore I pulled my thong and sweatpants up.

He put on his clothes and said "I'm going to check the lobby real quick and make sure nobody's there and I'll be back in a few minutes. I picked out some tattoos you may like. They're in the folder over there if you want to look."

"Ok." I said as he left the room. I sat down and looked at some of the lower back tattoos. I was actually pretty horny as I tried to pick out a tattoo. It hadn't been the best sexual experience, or even a pretty good one, but having a cock in my ass and not cumming left me pretty horny.

Trevor Came back in the room in a few minutes and asked "Find one you like?"

"A few but I haven't decided." I replied. "Actually, I'm pretty nervous."

"OK, just tell me when you're ready. I'm going to get everything ready."

Trevor actually would have been kinda cute if he had any personality. He didn't though so I went back to looking for a design. A couple minutes later I found one I loved! It was a little butterfly that I thought would look great over my coin slot and was small enough to hide too. "I found it!" I exclaimed and showed him the picture.

"Great." Replied... "Lay down on your stomach on that chair and I'll get it started. I obeyed his instructions and lay face down. "Do you mind if I roll your pants and panties down?" He asked.

"Um, can we wait a second?" I stopped him. "Is this going to hurt a lot?"

"Depends on your pain threshold," was his simple response. "Do you still want it?"

That's not the response I wanted but I couldn't chicken out now, especially after I just let him fuck me for it so I said "Yeah, I'm just a little nervous."

"Don't worry." He said. "Just lie down and pull your pants and thong back down." This time he didn't ask.

I did as he told and lay down on the chair and raised my ass to roll the waistband of my sweatpants and thong down, past my butt. I looked behind me and Trevor had left the room again so I was by myself with the cold air against my bare ass. I was alone with my thoughts, and that wasn't really the place to be. I was nervous and was really wishing Robert was there. I would feel braver with him next to me. I was seriously considering walking out when Trevor came back in.

"Ready?" He asked as he sat down beside me.

"I guess." I mumbled unconvincingly.

Trevor started applying some pre tattoo stuff to my lower back, cleaning it I guess. He rested one hand on my bare ass as he did this. Normally I might have said something, but it actually made me feel a little braver to have someone touching me. When I saw him start to play with the tattooing needle, I lost all confidence.

"I can't do it!" I exclaimed as I jumped out of the chair.

"Don't be a sissy Kara. It's not that big a deal."

"I'm sorry I just don't want it anymore, at least not right now."

"OK, but I can't always get the place by ourselves. We may not be able to do it again." He informed me.

"Fine, just forget about it then. I can't do it. Sorry Trevor."

"It doesn't bother me. Robert was the one that wanted to see you with one." He replied.

I grabbed my purse, told Trevor goodbye and went out to my car feeling horrible. I was such a sissy. Why didn't I at least try to get the tattoo? I bet Robert was going to be mad at me too. I could tell he didn't want me to let Trevor fuck me but he really wanted to see me with a tattoo by my butt. I had really wanted one too. It's not like I could hide the fact I didn't have a tattoo on my back either.

I really felt like a whore too. I know everyone reading this probably doesn't believe me, but I really felt bad about letting basically a stranger fuck me. Yeah, I'd given him a BJ before, but that was different. That I did because Robert told me to, and I was basically doing it for him. I'd blown a lot of guys I'd just met before too, but that was because I wanted to. This time, I had basically prostituted myself. That had been a fantasy before, but it made me feel like shit right now. I think the reason was because I really had developed feelings for Robert and I wanted him to have the same feelings for me. I didn't think he could have those feelings for me if he knew I was getting fucked buy his friends. I know I wasn't supposed to have feelings for Robert and I was trying not to, but I couldn't help it. I knew he was usually a jerk too but it didn't change my feelings. I was pretty depressed by the time I got home.

Next: Chapter 21


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