When me and my girl first got together and started fucking on a regular schedule. I was always curious how it would feel to go anal. I asked if we could try it out and to my surprise she said yes. I didn’t think she was prepared for anal so I got a condom. I spend a few minutes trying to shove it in but she kept saying take it slow and I was being rough. I won’t lie and say I was rock hard, it was a little intimidating going into something so tight, so I got some lube and used a fuck ton of it. I started to thrust my half erect cock inside of her and as I got the tip in the grip it had on my dick started to get to me and I got harder and harder. My cock started to grow bigger and bigger inside of her and the increasing pressure from the both of us only made me want to start thrusting her from behind. It was only when I was fully erect that I slowly started to push in slowly inch by inch. She stopped me before I got balls deep and moaned how big my cock felt inside of her and how she could barley handle it. So I pulled out and took the condom off. Just like that it was over. I asked her how it felt and she told me. That it was a new experience and that she started to like it but that maybe another time would be better and she could be more prepared. We cuddled for the rest of the day until we got hornet again and fucked vanilla.
So that was the first time. But the first time we had anal that lasted for more that a few minutes and wasn’t just some awkward game of twister was just a few weeks ago. We were making out after I got out of work. I try to keep clean while at work but I’ll usually be sweaty and covered in some dusty and oil so I shower after work immediately. Well today my girl was home before I was and when I got home we started to get into thing. That’s when I paused and told her I don’t wanna have her suck my sweaty balls let me shower. As I was setting up my clothes and turned on my Spotify I saw her waiting so I said “if you wanna get to things a little faster why don’t you hop in with me”. She was delighted and we both got in singing and washing up then I whispered and asked since we were in the shower if she wanted to try anal again it would be clean. She agreed I was already pretty aroused just being naked with my girl. I thought fuck this water makes it hard to fuck so I got a ton of my sandalwood soap and let her start lathering it on my floppy dick until I got hard. She bent over and told me she was ready. I slowly started to penetrate her, instantly she moans louder than i expected and it only made me start throbbing. Only the tip in and I thought I was gonna bust. Thankfully she tells me to wait inside while she relaxes a little bit. After a few more seconds I start to keep going deeper. Moaning as I keep going it can’t help my self any more I want cum but I do my best not to. I’m finally balls deep and she keeps going with the dirty talk “it’s so good”, “fuck it’s so big” or “god I love it”. I’m flexing my dick while all the way inside of her and my girl is so tight I finally ask her is she relaxed enough? She says yes and I start to pull out slowly and as I start to push back in she moans that she wants me to go faster. I didn’t have a problem with that not one bit. All the soap made it extra slippery inside of her. This wasn’t anything compared to the first time trying this out. We were both enjoying it more than we thought we would. After about three minutes of some slow strokes. I decided to get rough. We both are really comfortable with sex and talking while fucking so if something doesn’t feel good we talk it out and get back to it. I grab her nipples and use some more soap to rub and grab them. I take a moment and grab the shower head and pulled it down turn the heat up a little and hold it to her clit. I can feel her legs start to give. I tell her to hold it there and I go back to grasping her tits with one hand while I pull her hair with the other all the while I’m fucking her tight ass. Then I feel it starting I’m about to bust a nut. So I go all the way in as deep as possible a hold her hips to mine and start to quickly trust like a jack rabbit and cum deep inside of her. I couldn’t tell if she could feel it but we both knew I came. We hold still my arm holding her tight tits in hand my cock still hard and throbbing inside of her. She turns her head up and to the side so we can make out as the water still hot sprays on to her clit. I start to rub it and after just a few moments her legs start to crumble. I hold her up and finally pull out.
So yeah this is was my first good experience trying anal out. I hope you guys enjoyed. I case y’all are wondering the two stories are about 7 or 8 months apart.
Source: reddit.com/r/gonewildstories/comments/ii8198/first_time_im_did_anal_with_my_gf