The Sex Files: Sex Standing Up Was My Most Memorable Encounter

Memories of the best (and worst) rides of your life.

A few years back, during a summer where I was feeling VERY single, I went on a bit of a dating app rampage. Tinder, Bumble, Hinge, you name it, I was on it. And let’s be honest, I was only really on it for sex. I had one or two casual dates, where we were both in it for the same reasons, and so we had some fun, but my quest for sexual pleasure really reached its peak when I hit it off with my third Tinder man, Max*.

We chatted for a while on the app before agreeing to meet for a few drinks. His DMs were pretty dirty so I wasn’t interested in wasting too much time on cocktails. When I met him, he was a little on the short side. Anyone who knows me knows that I only really go for tall guys, because I’m slightly above average height for a girl, but Max was around the same height as me. Obviously, it wasn’t a deal breaker. We went on to have a few cocktails, during which his confidence, cockiness and the odd casual cheeky comment about our plans after we got home drove me pretty wild.

When we got to my place, I stripped off and lay down on the bed. He climbed on top and we began kissing. He kissed all over my body, but held off entering me right away, which drove me crazy. A few minutes later he stopped and got up off the bed. He looked at me confidently and told me to stand up. It was almost like an order and his bossiness was right up my street. I stood up, and he gestured towards the wall. I was pretty baffled as to what he wanted so he led me to the wall. placed my hands flat on it and told me to bend slightly and spread my legs.

I figured he wanted to try having sex standing up, and from my experience, this never works. But before I could suggest moving back to the bed he came up behind me, placed his hands on my hips, and entered me from behind. He thrust deeply and I got such an intense wave of pleasure that I almost screamed. He continued to thrust: fast, then slow, caressing my breasts and kissing the back of my neck, then he reached around and began to gently finger me while thrusting with just enough force.

I couldn’t help myself from bending over even more to get as much of him as I could inside me. Before I knew it, I was coming so intensely that I had to push his hand away for the last few seconds, and I felt my knees go weak just as hed finished too. We lay back on the bed and kissed and cuddled until we fell asleep.

It was my one and only encounter with Max, but it made me take note of shorter huts from then on because our similar heights made everything seem effortless and I haven’t been able to have such intense sex standing up since. If you and your partner are of similar height, trust me, you have to try it!

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