A Pair of Bent Glasses Led To [M]y 22 First Time With a Mil[f] 35 Part 2, The Remainder of the Night

So after many messages I decided to post the remainder of my first night with Annie. If you missed the first point the Cliff Notes are college guy fixes soccer mom’s glasses, goes for drinks with her and then has incredible sex with her. Part one can be found [here.](https://old.reddit.com/r/gonewildstories/comments/vioovf/a_pair_of_bent_glasses_led_to_my_22_first_time/)

The weed and the sex had made my mouth pretty dry so I got up and got us some water from the tap in the sink and brought back two glasses. I drained mine quickly and Annie sipped hers and set her glass on the table before snuggling back into me. I was pretty high and content for the moment to lay there with her head on my chest and stroking the smooth skin of her back. Annie however had other ideas. She straddled me and started making out with me, much to my delight. She reached down and grabbed my cock and started to slide her pussy up and down along my length and my cock quickly hardened as she rubbed herself all along my shaft. “Mmmm fuck that’s good,” she said huskily and then kissed me harder, her tongue pressing hard into mine as her hips slid back and forth. I was enjoying this immensely but something in me decided that I wanted to switch things up. I used my weight to quickly flip her over and now it was my turn to work my wicked will on her. She seemed taken aback at first but that changed as I pinned her with my weight and used my right hand to start sliding up and down her very wet pussy while she lay helpless beneath me.

“Wait, not yet I …” she was trying to control the situation but my instincts told me to ignore it and I kissed her neck and throat as my fingers worked on her pussy. She gasped and I felt her shiver and knew that I was on the right track. I used my thigh to spread her legs wider and started to work my fingers into her and she moaned lowly as two of my fingers sank into her.

I used my thumb to grind on her clit as my fingers started to fuck her and I moved my mouth to her ear and softly demanded that she comply. I believe it was some version of “You asked for this. I knew it as soon as we met.” Anyhow she offered no resistance and actually whimpered a bit as I moved my hand down to grip her breast roughly. I have always been a natural Dom but this was the first time I had vocalized it to a partner. I instructed her to lay still and then worked my way down her gorgeous body, suckiling and lightly biting her tits and then all the way down to her gorgeous pussy. I took a deep breath and said in that same low voice, “God I love the smell of freshly fucked pussy.” She shuddered again and I heard a low moan come from her.

I started to eat her out again, the taste of our combined sex making me incredibly horny and my cock was rock hard again in no time. I flipped her over and pinned her wrists into the small of her back with one hand while I fucked her with my tongue and mouth. After a couple of minutes of this I asked her where she wanted my cock. “In me,” she groaned and I smacked her ass hard.

“Where do you want my cock?”

She looked over at me and I swear it was the horniest eye contact ever and she said “Wherever you want.” Well we all know where that was leading but I decided to extend things and let go of her wrists and moved to kneel next to her head. She got the gist immediately and started sucking my cock eagerly and I grabbed her hair and started to face fuck her a little. She was all for it and even started calling me sir in between saliva dripping gasps and I knew it was time. I got behind her again and started rubbing my saliva soaked cock head over her asshole and she moaned loudly again.

“Where do you want my cock?” I repeated and pressed the head against her asshole.

“Anywhere sir!”

“Where do you want it?” I asked again and this time I reached under her and started rubbing her clit.

“My ass sir! Fuck my ass!” she gasped and that was all it took. Having her beg for my cock in her ass was a dream come true and I didn’t waste time. I pushed steadily and it took a few seconds but once my head was able to push into her opening it was nothing for the rest of me to sink down into her. She was making low moaning sounds and her breath was ragged and quick. I slowly started to fuck her ass and she started rubbing her clit, moaning loudly. I lifted her hips to get her into a proper doggy position and started to fuck her ass with intent. It was like nothing I’d ever felt before.

Her asshole gripped me like a fist and there was no way I was going to last very long, previous orgasms or not. She had a corner of a pillow in her mouth trying to muffle the half moans and half screams and I was just preparing to paint her colon with cum when she shrieked loundly and I felt wetness all over my knees. She shuddered hard and jerked and my cock came out of her and she lay gasping and moaning for a moment. I didn’t know it at the time but that was my first time encountering a woman who squirted. That said I desperately wanted to cum so I pounced back on her and sank my cock in her pussy and started fucking her as hard as I have ever fucked another person in my life. She was reaching back, trying to kiss me but she was barely cohesive at that point and my only agenda was to empty my balls so with a few more thrusts I was cumming in her again, grunting like and animal and filling her with my cum.

I collapsed on top of her and we lay like that for a while, me gasping for breath and her still shuddering. After a couple of minutes she slid out from under me and lay face up with her arm over her eyes and not saying anything. I finally mustered the energy to get up on my elbows and kiss her stomach. She started to laugh and reached down and grabbed my cheeks as her blue eyes met mine. “Well you are *full* of surprises aren’t you?” she said and then lay back down. “If you keep this up I may have to adopt you.”

We snuggled up together and then passed out for a while. We had another bought a few hours later when I woke up to her sucking my cock and then I grabbed a cab home. We had many other encounters over the next year but nothing I remember more fondly than that first night together. One of the single best nights of my life.

Source: reddit.com/r/gonewildstories/comments/wi8h1j/a_pair_of_bent_glasses_led_to_my_22_first_time