Emily knocks at Alex's door

"Hey Alex I need to tell you some stuff about the party." Emily's voice after her knocking took Alex from his mindless grazing of the internet.

He walked to the door still as naked as when she had first left. When he opened the door he saw her likewise naked. She smiled at him and walked inside. She looked at the chair then sat on the bed.

"So the party is at a sorority that I'm trying to join." He sat on the chair, his cock rising in the presence of naked room-mate.

"Ok?" He wasn't sure where this was going.

"I don't know anyone there and I really want you to come so I'm not alone." She looked nervous and but Alex was more focused on her chest rising and falling with her breath.

"Ok." He couldn't think of anything else to say as she spread her legs a little.

"And it's kinda girls only. But since you already look cute and with your hair and everything, plus the girls will probably be drunk, I'm sure they won't notice your a guy." She rushed out the second sentence but had leaned forward and put her hand on her knees pushing her chest out even further, so Alex didn't really catch all of it. "I have some clothes that will help as well, I promise that no one will know you were there."

"Sure ok." Alex said as his cock pulsed and he felt a now familiar emptiness.

"Really! Cool thank you so much! You are the best!" She jumped up and ran out of the room leaving Ale unsure about exactly what he had just agreed to.

In his horny state his hand wondered down to his grope his ass. Not wanting to jerk off right now just tease himself a little. He was stopped by Emily walking back into his room with a handful of clothes.

He didn't notice, too taken in by the feelings coming from his ass. She cleared her throat with a smile and he looked at her seeing the clothes.

"Ok so just try these on and we'll see what you look best in." Emily dropped all the clothes on his bed and pulled out a knee length plaid skirt and white button up top.

Alex took them and with a feeling of deep excitement pulled on the skirt and shirt. It felt nice wearing the girly clothes. After being called girly for most of his life and with his sudden revelations of how much pleasure he got out of it, the clothes just felt natural.

"Turn around." Emily's voice had changed a little from just before. She had lost the pleading tone and there was a harder edge to it.

Alex spun, the feel of the skirt lifting up then settling on his ass gave him a thrill he wanted to feel again so he twirled again.

"You look great try this." Alex took the offered clothes and changed without checking what he had been given.

Stepping out of the skirt he pulled on the pants. Once they were on he stripped off the blouse and pulled on the offered top. When he was dressed he looked down to see the top was a tight pink sports singlet, it was very loose on his chest and he remembered that Emily had been wearing this when he got back from her run. He ran his hand over the smooth fabric and felt tingles as he past over his stomach. His hand moved behind him and he felt the taught fabric pulled against his ass. He was wearing Emily's yoga pants and when he looked behind him he saw the hint of Juicy written on his ass.

"Spin." Emily commanded. Alex did as he was order and facing away from her he couldn't resist bending over a little pushing out his ass. "Of course your ass looks better in this than me. Ok next." Alex pulled off the pants and then felt the wetness where his cock had leaked all over it. He had completely forgotten about his pre leaking cock during the dress up.

He felt guilty for dirtying Emily's pants. "S-sorry." He applogised as he offered her the pants showing the pre stain. She looked thoughtful, as if she had also forgotten about his cock.

"Throw them in the wash." She picked up the skirt and flipping it inside out showed a similar stain. "This too I'll find something to help.

Alex hurried out and to the washer eager to continue playing dress up. He dumped the skirt in the washer but stopped but he did the same with the pants. He lifted up the pre stained pants and licked them. He put them in the washer a little disappointed there wasn't much of a cum taste to it. He hurried back to his room and found it empty of both Emily and clothes.

"Here." Emily called from her room. Alex hadn't actually been in her room before, for all the times she walked into his he wasn't brave enough to do the same.

He didn't hesitate to enter driven by the desire to be girly once more. He saw Emily bent over looking through her door and ogled her ass. It was an excellent ass, created through long years of training, it was also not as good, something he felt very proud of.

"Her put these on, they'll stop you leaking on the cloths." She offered him a small patch of cloth. "Plus it will help sell the girl thing." He took the pink panties from her and felt the lace run through his fingers. He pulled them on without another thought and as the snuggled against his ass and pulled his cock tight against his waist he felt himself get a hairs breath from cumming.

Emily didn't notice too drunk with the idea of having a living Barbie doll. She grabbed a short skirt and tight top and threw them at Alex who put them on just as fast. With his new panties keeping his cock contained the skirt reaching down to his his thigh and because of his butt much higher in the back. the top was loose however, without a chest he was sad to admit Emily's clothes would never fit him.

Emily looked him over and made his turn, again he bent over a little flashing her his panty clad ass before she gave him more clothes.

Next was another school skirt this one reaching to his lower thigh and very obviously making his butt pull up the back. the top was a sleeveless white blouse.

After that was a more conservative sweater and slightly below knee length smooth skirt. He didn't really like this one and neither did Emily, they didn't show off enough of his physique.

Next was another pair of yoga pants and tight sport top that left a bit of his stomach to show. It made his ass look amazing and whenever he bent of he felt it pull the panties against his ass giving him a tease of stimulation.

The new outfit was a slinky dress, again loose on his top but taught against his ass, so taught even slightly bending made it snap off his ass revealing it to the world.

When she showed this to Emily he felt her hand graze his ass soft. She was stopped from anything more by an alarm.

She let out a sound of disappointment and looked at him. "Sorry out of time, I have to get ready as well, grab what you want and we'll go."