Craig was a junior in college. He still hadn't decided on a major and it was catching up with him. That was a big problem in his life. Craig never really could make decisions. He was doing a lot of theatre and he loved it. He just couldn't commit though. He didn't have the patience to commit himself solely to the stage, and he heard so many stories of poor people struggling for his craft. I'm certainly not about struggling. He just wanted to have a good time. Is that too much to ask?

 

Craig

by BrianGirl

 

Beer pong is not something I should play. Beer pong, however, happened to be the drinking game of choice at my school. By the time I got to my friend Jones' place half the kids were already drunk. So I gave in to their drunken calls and subbed into the game against my better judgment. I was horrible at beer pong, so I got drunk. When I get drunk, I want to play beer pong. It's a vicious cycle.

My friend Jones sat me down on the couch in an adjoining room. "Dude. Listen to me. Are you listening to me? Whatever. You've had way too much to drink. So just hit here for awhile and not drink. Ok? Say ok buddy."

"Ok, alright. I'll sit here for awhile. But only because you're the man Jones!" I had way too much to drink. This was certain. The room was moving a little bit, so I just sat there on the couch. My eyes started wandering around the room, just for lack of anything to do. There was a couple making out in the corner. The guy, some idiot I didn't know, shot me a look so I quickly looked away. Ryan had a lot of posters in his room; mostly of female celebrities in sexy poses. I started to stare at one of the school girl posters. Thoughts began to race through my mind, but I was rudely interrupted.

"Pervert." It was Sandy. Sandy was a girl who went to the same college as me. She did some theatre stuff but I never really got to hang out with her, except in large groups. She didn't get a lot of big parts, but there was a lot more competition for women than for men. "Did you here Craig? You are such a little pervert."

"Hey, I'm just sitting here." Sandy was a little taller than me. Then again I was only five six, so it wasn't that uncommon. I never really got a chance to look at her, but she was pretty cute. Her hair was too short for someone that I usually would go for. That's what probably drew me away from her before. She did have these cool green eyes though. Now that I'm thinking about it, her breasts weren't so bad . . .

"Now you're staring at me. Cut it out you little pervert. I'm not drunk like you."

If she was going to be a bitch I wasn't even going to give her the time of day. My eyes darted back to the posters. There was a playful cheerleader on the top of the wall across from me. Her top was too small for her large chest. She listed her skirt up with a smirk revealing the tip of her panties. Her blonde hair flowed out into pigtails. She looked like she was having the time of her life.

"Ugh! Now you're staring at those damn posters again. What are you doing you drunk pervert? Are you picturing me in one of those stupid outfits? I can't believe you!"

"It's not like that. Stop calling me a pervert!"

In fact, it wasn't like that. She looked like she was really enjoying the fact that she was sexy. It had long been a secret fantasy of mine to dress like that. I never understood why girls had certain clothes that were deemed for them. I mean okay, I got the bra thing. I wasn't an idiot. Girls got to wear skirts, silk and lace. They got to dress and feel so sexy and it was okay. If I got wore stuff like that he's be committed, or exiled to an uncomfortable, overpriced closet in New York. It wasn't fair.

"Why don't you answer me pervert, huh? Are you to drunk to even respond?"

This was starting to really get too me. I started thinking about all the things, I never got to have. Meanwhile, Sandy just kept yelling at me. I was sure that my face was starting to get really red; due to a mix of anger and embarrassment. The couple in the couple must have felt uncomfortable because they left the room in a hurry and shut the door behind them.

"You know you are so sick! Why don't you say something?"

All sorts of emotions were boiling up inside of me. Years of pent up feelings and ideas just dying to get out. Tears were beginning to well up in the corners of my eyes. I really just wanted Sandy to shut up and leave me alone. Then I thought, maybe I'd just give her what she wanted. I mean we were the only two in the room, if anybody said anything later I'd just say I was drunk.

