It’s a long one, so scroll down to “Sex Time” if you’re eager.
My family has always thrown a summer cookout toward the end of August. About 40 to 50 people cycle in and out, mostly cousins, aunts, uncles. When I was about 21, my cousin, Stephanie, brought her friend from college around for the fun. They were both in an arts program in the city, and they were pretty cool to chat with, joke with, etc. My cousin is kind, but a bit serious; her friend, though, was really fun—sort of quiet, but sarcastic. Her name was Leah. She couldn’t have been an inch over five foot. She wore tight dark jeans and a really simple black shirt. The first thing I always think of when I think of Leah is her bright green eyes. Those eyes, amidst all that undergrad-art-student black and gray, were especially on display that afternoon.
Like I said, we chatted and joked for a bit—typical college communism and drugs stuff. I was trying to send signals her way, but I tend to be playful with everyone, so I can never really be sure if anyone notices the playfulness stepping into the territory of flirtatious. Likewise, I was getting good vibes from her back, but I was way too caught up trying to be clever to be sure how charged things were.
Fast forward a few weeks later: everyone has returned to their respective colleges—me to my suburban liberal arts college, my cousin and Leah to their inner-city cool-fest. I get a text from an unknown number. “It’s Stephanie’s friend, Leah. I asked for your number… I hope that’s okay.” I was a little surprised. I have an especially eager sexuality, so I am NOT used to girls reaching out to me first.
“Hey Leah. Good to hear from you. What’s up?”
“You like wine…?”
Leah worked as a server at a really cool, expensive restaurant in the city, and her coworker had told her about a wine bar to try. So she invited me out that Friday. I grabbed the train into the city and met her downtown… She had on a similar outfit to before: tight, dark jeans, a black t-shirt. But this time, a few details stood out. Her shirt was a v-neck, cut low. She had a long gold chain dipping into the slight curves of her cleavage. Her boots had some lift. Her jeans, when she turned to lead the way out of the train station, hugged dancers legs and a thick, muscular ass. I wasn’t sure of the signals before, but when she put her hands in her pockets and pulled those jeans a touch tighter, I caught her glance back to see if I noticed. O fuck…
As we walked, we talked about school. She was actually studying a bit of linguistics and thinking of shifting away from her visual arts program. I was studying English, so we chatted a bit about random shit like phonemes and etymology. This kind of nonsense is usually my thing, but I could tell we weren’t really able to get into a rhythm. I was nervous. I was starting to think she was nervous too. We got to our place and sat at the bar. She was so little, that I had to place my hand against her lower back to get her up to the stool. She winked a little at me. “Thank you. Now, how about I get you drunk?” She’d do this kind of sly shit out of the blue every once in a while—a wink or a double entendre. It was WILDLY arousing when she did, but it was always wrapped in 30 minutes of some innocent conversation, so it kept catching me off guard. She was toying.
We drank and talked. I eased into my personality. She did too. I got to check in with those green eyes… Jennifer Connelly eyes. And her eyebrows… she said she gets compared to a young Madonna. I’m always looking for those little standout parts of a woman’s face that make her expressive and unique and fucking sexy. Thinking of it now, I’m amazed at how hot her fucking eyebrows are.
After 4 drinks each, getting to know each other, lightly grazing each other’s arms by accident, fun innocent banter punctuated by naughty puns etc. I noticed we hadn’t eaten anything ALL night. Maybe she really does want to get me drunk. She left for the restroom. I watched her ass as she walked. She put her hands in her pockets again. I was ready for the next step. But where to go? Being in the city, we were very much on her turf. Unfortunately, she lived with my cousin, and I was a little wary of running into her in case things did get erotic with Leah later. I’m not really sure what I was afraid of… I suppose I’m secretive about my sex life. And I DEFINITELY didn’t want my family members jabbing about my escapades.
So I starting thinking, I’ll ask if she’s hungry… we can grab a ride towards the suburbs for food and end up closer to my place. Best case scenario, we eat salads in my bed and she gets to show me what those jeans are hiding. But as soon as she got back, she said, “I’m getting tired. Walk me back to my place?” Shit. “Oh… Okay. Is Steph there?” “She is—she’s probably sleeping.”
We wandered our way across town to her apartment. This time the walk and talk was way more stimulating. I was loose. She reached down to take my hand. That was sweet. Then she mentioned how big my hands were and winked. We arrived at her door and she showed me in. I was more and more into just chatting with her, so I was in no hurry. I looked around to get a sense of the space. We stood in the dark in a really old, useless first floor mezzanine. Ratty carpets. No ceiling lighting. Wood floors. I just caught sight of some student art work around the floorboards when a light at the top of the stairs flicked on, and Leah started to rush me along. I wasn’t sure at first why.
Then from the top of the stairs, “How did it go?”
Uh-oh. It’s Stephanie. “Hey Steph, um...” Leah shoots me a smirk “…it’s still going”
“Hi Steph.” She was now at the top of the stairs, so I waved. Then I realized… Um… is she… totally naked right now?
She let out a little shriek and rushed away from the stairs “Oh my god, I’m sorry! Bye!! I’m going to bed.”
A moment passes. Leah laughs. “Whoops! Was that weird for you?”
“Yup.”
“I should have texted her we were coming back.”
