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S.S.

Age when it happend: 21
Where it happened: Hotel
Sex: Female
Rating: 5
Category: Straight

It was the end of May, memorial weekend to be exact. I had finished the last of my finals for my last semester in college a few days prior, and was now getting ready for graduation that warm morning. My family was in town and so was a friend. One in particular, Isaiah, called me to let me know he had just arrived on plane and was heading to his hotel to check in. I offered him to stay with me in my apartment but he refused.

I spotted him in the crowd as I sat through the ceremony, talking to a girl, nonetheless. She was pretty. Long hair, dark eyes, so his type. I texted him a few times, teasing him. Apparently, he knew her from back home. She was in town for her own friend’s graduation and spotted him as they were entering the stadium. I couldn’t help it. It was my dad and I wanted his eyes on me. I’ve had a crush on him since I could remember but chose to remain friends after we tried in high school. He wanted more than I was willing to give him. But somehow, eventually, rekindled a friendship.

I found Zay and my family after the ceremony, conversing amongst themselves. When they spotted me, waves of “congratulations” screeched through the air. It was such a happy, joyous, day. A good friend of mine who graduated the year before, Ryan, came and gave me a huge hug, lifting me off the ground.

After pictures and congratulating my fellow friends and classmates, I left the stadium to have lunch with my family and invited Zay along and rode with him to the restaurant as my family followed. We talked a lot about my future plans and that girl. I got the feeling he had a crush on her, or the other way around.

After lunch, we parted way. I went with my family to their hotel and Zay went back to his hotel. He told me he’d meet up later on to party.

The night came and I headed out to the bar with my friends. Bar was crowded, probably due to the holiday weekend and the other graduation. Ryan came by, and soon after, Zay. By then I was slightly buzzed, having 2 shots but drinking earlier at lunch. I was at the bar with Ryan conversing with him when I saw that girl. In she walked and gave Zay a hug. I was pretty mad that he invited her. I mean, didn’t she have her friend’s graduation to celebrate? He introduced me to her and I didn’t like her. Call it jealousy or what you want, but I thought he could do better.

He was with her all night, and I was back and forth between my friends and Ryan. Zay was no longer around to be found and heard from he friend that he left with her. Some friend he is. I was mad, so I drank and drank and eventually texted him calling him a terrible friend and that girl a hoe.

It was 1:30 by the time I got to my apartment. I decided to stop drinking around midnight. Ryan took me home, and as we talked, I got a text from Zay. He said why should I care when I had my boyfriend, around. He was referring to Ryan. And that set off a texting argument. One look at his messed up text messages and Ryan offered to beat him up and convinced me, he was a horrible friend.

After calming me down, I decided to call it a might and have Ryan a huge hug before leaving his car, followed by kiss. I pulled back as he tried to slip in his tongue. I didn’t know if I wanted it.

As I walked up the stairs, there he was, looking super pissed at me, Zay. He’d seen the whole thing. Me with Ryan. Sitting in his car. The hug. The kiss. It’s like him to intentionally get under my skin (the texts).

I was totally over it. Tired. Mad at him. And told him I was going to bed. I couldn’t go to bed though. I lied awake until 3:30 thinking about our fighting.

I decided to drive to his hotel to talk to him. I knocked on his room and to my surprise he answered. He ordered a movie and was in the middle of watching it when I arrived, catching him by surprise. There he was, in basketball shorts and that incredible body of his. Cut and lean.

After about 30 minutes of telling him how bad of a friend and person he was he leaned down as I sat on the bed and kissed me. This, was the kiss I wanted, with him. And before I knew it, he was picking me up bringing me higher on the bed to the head bored and laid on top of me, his body pinning me down his tongue in my mouth my hands clenching his bald head.

His kissed moved down from my chin to my neck to my chest bone and e pulled up. Kneeling between my parted legs, he brings my knees up as h runs his hands from my ankles to above my knees and lifts up the hem of my dress. Leaning down he kisses the side of my knee to the top of my inner thigh, from one side to the next until I feel his lips over my panties, over my clitorious. And in one move he slips them off me and I can feel his tongue as it circles. I remember thinking, I’m glad my roommate took me to the spa to get pampered, where I also go waxed.

All I feel is his tongue and his strong hands holding my thighs before one of them brushes up and before I know it, he slips a finger inside me. And before I knew it another finger and boy did that hurt. I squirmed around, the sensation so overwhelming and clenching the comforter. That feeling built up and before I knew it I came.

Zay pulled me up into a sitting position and managed my dress off and un hooked my bra. As he let me lay down, he kissed me, moving his lips and tongue from my mouth, to my neck, and down to my nipple, sucking one and then the other before pulling up, cupping my breast. He kneeled between my legs and I propped up on the elbows to see his erect penis, he cupped it and stroked it. He beautiful large penis and his trimmed balls. Never knew this about him. As he for larger, it set in, how the heck would he fit into little ole me. He leaned to the side of the bed and pulled our a condom from the night stand and slipped it on. He leaned down, sucking my nipples once again, his fingers on my clitorious after telling me to relax. He was probably the only guy that knew I was in fact a virgin.

He pulled up fingers still on my clitorious and slammed
Himself to me and the pain shot up as my eyes teared. It hurt so much and I was ready to tell him to get the heck out of me. Leaving his penis inside, he leaned down wiping my eyes before slowly slipping out of me, me feeling his size. He slammed into me once more still painful but not as much as the first time. He told me how right I was as he slowly pulled out. He leaned down kissing me, and slammed again and again before, staring into my watery eyes as he slammed again and again picking up speed. Boy did it burn And I could feel the trickle of blood. I closed my eye and with each time he slammed relaxed until it went from burning sensation to just sensation. Our breathes rapid as I opened my eyes to find his on me, and pulled him down to kiss as I moaned in his mouth. The feelings all built up like before and his pounding faster until I came moaning out loud as he trusted harder and faster until he came with one huge thrust.

He lay on top of me a few seconds, the weight of his body heavily on mine. As he lifted himself kissing me, then kneeled and pulled himself out, pulled the condom of showing me it filled with come and covered with blood. He made a shooting motion and tried to shoot it into the trash can but it fell short. We both laugh and he leaned down to kiss me, asking if I was all right before laying next to me. I rolled to my side and laid my head on his chest his arms wrapped around me. He kissed my forehead and before I knew it I dozed off.

I later woke to him frantically packing for his flight. Which ended up missing, having to catch a later flight and having sex at my apartment later that day. And a few weeks later when I went to visit him, and a few more times after that before he eventually moved across country.

Our careers had us part ways and we eventually grew apart until yesterday when he called me up out of the blue to tell me he’d be in town for a convention. Where it’ll take us, who knows. But I will forever remember that summer fling with the guy I’ve crushed on for so long.

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