[MF] My shy, nerdy date woke my roommates up with her crazy orgasm when I slipped my thumb into her ass…

I met Becca online. She matched my type totally: short but curvy, with thick curly brown hair, a heart-shaped face, and big dorky glasses. She worked in the sciences and we went on our first date in the city.

Becca was very shy. I’m normally not talkative, but throughout the night she didn’t share a lot about herself. We met for sushi and sake, then walked around the city at night. We stopped for ice cream, found a hill to sit on, and just so happened to catch the fireworks celebrating a win over the baseball stadium.

This was a power dynamic I wasn’t used to. Most of the girls I’d dated had been nerdy, like Becca, but also big talkers. They loved to talk about their studies, their favorite games, their favorite comics and manga. I knew Becca was nerdy, too, because she recognized a lot of the things I talked about. But whenever I asked her questions, she gave short answers and blushed.

I honestly wasn’t sure how the date was going. But as we watched the fireworks, Becca put her head on my shoulder and snuggled up close. I turned to look at her, and she smiled up at me. We kissed. It was pretty romantic.

Becca and I chatted online for a while. She was much more talkative over text. During the day we’d chat about the movies we’d seen, how work was going. And at night we’d get a little more naughty. I found out that Becca had only been with one guy, who honestly sounded like a real dud. She’d been raised very conservative, and hadn’t had sex until her early 20’s. She was still finding things out about herself.

One night over text I asked if she had any kinks she was still exploring. She admitted that she recently learned she liked to have her ass teased. I asked if she meant spanking or something deeper and she just sent me a blushing emoji. It got me pretty curious!

One weekend I invited Becca over to meet my roommates and hang out for the evening. I knew she’d like my roommates, a couple who were both talkative nerds. And everyone did get along! We played some video games, had pizza and beers, and had a lot of fun.

My roommates went to bed, and I offered to walk Becca to her car. She suddenly blushed a deep red. I asked her if anything was wrong, and she shook her head. She whispered to me, “I… I brought my pajamas and toothbrush.”

I was very happily surprised.

We both changed into our PJ’s and got ready for bed. While Becca was in the bathroom I straightened up my room. She walked in and my jaw literally dropped. Becca was wearing these soft pajama bottoms and a button-down tee that absolutely clung to her curves. Her top was buttoned across her large breasts, barely holding them in. I couldn’t believe how sexy she looked.

I could hardly help myself. I closed the door behind Becca and started kissing her neck, her jaw, her lips, my hands all over her soft PJ’s and the amazing curves inside them. Becca leaned into my kisses, her own hands slipping beneath my shirt and teasing their way beneath the band of my PJ bottoms.

It wasn’t long until we were in our undies and on the bed. I was kissing Becca deeply, my hips and erection rubbing against her panties. I asked if she wanted to have sex, and she nodded and blushed, still shy. I got a condom on, and her panties off.

I had a lot of fun fucking Becca. She was very submissive, and open to a lot. I ate her out, taking my time, enjoying the taste of her tight little pussy. I remembered what she’d told me about having a sensitive ass, so I made sure to grab her ass cheeks and gently spread them as I fucked her with my tongue and lips. She definitely responded, quivering and quietly moaning.

I got on top of Becca and slowly slid into her pussy. She kept nodding and whispering yes, her face and beautiful breasts flushed. She was so quiet that it made me quiet as well, though I am normally a real moaner. Her near silence made everything feel a little taboo, like we were getting away with something. It was a real turn-on!

Eventually I wound up on my back, and Becca lowered herself onto me. She put her little hands on my chest and rode my cock, her breasts swinging and her hair tumbling down over me. I was holding her ass, squeezing her round cheeks, guiding her pussy up and down my shaft. Becca suddenly whispered for me to wait. She ground her hips down into mine and started squeezing her boobs and pinching her nipples. Her eyes were closed and her tongue was stuck adorably in her cheek.

Becca’s hand slipped down and she started to rub her pussy. I just watched her, enjoying the show, my cock squeezed inside her. She was breathing quicker now, though still nearly silent. Suddenly she gave a tiny squeak and a flush spread over her breasts.

“Did you just cum?” I whispered.

She nodded, blushing.

I pulled her in and kissed her. Becca pulled off of me and we lay there for a while, just kissing and cooling down. Becca snuggled up close, her beautiful breasts squished against me, her thigh thrown over my hips. Soon the warmth of her thigh stirred my cock, and I grew hard again. Becca bit her lip and started stroking me, and I continued to swell up until I was rock hard.

I asked Becca if she wanted to fuck some more, and she nodded, still nearly silent.

I guided Becca onto her knees, spread her legs, and entered her from behind. I started slowly, but picked up my pace. Becca’s large breasts swung under her small frame. I loved feeling my hips slam against her round ass. I started to run my fingers over her ass cheeks as I fucked her. Becca barely moaned, more of a whisper than anything. I ran my thumbs between her cheeks, just grazing her asshole. Becca gasped.

I decided to go for it. I got my thumb wet with saliva and rubbed circles around Becca’s rosy little asshole. For the first time, she moaned louder than a whisper.

“Is it okay if I go deeper?” I asked.

Becca nodded, breathing hard.

I continued to fuck her, and slid my slick thumb into her asshole.

Becca suddenly let out a huge moan, and nearly shouted, “Oh fuck yes!”

I fucked her ass with my thumb, and Becca continued to groan and moan loudly. She came quickly, and I couldn’t hold back, I came as well, my cock buried deep in her pussy.

I spooned her on the bed, and I was laughing with surprise. Becca, on the other hand, had reverted back into her shy self. She was blushing and whispering apologies. I told her not to worry about it.

We lay there, spooning, and suddenly heard my roommates stirring. Through the cheap walls we could hear them asking each other what the hell had just happened. Becca was mortified, though I still found it funny.

The next morning, Becca and I walked out of the room to knowing looks from my roommates. Becca blushed the entire morning until I walked her to her car.

I continued to date Becca for a while. We had a lot of fun exploring our kinks. But I’ll always remember that first crazy reaction she had to me putting my thumb in her ass!

Source: reddit.com/r/gonewildstories/comments/10n350l/mf_my_shy_nerdy_date_woke_my_roommates_up_with