(Disclaimer: this story starts off slow, and is more of a romance than a sex story. Also, names have been changed to preserve anonymity.)
It was the beginning of summer, and I was coming off of a pretty bad semester where I failed several classes. I'm a 23 year old college student, 6 feet tall, Chinese-American. One of my favorite hobbies is acting in plays. When I heard that a local community theatre was looking for a certain role that I seemed to fit, I decided — why not? Little did I know that this role would end up being my ticket to summer romance.
I was having a lot of fun at these rehearsals, and the show was coming together well. I started working out and getting back into shape, which improved my mood. Things seemed like they were on the upswing. Meanwhile, I began to develop a crush on one of the women in the show, Sarah. Sarah was a couple of years older than me, 5'5", with a slender frame but was pleasantly curvy, with full breasts, wide hips and long legs. She had mousy light brown hair and large, bright blue eyes. But it wasn't her appearance that attracted me to her. She had this monologue during the show where she had to play this annoying, fast-talking character — but she pulled it off with such comedy, and embodied the character so well, that I was immediately smitten. She could really act.
I'm not the most confident or brazen person, so I subtly tried to find opportunities to talk to Sarah. I would always try to leave rehearsal at the same time as her so we could talk for those extra two or three minutes when walking back to our cars. One night, we ended up being the last two in the parking lot. It was dark outside, but we conversed easily for almost half an hour. Eventually, I realized I needed to head home. I really wanted to kiss her, but instead leaned in for an awkward hug. She seemed surprised and as I drove home, my neurotic self figured there was no chance she was into me.
The day before the opening night of our play, I decided to take a chance. I was sitting at home, and decided to confess my crush to her in a Facebook message (uber-lame, I know). Sarah, I began. During these last few weeks I've developed a big crush on you. I think you're pretty and sweet, and I enjoy our conversations. I know you probably don't feel the same way, but I just wanted to let you know.
The next day at work I nervously checked my Facebook every hour. Soon I saw the dreaded check mark, meaning she had read my message. Still no response. Then, in the afternoon, a reply: Greg, thanks for the sweet message. Unfortunately, there's a bit too much of an age difference between us, which is a shame because I think you're a great guy.
I wan't too surprised about the polite rejection, and was anticipating that the age gap might be an issue. I was 23, and she was quite a bit older at 29. Dejected, I headed to the theatre. When I saw Sarah, I purposefully avoided eye contact with her. I saw her shoot me an apologetic glance.
At intermission, she pulled me aside. "Greg, can we talk for a bit? Like, alone?" I was admittedly a bit sore from her rejection earlier. "What is there to talk about?" I said, a bit snidely.
"Greg, I've been thinking about it, and well…I didn't want to say this before, but I feel the same way about you. It's just that you're too young for me."
"I'm not like a kid or anything, Sarah… I'm 23. There's nothing wrong with that." But my heart surged. This pretty, older girl was actually into me! I was desirable to her! I felt a million feet tall for the rest of the night.
We would continue to flirt with each other, and I would gently tease her about her outfits and the way she talked. Sarah reciprocated by teasing back, and I felt this strong energy whenever she was around.
Finally, after a couple more performances, the show was over. We had a cast party, and I talked to Sarah the entire time. It was late, around 12:30. "Can I walk you to your car?" I asked. "I would like that," said Sarah.
I knew this was my chance. I walked next to her, edging myself closer to her. I kept telling myself to make a move, but I couldn't work up the courage. We stopped outside her car, and I gave her the dreaded hug. But this time things were different. She clung onto my shoulders, and I looked down at her. Her blue eyes gazed deeply into mine. I slowly lowered my head and kissed her on the lips. We broke off the kiss, and then went in for another, deeper kiss. Our tongues began to explore each other. She tasted so good. I just wanted to envelop my senses with her. I moved my hands to her breasts and cupped them. "You're kind of sexy," I half-growled, half whispered. She gasped, but didn't say anything. We kissed for a while longer, and I began to explore her slender, feminine frame with my hands. "I think…you should take me home with you." She lived closer to the theatre, plus I still lived with my parents, so that was a no-brainer. She nodded, then led the way to her car.
I followed her home in my car. The whole time I drove, I felt like I was on cloud nine. I wasn't the type to sleep around – in fact, I had only had sex with one girl before this. Yet I knew that I had Sarah in the palm of my hand. Tonight would be a big night.
We walked into her apartment, then sat on her sofa. I was really into her as a person and not just a sex object, so we talked about ourselves between long kisses. She told me about her family, friends and career. Things began to get hotter and heavier. "Do you want to go to my room?" she asked. "Yes," as I kissed her again.
We made our way to her bed, and I pulled off her blouse, while kissing her fervently. She had a white bra on underneath. I took off my shirt, then began to unclasp her bra. Being awkward me, I fumbled with the clasp for a while. "Want me to do it?" "No, I got it." I unclasped her bra, then began to kiss down her neck to her rather large breasts. "They're so lovely," I said, kissing and gently sucking on her small, light pink nipples. Sarah moaned as I did this. "I'm glad you like them."
After a while, I began to kiss down her stomach to her jeans. Hungrily, I unzipped her jeans and slid them off easily. She had slender, pale legs and a cute, decently sized butt. I took off my pants and put her hand on the bulge in my boxers. She gasped. "I'm going to fuck you tonight," I whispered into her ear. "Do it," she whispered back.
I slid off her panties and touched her trimmed bush with my fingers. She was completely soaked. "You're so wet," I said. "That's because you really turned me on," she whispered back into my ear.
I pulled down my boxers and positioned my cock near her pussy. I could feel her tremble as I rubbed her clit with my throbbing cock. Then, I gradually slid myself inside her as she let out a delicate moan. I began to fuck her in the missionary position, and she let out several high-pitched moans. Her eyes gazed into mine and her mouth was wide open as I rammed her pussy with my cock. I grunted and I could tell she wanted to say something, but was enjoying herself too much. I looked down and saw her large breasts flopping around as I rammed her. She wrapped her legs around me as I continued to pound her. Before long, she convulsed and shook as I brought her to orgasm. I take a long time to ejaculate (it's a blessing and a curse), so I made her come again before feeling myself about to burst. "Where do you want it?" I asked. "Anywhere you want," she said. I pulled my cock out and released my load onto her large breasts. It lasted about eight seconds as spurt after spurt of semen covered her. "Not too bad for a younger guy, huh?" I said. Sarah laughed and kissed me. "That was amazing."
Unfortunately, we fell out of touch after that summer, but that was one night I won't forget.
Source: reddit.com/r/gonewildstories/comments/3w15ws/innocent_summer_crush_turns_into_surprising
No comments? I’m disappointed GWS. That’s at once a really sweet and a really sexy story. Thank you!
Aw yeah AMWF! That was romantic and sexy. Wish you came inside her instead
showmances are always awesome. Had many of those when I was younger, only one of which I actually had sex with the lady (who was also older than I was like you). Upvote for that!