Snowed In Roommates - Sex Stories

Snowed In Roommates

... them to bed and pretty much disregarded everything else.

Time went by and Jen got engaged to the dude from the party. Our friendship had basically faded at that point. She never mentioned the bag she left for me and of course I didn’t volunteer anything. I dated a few girls, but was always afraid to bring them back to my place, because I was embarrassed to tell them I slept in panties.

I was doing well at work, but I had this extra bedroom just sitting there unused. I heard though the grapevine that Ben was looking for a place and asked him to move in. I might as well have someone help with the rent and it was nice to have a friend to hang out with.

That brings us to today. I had been wearing panties to bed for over a year and until now my secret had been safe. Who knew it would be a January snowstorm that would change my life?

I got up and put on a pair of boxers. I walked to the front window and saw Ben shoveling the driveway. I figured he would go to work and I would have all day to come up with an explanation. I went into the bathroom and took a long hot shower.

As I usually did, I wrapped a towel around my waist and walked back to my bedroom. I was surprised to see my door was closed and locked. I fiddled with the doorknob, but that was no use.

Ben was inside and when he heard me he said, “Good Morning, Sweetcheeks!”

“Dude, what the fuck!” I screamed, ignoring the pet name he used. “Why are you in my room? Why aren’t you at work?”

“Well Pantyboy, ...

... after the show you gave me I called in sick,” he said.

My cheeks turned bright red. I couldn’t believe he was calling me these things.

“That’s great,” I said sarcastically. “But I do have to logon to work from home, so let me in so I can get dressed.”

“Don’t worry about it, I already texted your boss that you weren’t feeling well. He said no problem and to feel better. You really should have a lock on your phone,” he said.

“Ok, you’ve had your fun. Open the door and let me get dressed. I’ll tell you whatever you want to know,” I said, sounding defeated.

“Actually your outfit is on my bed. Go into my room and get dressed, then I’ll come out,” he said.

“Dude, enough already,” I said, “And what do you mean by MY outfit?”

“I think you know exactly what I mean,” he said, “you looked so hot on that Halloween!”

I didn’t respond and walked into his bedroom. On his bed was pretty much what I expected. A black bra, thong, garter belt, and stockings. Draped across the bed was the red dress that I had never worn. Then there was the blonde wig and a tube of lipstick and eye shadow. At the foot of the bed were the 3” heels I had only worn the one time on Halloween. It had been over a year since I wore anything like this, and I was actually a little excited about it.

The memory of how to put everything on came back to me. I didn’t do a bad job with the limited makeup either. I had no idea what Ben had planned for me, but when I picked up the dress, I saw the dildo ...