[MF] Taking Ali’s Virginity at a Renaissance Festival

This happened twenty-ish years ago. The internet was still new and fresh. Most people met irl at clubs and bars and shit. Not me. I was a rebel. Okay, I was a nerd. I met this girl on mIRC, Ali. Of course, I was skeptical. I wasn’t stupid, but I was only 18

We were in the same channel talking for a year before we started talking in PMs. That led to telling each other our locations which was only like an hour and a half apart. We also mentioned we both go to the same renfest every year. Shut up. I already told you I was a nerd.

Anyway, after verifying our real faces, we decided to meet at renfest. I dressed as a young Lord and she was going as a tavern wench. It doubled as her slutty Halloween costume. The day arrives, and my friends and I head to the grounds.

Walking around, I was nervous to meet her. Yeah, we had sexy chats and even phone sex a few times. It was definitely on the table. But could I do it? And if I did, would I cum too soon from the excitement and anticipation? Would she like my cock irl as much as she did on a grainy webcam? So many questions.

I excuse myself from my friend group and head towards our designated meeting spot. I saw her sitting on a bench drinking from a pewter mug and laughing with another guy. It almost killed me and I almost didn’t go over. But Ali was beautiful. Her long brunette hair swayed in the breeze. As I approached I could see her blue eyes which always make me melt. A freckle on her left breast, visible because of the bustier, was something I’d pined over kissing for months.

My resolve steeled, I walked over, excused myself into the conversation and she squealed and jumped up and hugged me. The guy she was laughing with melted away and I never got his name. I sat down and we chatted a bit.

It’s weird meeting people you talk to on the internet because you tell them everything every night and there’s not much to say. After some long pauses, I asked if she wanted to go for a walk and she did. There was this large garden you could walk through that was at least quiet and semi private. I told Ali how hot she looked in the bosomy outfit. She said I looked dapper in mine.

Before long we were holding hands and eventually I leaned over and kissed her for the first time. Her pink lips were soft and sweet. I couldn’t help but wonder how the rest of her tasted. I knew of only one place secluded enough to continue without getting harassed by staff. My friend’s van we came in.

I make an excuse that I have drinks in it and we found my friends so I could get the keys to the van. To use renfest terms, much ribaldry was had our expense as we were teased off to find the booze stashed there.

Sitting in the van drinking and talking didn’t last long. Before I knew it she was straddling me in the back and grinding. I kissed her neck, exposed breasts, and sucked on her ear. The latter made her whole body shake as she moaned.

I grabbed the leather cord that held her chest aloft and undid the knot. Ali’s C-cups fell out of her dress and I immediately moved my hands and mouth to them squeezing and sucking where appropriate. She threw her head back, moaning once more, and grabbed my head.

She reached under us and I felt her hands on my belt and trousers. She undid and pulled off the belt and her hand found my cock. Ali was all of 5’1″ tall, so her fingers couldn’t fully wrap around it which seemed to impress her. She was biting her lip and stroking me wide eyed with anticipation.

“I want to fuck you so bad,” I finally said the words.

“I thought you’d never say it.”

“I want to be inside you right now.”

She climbed off of me and stood. She reached up her dress and slid off her panties. “That thong doesn’t look era appropriate.” Why do I say things? I don’t know. Luckily, she laughed and I slid off my pants as she climbed back on.

Ali angled her hips and I felt her warmth press against my cock. She was sopping wet as she alowly grinded her pussy along my shaft. I could feel the lips part and wrap around me. Her clit got even harder. We kissed and she moaned. Each time she thrusted upwards I could feel my cockhead getting closer to her hole.

Then it happened. She wrapped her hands aroubd my neck and rose up just enough and I slipped inside her for the first time. She very slowly lowered herself onto me. Despite being so wet, she was still a very tight. I could she on her face that it was a bit much, but she didn’t want to stop.

She pulled me out after a few minutes and resumed our outer sex. She leaned into my ear and said, “sorry, it’s my first time. I need a minute to get used to this.” My brain was screaming, “WHAT? IT’S YOUR FIRST TIME? AHHH I’M FUCKING A VIRGIN AND SHE THINKS MY COCK IS TOO BIG FOR HER!” What I actually said was, “It’s okay, baby. Take all the time you need.”

So we did this again a few times. She’d wet hump my cock and then slide me inside and fuck me a little. I asked her if she wanted to try a different position. She nodded. I reached behind the bench seat and flipped a latch. The back laid down flat like a bed. I grabbed the back of her neck and without stopping our parts touching got her on her back.

I reached between us and guided my cock to her. Our eyes met as I entered her and she bit her lip in ecstacy. “Oh my God, you feel so good inside me.” I laid on her, our bodies pressed against each other. Her breasts jiggled under me. I moved slowly, but it wasn’t long before her hips and hands encouraged me to speed up.

She was stifling her moans, but I could tell she was close to orgasm. I kept my speed and movements identical. I pulled up and held the back of her head and looked into her eyes and it was immediate. Her body shook under me as her orgasm exploded. I kissed her so she wouldn’t bite through her lip and she moaned into my mouth. When she finally susbided i slowly began mov8ng in her again. She asked if I came, a little scared, and I said not yet.

“Everything in me wants you to cum inside me, but I’m scared.”

“I can pull out.”

“Where would you cum?”

I shrugged and she said to get off giggling. I obliged and she shoved me back against the side of the van. She got between my legs and started sucking my cock. Her lips slid along my shaft and her moved perfectly on the underside as her head bobbed. She grasped the base and worked that too. It was an expert display, and I didn’t last long.

“I’m gonna cum,” I warned. I reached out and rested my hand on her head as I finally released. I felt stream after stream fill her small mouth and heard her audibly gulp and swallow my load. She worked my cock a little more and let go with a pop, licking the hole one last time for good measure and smiling up at me.

“There. Now you still got to cum inside me.”

I don’t remember much about the next 20 minutes, but we eventually found my friends who wolf whistled knowingly. We hung out the whole rest of the day and made out and held hands a few times.

When the sun went down, we found more secluded places and messed around some more. I fingered her to orgasm and she gave me head again before we parted ways.

We met up a few more times after that, but we drifted apart, as internet relationships do, when we both found people closer.

No regrets. I still think about Ali any time I go to a renfest.

Source: reddit.com/r/gonewildstories/comments/nj89er/mf_taking_alis_virginity_at_a_renaissance_festival