The first time I 23[M] anally fucked a 21 [F] journalist

Sorry I haven’t been posting in a while, right now I’m backpacking southeast Asia.

So, this is the story about the first time I had anal sex, with a 21-year-old Danish journalist.

In the winter of 2019, I matched with a cute, curvy, blonde girl on tinder. She had just finished her journalism education, which I found quite interesting so we started chatting and hooked up the day after. The first time we slept together was great, it was energetic and left us both wanting more. So, the following days we sexted a lot. Like a lot a lot: revealing photos from the office, talking about fantasies, making demands – she had a thing for seeing me in my scrubs without pants, and generally turning each other on.

At some point the talk of anal came up, she had done it before and was pretty into it. That was still new territory for me, it didn’t take much for her to convince me to give it a try. A day was set, and the teasing went up a nudge.

The day finally came, and we met up at my dorm. We put on Thor Ragnarök in the background and jumped onto the bed.

Clothes flew everywhere as our hands explored each other’s bodies. We kissed, dry humped, and felt each other up for a while until I went down on her. I started to slowly and lightly kiss her inner legs moving up towards her pussy without ever reaching it teasing her all the way, the suspension was killing her and I could see how turned on it made her from the wet spot forming on my bed. I went back up and kissed her before letting my lips and tongue play from her lips to her neck, over her breasts her stomach and finally reaching her upper lips. I lightly brushed her clit with my tongue, and she let out a small moan. She grabbed my hair and pushed my head down, I let my tongue play with her clit a bit more before I simultaneously began circling her outer lips and opening with my finger. She pulled harder on my hair and I increased the speed, one finger went in and her body started moving on its own. I could feel and hear she was getting closer and right before she reached her point of no return I… stopped. “Fuuuuuck I was so close, why did you stop?” – “who said you are allowed to cum yet?”. -“please”.

I went down again and slowly stared up again, licking around the opening moving up to her small clit again. But this time I went in with two fingers and started massaging her G-spot. It didn’t take long before I could feel her tensing up inside and her grip on my head became stronger. “I’m cumming, please don’t stop”. I kept going increasing the fingering a little. “Thank you”.

She then pulled out a condom from my nightstand and slowly pushed it over my erect penis. She spread her legs and invited me in, I pushed myself into her still wet pussy and got on top of her, we started slowly in missionary so we could make out. Missionary quickly became doggy, now it was my turn to do some hairpulling, ending up in her riding me. After I came, we caught our breath, a weeks’ worth of sexual frustration from sexting and teasing had been released and we were spent. She got on her side and we spooned to the near end scene of Ragnarök, where Valhalla is destroyed.

“So, what happened to anal?” I asked – “you think we are done yet?” she laughed. We saw the rest of the film while spooning and caressing each other. We then went to take a shower and when we came back she threw me on the bed “My turn” She proceeded to go down on me and sucked the soul out of me, using both hands and tongue. “Think you are ready for round two?”. She went to her bag and got out a black butt plug, she put it in and went back down on me. She then turned around facing away and asked me to fuck her with the butt plug while she blew me. I pulled it out and her body went a little limp, where after I put it slowly back in.

I could feel I was getting close and told her. “Wanna put it in? think I’m ready”. I put on a condom and got myself lubed up. She got on all fours raising her firm ass. I guided my cock near and slowly put in the tip, she started shaking “not so fast” I put on more lube and went back in, this time going slower and a little further. After a few attempts I was balls deep. I grabbed her ass with both hands and slowly started fucking her, she started moaning “faster” I increased the speed and after a few pumps I could go at a normal rhythm. “Lay down” I got on the bed and she went on top of my guiding me into her again, this game me the opportunity to grab her hip with one hand helping her ride me, and with the other I started playing with her clit. Seeing her bounce on my dick with her D cup breasts swinging was such a turn on. I then guided my middle finger into her and placed my thumb firmly on her clit yet again, moving it in a circular motion. She increased the speed and fell heavier on my dick with each bounce. It didn’t take long for me to come, I sat up kissed her and came. She kept riding me a little before getting off and laying by my side, took a few seconds to get back into my body before I kissed her and finished her off with my fingers.

– “So what did you think?” she asked, – “It was pretty good” we kissed and she went to the bathroom to clean up.

That as my first time experimenting with anal, hope you enjoyed reading about it, feel free to ask questions. some people have asked me things after my last posts and have had some fun conversations

Source: reddit.com/r/gonewildstories/comments/fhj2j1/the_first_time_i_23m_anally_fucked_a_21_f

5 comments

  1. I’m looking to have the first anal experience with my girlfriend. Any tips on how slow to go?

    And did you use gloves and condom? Or?

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