So I let it all out. I got up and tears were running down my face. I told her how I hated ignorant people and how I didn't understand why gender lines were still in place especially in such a stupid little area like clothing. I ranted about how I totally wasn't gay, and it didn't make sense to me why people would assume I was gay if I said I wanted to dress like that, but I knew they would. I told her how I used to lust after some of my sisters outfits, even though she was younger. I told her how I used to sneak into my mother's room and try on clothes when people weren't home. Most importantly, I told her how I just wanted to be accepted and not feel like I had to hide. I told her how I just wanted be able to know how it feels like; to dress sexy.

It was quite a little rant. I collapsed back down into my seat, feeling utterly exhausted. I lifted my head and looked over at Sandy through a burning cloud of tears. I expected took horrified or disgusted. Instead, she looked over at me and seemed truly compassionate. She got up and sat next to me on the coach. She put her arms around me and I put my head on her shoulder. We just sat there for awhile, not saying anything.

I must have passed out or fell asleep or something. The next thing I know, I was lying on my back and defiantly not at home or Ryan's place. The walls and ceiling were a bland egg shell white. I tried to sit up but couldn't. I was in a very small room, on a small boxy wooden bed. I arched my neck up and realized that I was tied down to the bed at the waist. My wrists were also tied on either side. Only my boxer shorts were still on my body. I defiantly should not play Beer Pong.

I slammed my head back down in frustration. I should know better than this. I never should have played Beer Pong. Now I was tied to some bed in somebody's dorm room. I struggled against the ropes, and guess I must have made some noise because it was only a few moments before I heard the door to the room open. I turned my head and saw Sandy smiling above me.

"Sandy, what's going on? Untie me!"

"Now why would we do that princess? We haven't even gotten to the good stuff yet." I struggled again against my bonds, and Sandy just looked down and laughed at me. Princess? Why the heck did she call me that? What did I say last night? I racked my brain which just made me realize how much it hurt. Then I remembered. Shit!

"Listen Sandy, I was drunk last night. I don't know what I said, but I'm sorry. I was probably just lying and being stupid." Sandy was leaning over me, and now her finger began to trace along my chest. She didn't look the least bit slowed down by last evening's festivities. She at least had gotten the chance to change. She was now wearing a pair of tight kakis and a black Brigid top. Between her clothes, her very heavy perfume and the current conditions I was starting to get turned on.

"Oh, I think little Princess still remembers. We're just gonna have some fun. Just the type of fun you want." Sandy's finger started to move lower mow as she glided it this way and that across my torso. "It was your idea. You told me all about it last night. I'm more than happy to help out. I know you'll like it. Your clit just keeps getting bigger and bigger and I haven't even mentioned the fun directly, yet."

Sandy let a giggle slip out as her finger slowly neared my boxers. I was getting seriously turned on, and my manhood was springing into action. I thought it couldn't possibly be a worse time.

"You really are excited about this, aren't you Princess? You're still wearing those awful, ugly boy underwear though. Let's take a better look at your happy clit shall we." Before I could even let out a no, Sandy's hands flew down from my abs and pulled my boxers right off. There I was lying naked on her bed, tied so I couldn't move, and completely helpless to Sandy's desire. I had read stories about this stuff on the net, but I never REALLY wanted it to happen.

"Oh it's so big, I mean for a clit. You haven't even matured yet, princess. You must be such a big slut with a clit that big." Sandy leaned in really close to my face. I could see her sizable cleavage hanging over me. "You must really want the boys all the time if your clits that big." She caught me staring at her breasts. "Don't worry. After last night I know that you're thinking 'if only I had breasts like that'. All in good time. After that the boys will be after you all the time. Don't go away; I'll be right back."

I heard the door close and Sandy was gone. I knew there was no use trying to force my way out at this point. I looked around the room and tried to figure out how I got to this point. I never wanted anything forced upon me. I was tired of keeping things a secret but didn't want things to come out like this. I was a junior in college. Sandy was only a sophomore and was still living in these crappy dorms. By all rights I should have all power over her. This didn't make any sense. I didn't feel sexy at all, lying naked, tied to her bed. I just felt used and helpless. A few moments later I heard the door reopen.

