Hi, I am Amanda and this is a story about my college roommate Terri and her first sexual experience. I hope you enjoy.
Positive comments and high ratings encourage me to write more stories.
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I could tell when Terri came in our dorm room that something was weighting heavy on her mind. It was Friday night around 10pm and she looked all nervous. Terri and I had been sharing a room since the beginning of our freshman year at college and I had gotten to know her mannerisms well.
Terri was an only child from a very conservative family. She was beautiful with long blond hair down to the middle of her back and a perfect complexion. She dressed very conservatively was a "straight arrow". Josh, my boyfriend always like to come over to my dorm room. When he was here, I would catch him checking Terri out.
"What is a matter Terri?" I asked.
"Nothing." She replied.
I was pouring myself a glass of wine so I took out a second glass and started to pour one for Terri.
"You know I rarely ever drink." She said in a clipped voice.
"From the way you are acting, it seems like tonight would be a good night for you to have one."
Terri looked at the wine and then me. Taking the glass from me "I think you are right." She said.
We sat in quiet for a few minutes and I was surprised how fast she downed her glass of wine. Instinctively, I poured her another glass which she didn't refuse. I could tell that the wine was already having an effect on her as she seemed like she was starting to relax.
"Let's start again, what is bothering you?" I asked.
"I just don't know what to do."
"What don't you know what to do?" I followed up with.
Terri proceeded to tell me that she and Tom had been dating for 4 months and that they are very much in love with each other and had a strong physical attraction to each other. She said that while they have been making out, Tom has been suggesting that they go further than just kissing and some feeling each other over their clothes.
"Amanda, Tom thinks that I am experienced, you know, sexually but I am not. Before Tom, because of my strict upbringing, I never had a boyfriend and Tom is the first boy I have kissed and made out with. While I want to go further, I am afraid he will find out about my inexperience and leave me for a more experienced girl. The fact is that I have never even seen what a guy's penis looks like let alone touch one."
"Terri, while they are penises, nobody calls them that. They call them dicks or cocks. If you want to appear more experienced, you need to know the lingo." I said
Terri seemed to that about what I had just said and then she opened a drawer and took out a sleep shirt and then disappeared into the bathroom to change. You see, in the time that we have lived together, I had never see her naked and only once or twice in her bra and panties and that was only by accident.
She came out of the bathroom in her sleep shirt and hung up her clothes. I could tell she was still wearing her bra and pondering something.
"Can I ask you a big favor?" Terri said.
"Sure, ask away."
Looking sheepish and looking down at the floor, she said quietly "Will you teach me about sex so I don't make a fool of myself with Tom?"
I almost choked on my wine. Here is ultra conservative Terri wanting me to teach her about sex. The two glasses of wine must have given her the courage to ask.
Just then, there was a slight tap on the door and Josh poked his head in the door. Terri pulled a blanket up over her lap. I invited Josh in and told him that Terri and I were just chatting. I poured him a glass of wine and then filled both Terri's and my glass up. Terri looked nervous again and took a big gulp.
I gave Josh a kiss and a big hug. In the past, anytime Josh and I showed any affection toward each other, Terri would always get up and leave the dorm room. She would text me asking me to let her know when we were finished. Still kissing, I reached down and rubbed Josh's cock through his pants. It instantly started to move and grow.
I set my wine glass down and got on my knees and started to undo Josh's belt. I am sure that he was wondering why Terri didn't just up and run out the door. I unbuckled his jeans and then lowered his zipper. I slid his jeans down to his ankles. He stood there with his dick poking his boxers out like a pup tent. He was just frozen in place.
"Is it OK if I show Terri you cock?" I asked Josh knowing that was a dream of his. Terri sat there motionless, wine glass in hand.
Not waiting for Josh to answer, I pulled Josh's boxers down and his cock sprang out at attention. Terri's eyes went wide. I put my fingers around it and pumped it a few strokes. I removed my t-shirt exposing my tits leaving me with just my panties on.
I reached out and took Terri's arm and pulled it toward me. "Take a good look at it." I said in a commanding voice. Terri moved forward and stared at it. "Touch it, I told her."
At first she didn't move but then reached out and touched it timidly with one finger. I took her fingers and wrapped it around Josh's cock and then slowly pumped her hand on it a few strokes.
Knowing that Josh wouldn't be able to last long, I put my lips around his cock and twirled my tongue around the head. I continued pumping his cock with Terri's fingers.
"See how he is tensing up?" I said "He is going to cum and I am going to have him spray his cum on my tits so you can see it."
She looked nervous but didn't back away. Removing my lips from his dick, I positioned myself so that his cock was pointing at my chest. We pumped his cock faster and cum shot out and hit my chest. Squirt after squirt until he finally subsided and his cock started to go limp. His cum dripped down over my tits.
"Did you like that?" I said looking at Terri.
She was quiet for a second but then slowly shook her head yes. She seemed mesmerized by Josh's cock.
I told Josh that before he arrived, Terri had asked me to teach her about sex and that since he was there, I thought I should include him. He gave a big smile and said he would love to help out.
Taking a paper towel, I wiped Josh's cum from my chest.
"Do you want to continue your lesson?" I asked Terri.