Losing my virginity with my best friend [MF]

My best friend in high school was a girl named Lantana (like the flower). The guys in my senior class called her “Hotlanta” (like the nickname for the city of Atlanta) because she’s really sexy, and because she planned to go to Georgia Tech after she graduated. Lantana played almost all the sports at school and has always kept a tight, athletic figure and a deep tan. She has soft, blonde hair and blue-gray eyes. Gorgeous. Unfortunately, I never hooked up with her in high school. The timing was never right: one of us had a steady partner every time the other was free, and neither of us was really the cheating kind. I suspect she knew I had a crush on her no matter who I was dating, but she never brought it up.

Well, we graduated and I went to a college in South Carolina, and Lantana did indeed go to Tech. She started dating a guy who lived a couple miles from my campus. One Friday afternoon she called me and asked if she could spend the night in my dorm room. She had a date with her boyfriend, but she couldn’t stay over at his house. He still lived with his parents (we were all like 19), and they were strict types who didn’t believe in overnight guests of the opposite sex. My roommate had dropped out earlier in the semester so I had an empty bed. I of course told Lantana yes. Technically, girls weren’t allowed in the guy dorms, but my RA was a cool guy. There were a couple of band nerds who lived next door and shared the bathroom with me, but they had already gone out of town for an away football game. I didn’t have to worry about anyone ratting me out.

Lantana arrived to campus early that evening after the long drive from Atlanta. She looked as good as ever. She wore tiny gym shorts and a skimpy tank top, an outfit that showcased her long legs, toned arms, and perky tits. We hugged, and I got an instant boner. I felt it poke her hip. She had to notice but didn’t say anything.

After a little small talk, Lantana ducked in the bathroom to take a shower and get dressed. I’m embarrassed to say that once I heard the water running, I crawled under the covers of my bed and jacked off. I pictured her in the shower. I imagined kissing her neck, pinning her against the wall and thrusting myself inside her as she screamed my name. Wait . . . she was calling my name. But just to ask for a towel. I handed her one through the cracked door and couldn’t help thinking about how the girl of my dreams was completely naked and wet just a couple feet away. A little while later she was ready and walked out, wearing a slinky dress that swooshed just about her knees. She had lotioned herself up good, and her calves glistened. She kissed me on the cheek and said she’d see me later.

I went out for a few hours to a bowling night the Student Activities office had scheduled. There were some cute girls in the group I hung out with, and one of them even tried to flirt with me a little; but all I could think about was Lantana. I hated to think that some other guy was screwing her right then. I got back to the dorm and opened a beer (also technically against campus policy, but nobody cared) and watched some late night SportsCenter on tv. Finally, shortly after midnight, Lantana came back.

She stormed through the door. “Fucking asshole,” she said. I looked up at her. “Not you, sorry,” she explained. She kicked her shoes off and slumped down on the empty bed and told me about her date. He had taken her out to Applebee’s or some chain place like that, and then they had sex in the back of his pickup truck in some office parking lot. Not very romantic. I would have done better I thought, but still I envied him. Anyway, after they did it he told her he had to get something off his chest. He told Lantana that he had been with a couple different girls since the semester started and that he felt guilty about it, but he hoped it wouldn’t be a big deal because he didn’t know that their relationship was exclusive yet. Well, it was a big deal to Lantana. She dumped him. “I feel so dirty and used,” she said. “He could have at least called me and then I wouldn’t have had to drive four hours here just so he could fuck me one last time. I need another shower.” I didn’t have the opportunity to offer any words of consolation before she was already in the bathroom with the water pounding.

My heart was pounding, too. I didn’t jack off again, but I got plenty hard as I kept thinking about how Lantana — my Lantana — was in my dorm, naked and single. I tried to watch the SportsCenter guy talk about some upcoming football games the next day, but I couldn’t focus.

I heard the water turn off. She was rummaging around in the bathroom cabinets, then she opened the door a little and held something out. It was a box of condoms. She peeked her head around the corner and gave me a knowing smile. “What the hell? Who knew, right?” She stuck her tongue out and wrinkled her nose. Lantana was so fucking cute, but I didn’t know how to react. I just smiled and ducked my head back towards the tv, trying not to let her see how red my face was.

The truth was, I had never used those condoms. I’d never even tried one on. Although I’d made out with all my high school girlfriends, I was still a virgin.

Lantana came out the bathroom with just the towel wrapped around her. Her dripping hair hung down her back and water trickled across her bare shoulders and down her legs. She still had some soapy bubbles clinging to her neck under the ears. I tried not to make it obvious, but I watched her as she got dressed. Under the towel she pulled on a pair of cotton shorts with “Tech” written across the backside. I never saw her put on any underwear first. With her back to me she dropped the towel and tugged on another white tank top (no bra).