"Woops, it looks like little princess' clit got small again. Can't keep it up? I guess that makes sense. It's a good thing too, because we wouldn't want to make you uncomfortable." Sandy was standing above me once again. This time she had a pair of pink, cotton panties in her hands. They reeked of a young girl and had a little bow in the center. I could tell they were going to be very tight. She displayed them with glee.

"I hope princess likes her panties. Because we know how much of a little slut she is, I have a little something special for her." Sandy turned her back to me and I heard a tearing sound. Then the panties were slowly slid up my legs. Shivers rose through my whole body as the soft cotton tickled my thighs and came up softly around my bum. It was then I realized that Sandy had slipped in a pad. I didn't care. For a moment I forgot my circumstances and was overcome with the fact that my fantasy was coming true. I was wearing women's panties, I felt sexy, and there was a cute woman here helping me through.

Sandy caught on to my distracted state. She said softly, "Does princess like her new panties?"

"Yes. I love them. . . I mean Sandy, you can't do this. Erm . . . Just let me go. We can work something out." I had slipped up big time. It was too late.

"Uhh, uhh. I heard what you said. Little princess really does love being sexy." Sandy started giggling uncontrollably. Her hand began to run over my chest again as she stared into my eyes. "I know your little secret, and you just confirmed it. Now we need to go all the way." She said the last part extra slow. She locked eyes and didn't say anything for a few moments, and then she slipped away quickly. "But first a moment for prosperity."

There was a click and then a flash. Sandy popped back up and was now taking pictures. I struggled pointlessly against the ropes that bound me. "Smile for the camera princess. You look so sexy. Remember how you wanted to be sexy."

"Sandy you can't use those."

"Your right, you're just not ready yet." Sandy dropped down to the floor. I couldn't see what she was doing but it sounded like she was searching for something under the bed. She popped back up with what looked like a plastic tackle box.

"We have to make princess all pretty, if we're going to be taking photos." Sandy jumped up on the bed and nearly knocked the wind out of me. She readjusted herself so she was straddling my chest and put the box next to my head. She popped it open and started rustling around inside. A big smile crossed her lips as she apparently found what she was looking for. She held a tube of lipstick in front of me. I didn't resist. I mean she was sitting on top of me and my wrists were tied by my waist. Besides, a cute girl had me tied to her bed, had just forced me into pink panties, and was now straddling me. This was my fantasy. To resist would not only be futile, but against what I really wanted. Sandy grabbed me firmly by the cheeks forcing my lips bulge out. Slip the cap off with her thumb. "Bright red princess. Just how you slutty girls like your lipstick. We wouldn't wan to give any false impressions." She carefully and smoothly applied my lipstick. I had worn similar things for theatre before but this felt so much better. Sandy tossed the lipstick back in the case and began rummaging again. She pulled out a small powder case. "Just a little something to even out you skin tone and give you that feminine mystique princess." She applied some to me forehead and cheeks very lightly before moving on to some eye shadow. She opened it up and displayed it for me. "I've got a nice pastel pink here for you princess. I know you'll like it. It'll go great with your panties." Sandy reached behind and gave my padded bulge a nice firm pat, before applying the eye make up. I was just barely paying attention to my situation now. This was a total dream come true and had let myself go and start to enjoy it. Sandy slipped off my waste without saying anything and started to apply bright red nail polish to my fingers and toes. When she was through she put her make up box away and walked over to the closet. I arched my head to see what she was doing. Her front half was blocked from view as she bent over looking for something in the back. She really had a big and firm bottom. I wish my ass looked like that, but also wanted to take hold of hers. She popped back up with a squeal of delight. I was ready for her next step in my transformation.

  

  

  

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