The first time I [M] did a [F] in da booty.

This happened when I was around 18, I am now 31 so I don’t remember every single detail of this situation but I will do my best.

Like I said this happened when I was 18 and the girl I was dating at the time was 17. We were at my house alone one day laying in my bed watching a movie. she and I had been dating for awhile and we had sex anytime we had the chance. I was super horny as most guys are at that age, so I turned to her and kissed her. I started to move down and kiss her neck, chest, and down to her stomach. She knew what time it was and as I attempted to undo her button on her jeans she reached down and pulled my face back up to her face and said “I can’t right now, its that time of the month”.

My balls instantly turned blue. I laid back beside her and sighed, I thought to myself I could hint at a blowjob but that wasn’t one of her best skills, dont get me wrong it felt good but she wasn’t good enough to make me come. When she gave a blowjob, she didnt really do it with alot of enthusiasm. So I was laying there thinking ” I wonder what she would say if I suggested anal”. I’ve always wondered how it felt and seeing it in porn it looked like it would feel amazing. So I looked at her and said ” well there are other ways we can do it”, she smiled and said “a blowjob?”. I didn’t know how to say it so I said ” umm…no…maybe we could like….you know…umm…in your booty?”. She started laughing and she thought about it for a few seconds and she said “ok” while giving a look like she still wasn’t sure.

I told her ” we don’t have to if you didnt want to” but she said ” we can try”. That was all I needed to hear so I quickly reached under my bed and grabbed KY that I used to jack off. She saw the lube and started laughing again. We both took our pants off and she got on her hand and knees. When I started to lube up I looked down and saw her tampon string hanging out of her coochie, that wasnt really a turn on but I kept lubing. I started to stick it in her ass and I quickly realized that I was going to have to force this thing in there a little bit. I finally got the head in when she jerked and said ” ouch!! That hurt!” I asked “do you want to stop?” and she declined.

It took about 20 minutes before I got it in because she would jump and it would fall out or I would need her to stroke my dick to get it hard again. But at last I was in and I went slow because I didnt want to hurt her. It felt great, it was so tight and her moans made it even better. I came pretty quick because I was so turned on, and I came inside her. When I finished I laid down while she was still on her hands and knees. She started to look for her pants that were at the foot of the bed under my covers.

While she was trying to put her pants back on I looked at the middle part of the bed and staring back at me was a little piece of Dookie about the size of a pea. She got her pants back on and she started to lean back to lay beside me. She was about to lay right on it and she was wearing a white shirt I couldn’t let her walk around all day with a pea sized shit stain on the back of her shirt. She started lay back and it was like in slow motion, I couldn’t tell her, she would be so embarrassed but I couldnt let her lay in it. At the last second before she could lay in it I reached over and flicked that little piece of shit as hard as I could. Her head hit the pillow and I just smiled at her but in my head I was thinking about where that little turd landed. Eventually I think we both just fell asleep and took a nap.

So the first time doing that wasnt the greatest experience and kinda turned me off of it for awhile. I would go on and try it again later in my life and it was a much better outcome. This is 100% true story and thanks for reading. Sorry it was so long.

Source: reddit.com/r/gonewildstories/comments/izvkgw/the_first_time_i_m_did_a_f_in_da_booty