“Does everyone just walk around naked in your world?”
Pause. Green eyes locked on mine. “Usually.” She played with her deep v-neck collar a little bit.
When the coast was clear, Leah took my arm and pulled me up the stairs. She led me towards the master bedroom at the front of the apartment. The ceilings were vaulted and the huge front window looked out onto the city street. She had books everywhere, and a range of mediocre to really unique pen and ink drawings that her classmates had gifted her. I handled some knick-knacks she said she’d stolen from various house parties in the city.
As I fidgeted, she laughed and asked, “Are you nervous?” I guess I was, but when she called it out I immediately felt more controlled. So I replied, “No, ma’am. Are you?”
“Is there something I should be nervous about?”
More and more I realized that we wouldn’t be talking through the night. “Hey, it’s your turf. I think you’re in charge here.”
“Lay down with me… We’ll choose a movie.”
She laid atop her bed, and I joined her. We laughed a bit about some of her DVDs. It was 2013, so we didn’t have many streaming options. We landed on one she said she’d been eager to see and slotted it into her laptop… Lost in Translation.
SEX TIME:
I settled in for a second. As we stopped chatting, my mind was fixated on getting her jeans off and sucking her soul out through her clit. My heart was pumping. We had hardly touched each other, but I was already getting hard. After about 3 minutes of tension, she pulled my head down to kiss her. I shifted her on top of me so I could grab her ass. She took her shirt off and revealed that, all night, she was braless. She smiled very wide. Once again I got a sense she had been hoping for this as hard as I had.
The laptop pushed aside, she began grinding against my body. She must have felt my cock hardening, because she adjusted to just the right spot. After a minute, I took over. I tossed her on her back—she was just so good to toss around. I spread her muscular legs. She said, “I used to be a dancer. Stretch me.” So I stretched her legs straight out. I pulled one of her feet to rest behind her head while she smiled proudly. Holy fuck. I rubbed her crotch and noticed her wetness had made it all the way through her jeans. I told her I love how wet she was, and she confessed she’d been quietly rubbing herself on the stool all night thinking about this moment.
I stood her up and told her to turn her ass towards me. She obliged and grabbed her ankles. I spanked her and rubbed her wet pussy through her jeans. I spanked her again and she moaned. I told her to remove her pants for me. I spanked her bare ass. I told her to slip her panties down. I spanked her again and ran a finger down her wet lips before tossing her back on the bed. She was completely naked, begging me to show her how hard I was. I started on my shirt while she bit her lip. I took my time, one button, then the next. She couldn’t wait, so she started on my belt while I teased her. She finished first and yanked my pants to the floor. She stroked me for just a moment while she gazed at my cock and looked me in the eyes. I reached in my pocket for a condom while she laid back in the middle of the bed. She pulled me to her. I donned the condom and positioned my cock next to her warm, wet pussy and entered with one, two, three slow thrusts. She closed her eyes.
Inside of her, I slowly gained speed. The wine had helped desensitize my cock, but I had to take it easy if I wanted to make this last. She bucked back with each thrust. She wrapped her leg around my back and began rubbing her clit. The movie played in the back—we caught eyes and laughed a little bit. Then I picked up speed. I fucked her in this position, simple missionary, for a few minutes. She rubbed herself gently and moaned.
I was almost too wrapped up in the sensation. She pulled my head down to her and whispered to me, “You know you can take me however you want.” I’ll never forget the way she said it. She was hungry. She knew what she wanted. She even said ‘take me’ which just made things sound more primal, like I was storming her goddamn castle and marauding her lands. She was only the second person I’d ever had sex with, so I was playing things a little safe so far. But my first girlfriend and I were freaks, so I wasn’t afraid of other positions—I think I was just reveling in the simple pleasure of a new person’s body. But she made herself clear. So I turned her over. I put her on all fours in front of me and grabbed her hair. I spanked her with my free hand. I rubbed the head of my cock against her lips again and thrust in as deep as I could go.
She cooed like this was the spot she wanted me to find all night long. I’d found it. And I hit it again and again until her cooing turned silent. I sped up while her mouth gaped silently. She barely breathed, so I went deeper. I was ready to come. But I could tell she was close too. I let go of her hair and pulled her up off of her hands so that her back was against my chest. I fucked her so quickly that I couldn’t hold back my orgasm. I came. And when I did, I did everything that I could to keep pace so she could come too. I held her throat while I fucked her. I ran my other hand to her clit and just placed it there. As soon as I did, she rolled her hips once, twice, three times, and I felt her whole body shiver while her pussy contracted on my cock.
We fell asleep with the lights still on and the movie playing from the laptop that was now on its side on the rug near her bed. When I woke up, Leah had begun readying herself for a Saturday meeting with classmates. She kissed my neck and gave in when I pulled her crotch to me to kiss. She mentioned Steph had definitely left, so I could avoid the morning-after hellos. Then she walked out and told me to check my phone for a little gift later in the evening. I took the train back home and slept until the afternoon. I checked my phone about 5:30 that evening and saw a picture from Leah—her little dancer’s body in a sultry little tight dress hiked up to her hips. She added “Can’t wait to see you soon.”
Leah and I continued texting for some time and met up a few times after that. I’d be glad to write up one of those events if there is interest.
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