My first time alone with May [MF]

Ok, here’s the story of the first time May and I were together alone, as some have asked (see my profile for how our relationship started). This first encounter was quite different to what would become our normal interaction, this was a bit rushed.

The same evening that I had already been with Wing and May, I’d asked May to come back and see me alone after they’d been to the club, and she indicated that she would. However, at about 1am I had given up and was just going to go to sleep. I was in bed, in my boxers with the bedside light on, just drifting off to sleep. I heard what was becoming a familiar little knock. This quickly roused me and I rushed over to get the door. May was standing there looking a little bit dishevelled from probably a little bit too much to drink.

She moved through the door past me, and just started to hitch her little dress up above her waist. She had to wiggle slightly as it was quite tight, but she got pulled up to her midriff. She was doing this while walking slowly towards the bed, in a really overtly sexual way with exaggerated wiggles I think. When she got to the bed, she stepped out of her knickers and placed them on my bedside table.

I didn’t really have any expectations, but I didn’t expect what happened next. She got onto the bed on all fours, with her ass in the air and face on the bed. Then she said something quite softly. I couldn’t hear, so I went nearer, not taking my eyes off her glistening pussy, her slim legs, and those high heels. I was getting really quite hard now. She repeated her-self, “Hard. Fast.”

I was a bit unsure, but when she wiggled her bum and said, “Fuck hard. Fast” there was no doubt. I think she was in a rush to get back to her room, I’m not sure, but I didn’t need asking a third time…

I took my boxers off and got myself into position. This was the first time I’d done doggy-style, so it took me a while to figure out the angles, but eventually my tip was dipped and I started to negotiate full penetration. I don’t know if you remember your first doggy-style, but I found it tricky. I pulled her hips towards me and up a bit, then pushed her lower back down a little and suddenly felt her pussy open up as I slid myself fully in. She was soaking wet but really tight, and she let out a loud moan, as did I.

I pulled out slowly, just taking in the view – her lovely bum, the shape of her waist, those little dimples, her asshole, which puckered a little as I pushed in. She’d let her hair down at this point and it was a lot longer than I thought it would be, so I rubbed my hand down her back to play with her hair. She said. “Hard, Fast” again, I think I was taking too long for her, so I dropped her hair, grabbed her hips and just started thrusting, not too fast at first, but when I was confident about the angle I started going hard.

I could feel her pushing against me, as if she was encouraging me, so I just went to pound town. She was really quite loud at this stage, I think the alcohol was freeing her up a bit, so she stuffed her head into one of my pillows to suppress the squeals, and grabbed my sheets with her hands as I kept going. This really turned me on for some reason. It felt naughty.

Even having cum a few hours earlier, I could feel myself building to cum again after only a short while. Her scent, her ass, her beautiful pussy surrounding my cock, and just the shape of her body and the look of her hair sent me into overdrive. I said, “I’m going to cum, I’m going to cum.” I don’t know if she understood, but she took her face out of the pillow, turned to look at me and gave the sweetest smile. I locked eyes with her, she had such beautiful brown, deep eyes. It was too much, I unloaded another gallon or two (it felt like that anyway) deep inside her. She just loved it, she looked so happy and was quivering a bit (I don’t know if it was an orgasm or not, I like to think it might have been) and I was in heaven for sure. Once I came, she turned round, got off the bed, got one of my towels to clean herself up a bit, pulled her dress down and reached up to give me a really soft, gentle kiss, without breaking eye contact. She said, “Again, soon.” And kissed me again. She picked up her coat, smiled one last time and hurried out the room. She’d left her knickers with me, and this will sound weird, but I slept with them in my hand.

Source: reddit.com/r/gonewildstories/comments/ipzkq3/my_first_time_alone_with_may_mf