I will post the part 2 of losing my virginity story soon, just needed to make a few edits.

Courtney and I met on a dating app, where I had perhaps the best pickup line ever- “Good thing I’m becoming a lawyer, because I really want to be in Court.” She laughed, loved it, and we planned to meet a few days later.

Courtney was a nurse, 5”1, petite, and cute with light hair and brown eyes. Small A cups with a supple little booty, I couldn’t wait to spread her apart and see her pink little pussy. We spoke on the phone every day until our date, so I learnt that we liked the same kind of music, she loved late night drives, and she was moving cross country in two months. We even bordered on phone sex, and when she hung up those calls to go into work, I knew she was a little wet under those scrubs.

All of our calls alluded to keeping things casual while enjoying ourselves and the time we had together, if we liked each other in person. When I finally picked her up, she was a whole different person. Courtney wasn’t sweet and fun and giggly, she was hunkered down in her seat, glowering, and pissed. I tried everything to lighten the mood, but she was having a shitty day and didn’t want to talk about it.

It didn’t help that the bar didn’t have her favorite cocktail, or that the music was a bit loud, but even the walk after the bar was a bit stiff and down. I’ve never gone from such chemistry on the phone to nothing in person, and didn’t want to give up on her and the date, but she was clearly having a rough day. Courtney let me hold her hand during the walk and I clasped it between both of mine while we walked.

Finally when we got back to the car, I opened the door for her, but stopped her before she could go inside. Wordlessly, I just enveloped her in a hug and held her tight. I was expecting her to push me off and tell me to take her home… but she just breathed deeply and melted into my strong arms while I caressed her back. “Sorry I’ve been such a bitch” she whispered, “it’s been a rough day.”

I told her not to worry and held her for a couple more minutes before getting into the driver’s seat and preparing to take her home. Courtney realized my plan and stopped me, telling me that she didn’t want to go home yet. I was straight up honest with her and told her that she was in a bad mood and this wasn’t the girl who I expected to meet, but we could always meet up a different night.

But Courtney was persistent, she grabbed my hand and cuddled in close while I drove, before telling me to stop at the grocery store. I parked in the almost deserted lot and started getting out when she stopped me. “I want you to fuck me. I know I’ve been a bitch, but I really enjoyed talking to you tonight.” My jaw dropped, but of course she would be forward, she was forward all night.

I leaned my chair back and pulled her tiny little body on top of me. We kissed. Kissed again. And then kissed deeply while I massaged her back, literally feeling her stress levels ameliorate as I rubbed her down. Courtney sighed into my mouth as I massaged her ass and hamstrings, she had a long day, and needed to relax. Soon, she felt my hardness pressing into her tummy and just crawled to the backseat, forever blunt.

I got out of the car and went around just to find her topless and with her shorts around her knees. She had a cute little thong on and I pulled her on top of me so I could play with her sexy little body. Face up she lay on my legs, my right hand teasing her wet pussy through her panties, while my left played with her tiny tits. Courtney moaned softly as I played with her nipples and occasionally did a sit up on my legs for a kiss.

I decided to try something with her, and started talking as soon as I slipped a finger into her panties, grazing her clit. “Do you like being my sexy little toy?” I asked gutturally. “Do you like lying on my leg and having me play with your sexy body as I wish?” Courtney just moaned and spread her legs a little more, inviting me in. One finger, then two, and constantly telling her how hot it was that she was so wet for me.

Courtney couldn’t respond, she was just a wet mess with intermittent moaning and heavy breathing cycles as I fingered her pussy with my thumb on her clit. I slid my left hand off of her boobs and under her neck so I could reach around and choke her. My hands looked so big and hot as I ran them over her petite body. Her muscles tensed up and Court moaned while I leaned down to kiss her at the same time. She finally spoke, and it was the hottest 3 words any guy can hear “I’m gonna cum.”

And with my left hand around her neck, my right with two fingers curled on her g spot and thumb on her clit, she did. Our bodies were so close together and I felt the electricity run through hers as our kisses turned into Courtney’s moans in my mouth. I choked her gently through the orgasm, which she told me after made it so much longer than she expected. And suddenly she was a different person.

Courtney sat up and crawled onto my lap to kiss me, suck my fingers, and just turned back into the sweet, giggly girl I knew. She became so affectionate and frisky as we kissed, unzipping my pants and sliding out my hard cock, purple and dripping in pre cum by now. She kissed the head and licked me up and down before promising me a real bj later but now she wanted me inside of her.

Who was I to complain? She hopped up and slowly sank down on my cock, warmer and tighter than I had expected, her pussy gripped my cock. She slid all the way down my thick shaft and said “let the record show that you are now in Court.” I had to laugh, and she wouldn’t tell me how long she had planned to say that. No lube necessary, she rode my cock, skin on skin, as my hands went immediately to my weakness: her supple ass. I kneaded her cheeks and teased her butthole as she rode me like a good girl, apologizing for how she acted earlier and telling me she wanted to make it up to me.

Courtney begged for my cum and jumped up and down on my cock, but I did not want to make a mess and give her a Creampie on the first date. I lifted her off of me and she immediately started jerking me off with the head of my cock in her mouth. Humming and moaning on my throbbing cock head definitely put me over the edge. I came in her mouth as she moaned, and she held it all there to show me, before swallowing every drop and using her thong to clean up her lips and my cock.

She put the dirty thong in my center console and pulled up her shorts before crawling back onto my lap for some cuddles. She didn’t stop saying sorry and wasn’t even a Canadian 😂 I felt bad but I kept telling her that alls well that ends well. We eventually went back to her place and I laughed again while watching her skip on her way to the door after kissing my cheek and telling me to text her when I got home safe.

She was already sleeping when I got home, but a couple of days later I got a text “hey, I’m in a bad mood, and I lost a thong two days ago, wanna go for a drive?”

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