Lantana turned my way. The thin tank top clung to her everywhere that she was still damp, which was a lot of places. She didn’t have big tits, but they were the perfect shape and her nipples pressed hard against the fabric like they were trying to hatch from an egg. She said, “I don’t think I’m going to want to sleep anytime soon. I’m way too wound up. Do you want to play UNO or something?”

I got the cards, and we sat spread-legged opposite one another on the floor. Her legs were nested inside mine so that her bare feet leaned against the inside of my thighs just below my shorts. We played a few hands and joked about people we knew from school. Every time Lantana laughed she’d lean back, which made her boobs poke out even more. I got absolutely rigid. I could see that she noticed this time, as her eyes kept flicking downward to the tent in my crotch.

“So when did you finally lose it?” she asked. “And with who??” I knew exactly what she meant but didn’t know how to answer. When I hesitated, Lantana did that cute thing again with the tongue out and the wrinkled nose. “Wait, you haven’t had you? The box was never opened.” She took a long look at my tent again. “Maybe it’s time,” she said, suddenly serious.

I don’t know if it was the beer we were drinking, the frustration she was feeling, or what, but I made no effort to persuade her against what she was about to do. Maybe that’s wrong, but I wanted it too badly.

She tucked her foot tighter against my thigh, on the side where my erection was. She slid it slowly into the opening of my shorts. First her painted toes disappeared. Then her ankle bracelet. Before I knew it, her soft bare sole was warm against my shaft. My dick jumped a little, and Lantana laughed. She spent some time in there, rubbing up and down, flicking my balls with her toes.

Then she pulled back and took off her tank top. Her tits were amazing. Perfect pink nipples. A few well-placed freckles. She leaned forward and rolled my shorts leg up from the bottom so that my dick poked out. She took me into her mouth. It was a sensation like nothing I’d ever felt before: so warm and intimate. She took her time and was gentle, bobbing up and down and playing her tongue all along the ridge, sucking the head like she was trying to slowly pull a Tootsie Roll pop off the stick.

Lantana was completely prone on her stomach now. I reached underneath to cup her breasts and massage her nipples as I stared at the place where her shorts had slid down enough to reveal the top of her soft butt crack, peering out just above the “Tech” insignia. I was glad that I had jacked off earlier, or else I probably would have already came.

When I didn’t think I would make it much longer, she got up and padded over to the bathroom. I heard her open the box of condoms and then I heard her tear one open. When she came back out, her shorts were gone and she was completely naked. She had a Brazilian wax, and a fine little box of hair was perched atop a pair of puffy lips. I knew her pussy would be so hot.

Lantana tugged my shorts off and rolled the condom on. It was a little snug, but she made even that feel really good. “Let me do the work for this first one, ok?” she directed. I wasn’t going to object. She told me to lie down on my bed, and then she sat on top of me backwards. I don’t know what that position is called, but I liked the view. I could see her pussy lips yawn wide from behind as she eased herself down onto my shaft. It was brilliant and tight. She leaned forward and locked her elbows for support. She rose and descended, again and again. I couldn’t see her whole face but every now and then she’d turn her head to the side and I could see that she had her eyes closed and was biting her lip. She kept making squeaky little “Hhmpf, Hhmpf” noises. Then, after a couple minutes of that as the Hhmpfs got louder and more frequent, she said, “No, I think I wanna see your first one.”

Lantana got up and got back on, facing me this time. It was an even better view. I reached up and grabbed her tits and she started thrusting again. I slid my hand down and explored the top of her pussy with my finger. She grabbed my hand and nudged me in the right direction to find her clit. As I massaged it, her Hhmpfs changed to Oh’s. I don’t even remember what sounds I was making, but it must have been entertaining, because Lantana wouldn’t take her eyes off me and wouldn’t stop grinning and scrunching her nose.

Then we reached a point where the grin stopped and her mouth opened wide as though being forced, with a long “OHHH SHITTT!” She started bouncing as though riding down a mountain in a Jeep with bad shocks. At the same time, I felt my dick tingle and then explode in a rush of warmth. Lantana threw her head back and blew out short breaths like she was trying to blow smoke rings at the ceiling.

After we sat there for a moment trying to recover, Lantana dismounted and cuddled next to me on the bed. “So? Was it everything you’d thought it’d be? I know you’ve wanted that since we were freshmen in high school. I’m glad I got to give it to you.”

Source: reddit.com/r/gonewildstories/comments/6t1mmx/losing_my_virginity_with_my_best_friend_mf