STORIES

The Roommate

30/06/2014

I used to roll my eyes when people talked about what a life-changing experience college is, but that was before I met my first roommate, Sarah. I've always been sort of shy, and Sarah is the opposite: outgoing, aggressive, and very adventurous.

One night around bedtime, Sarah started asking me about my sex life. How many guys had I been with, what was the dirtiest thing I'd ever done with a guy, etc. I didn't have much to say; I'd only been with a few guys, and hadn't experimented much at all.

“Have you ever tried anal?” Sarah asked. I must have made a face, because before I could even answer, she laughed and said “I'll take that as a no.”

I told her that I was curious about it, but thought anal might not be for me. “I'm small, and maybe just a bit too tight, you know?” I said.

“There's no such thing as too tight,” Sarah said, standing up and walking over to her dresser. “Here, check this out.”

She pulled out a bag and dumped it out on the bed, revealing a little bottle of lube, a string of beads, and a small vibrator.

“If you learn how to use these right, you don't even need a man,” she laughed. “Here, I'll show you.”

As I lay there dumbfounded, Sarah pulled off her pajamas and lay down on her bed with her legs pulled way back. She squirted a bit of lube on her butthole and then slipped the tip of her finger inside. “It's best to start slowly,” she said, winking at me.

After fingering herself for a minute, Sarah took the first bead on the string and pushed it inside her anus. Almost involuntarily, I began to rub my clit. To my complete surprise, I was getting very turned on watching Sarah pleasure herself.

After pushing the rest of the beads inside her asshole, Sarah turned on the vibrator. As she moved the vibrator around her clit with one hand, she tugged slightly on the string of beads with the other. “This feels fucking amazing,” she groaned.

I don't know what came over me, but next thing I knew I was on Sarah's bed with the vibrator in my hand. As I began rubbing it around Sarah's clit, she sat up and thrust her tongue into my mouth. Seconds later, she began to cum hard, pulling the string of beads out of her ass as she did, leading to the loudest and most intense orgasm ever.

That was just the beginning of my education at Sarah's hands – an education that has done much more for me than my bachelors degree ever will, I'm sure!

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