This story will be from a first-person point of view.
I met Kim a few years after I got out of college. She worked at the grocery store I shopped at. We were both in our late 20s.
She was very shy and often quiet. We went out a few times but neither of us felt that connection like a couple. It was more like friends, you know with benefits.
Kim was about 5'2" with A cup sized breasts and a thin figure. I always thought she was pretty with her straight light brown hair.
She liked that I was sexually experienced. We would often just touch each other but never had sex.
Kim always stopped me before it could go that far.
"I'm a virgin," she said. "I'm not supposed to have sex without being married."
For whatever reason she had no problem letting me suck on her breasts or eat her out.
She also liked to touch my cock but never put it in her mouth.
This intimacy went on for weeks. We both just enjoyed each other.
At night, she would wait for me to fall asleep and head back to her apartment.
Kim never stayed the night. I think she tied sex and sleep together.
The last time we were together, she let me get on top of her and stick my cock at the lips of her pussy but no further.
"We can play around," she said. "I don't want you to go all the way inside me."
I nodded and smiled. I rubbed my cock against the inside of her pussy and could feel her lower her resistance a little bit and she became more wet.
The feeling of being barely inside was enough to move in and out helped me build an orgasm and I pulled out and came on a tissue.
When I was done, she wanted me to lick her pussy and play with her breasts.
I got hard again after a few minutes. I moved up to mount her again.
I pushed a little more but she told me not go any further.
"I want to watch you cum," Kim said. "I liked when you rubbed it against me earlier."
I smiled and slid it along the outside of her pussy lips once again. I could tell she enjoyed this, but not enough to give up her virginity.
After a few more moments, I pulled away and she watched me cum.
Her eyes got all big when I came in the tissue.
She stayed in my bed until I fell asleep, I didn't see her again for 2 weeks.
---
She knocked on my door suddenly on a Saturday night and brought food. I was not sure I was going to see her again.
As I said we weren't really dating, it was just a strange arrangement we had.
We ate dinner and watched a movie.
Kim started touching me like no time had passed.
We took our clothes off and lay naked in my bed. I ate her out and tried to make her orgasm. She got a little more wet this time and moaned more than usual.
Kim would always comment that it tickled when I kissed her pussy. I thought maybe she had a mini orgasm. She never came on my face like other women did.
I went to lie down next to her and suck on her breasts. She stopped me as she caressed my cock.
"I want to do it with you," Kim stated directly. "I won't stop you tonight. I want you to be my first."
I was completely taken by surprise by what she said.
I came to the conclusion that after last time we would never do anything more than just fool around.
In the past when we became intimate, she always stopped my advances.
However, tonight would be different. I couldn't believe this was going to happen.
"What made you change your mind?" I asked.
"I thought about why I'm holding back," she replied. "I realized if I'm going to lose it, I want it to be with someone I like and who I know likes me."
She pulled my shoulders towards her naked body. I mounted her and she spread her legs.
Kim helped me find the spot in her pussy where I would break her hymen.
"Go ahead and take it, it's yours," she said smiling.
I placed my cock right at her hymen. I could feel the barrier. She spread her legs more.
I pushed forward as hard as I could with my hips as I held my cock and I felt her hymen give way. I plunged all the way into her.
Kim yelped from the pain of it being torn. I stopped but she nodded that I should keep going.
I moved in and out of her. I could see her blood on my cock.
Kim thankfully wasn't in pain after a few more moments and was finally enjoying sex. I could feel her get wetter as I kept fucking her.
I wasn't going to last much longer. I've never been with a virgin before and the feeling of her tight pussy was becoming too much.
I knew she wasn't on birth control. I didn't want to be that guy. I felt lucky to be her first.
I sat up to pull out but she hugged me and wrapped her legs around my back.
"You've waited long enough for me," Kim said. "I know you want to creampie me. Do it. I want to feel it inside."
I was shocked and had stopped moving. "Are you sure?" I asked. "I could get you pregnant. Is it worth the risk?"
"I don't care right now," Kim replied. "All I want is to feel your cum in my pussy."