Roommates Still Snowed In - Sex Stories

Roommates Still Snowed In

... Also you should have a makeup table. I'm not going to be here all the time to do this for you," she said.

"My work desk is pretty big, maybe that will work," I said.

"Or you can ask Ben to buy you one to keep in here. I'm sure he would do it," she said.

"I'll think about it," I said.

She took the Red Wig out of the box and with a little fiddling attached it to my head. I have to admit that I looked good as a Redhead.

"I was a little surprised when Ben said to go Red, but now that I see it, it looks natural on you," she said.

"Yeah I know," I said, a little excited.

"I'm so happy you're getting into this!" She said.

"Once I started it's been hard to stop. Part of my brain is telling me it's wrong, but the bigger part is telling me to keep enjoying myself," I said.

"Enjoying yourself is what life it all about. I have a feeling you've cum harder with Ben in the last couple days than you have with any girl before," she said.

I didn't answer.

"So that's a yes!" She said, winking. "Now let's see what makeup goes with your beautiful Red Hair. I tried to pay attention to what she was doing, but she was going so fast that I couldn't keep track. She told me just to enjoy looking pretty while I tried on my new clothes and she promised to text me what each cosmetic was later.

When she was done I looked hot! It was similar to Halloween. My eyes looked smoky, my cheeks had a pinkish hue and I was wearing light pink lipstick.

"We should think about ...

... getting your ears pierced to complete the look," she said.

"Let me talk to Ben about it. I don't know how those would go over at work," I said.

"Ok, but lots of guys have earrings, so it's probably not a big deal," she said.

"I'll think about it," I said.

"Ok, now strip so we can start trying things on," she said.

I hesitated.

"Come on, it's just us girls. Everything you have I've seen already," she said.

I unclasped my bra and took off my panties and stockings. I was completely naked in front of her. My dick was limp and seemed like it was hiding like it was afraid or something. I wasn't sure if I would be more ashamed to be shriveled up or to have a full hardon in front of Jen.

I got my answer when she said, "Awww, your little clit is so cute!"

"It gets bigger!" I said, trying to brag.

"I'm sure it does Sweetie, but for our purposes right now it's perfect as a scared little turtle!" She said.

She handed me the breast forms and helped me attach them snugly against my chest. She gave me a pink bra and thong to put on.

"Perfect, those match your lipstick! How do you feel?" She asked.

"These are so heavy! I don't know how you girls walk around with these things," I said.

"I've had them since I'm 16, so I guess I'm used to them. They're good practice for the future, so you should try to wear them as much as possible," she said.

I wasn't sure what she meant about the future, but I let it slide.

First we started with a White Blouse and ...