This year we have had a lot of fun making videos and taking custom requests, so we have been exploring new things. After a fun date night full of lots of laughs and drinks, and discussions about the blog, we decided to go home and have a little fun since the blog conversations about all the feedback, likes, and followers we get made us so horny! Birth control messed her up a few years ago so we use condoms now, so after having some great sex where she came, I needed to remove the condom to be able to cum. We were both in a good horny mood from a fun night, so I decided to test the waters using lots of Uberlube and trying just the tip in that virgin booty of hers. At first she was very hesitant since she never wants anything in her butt, however she knows if she says “No” that I will stop right away so she moaned some complaints and needed some breaks, but she was interested in exploring this new experience so she let it continue :-) As time went on she was more comfortable even though there were times she didn’t like it too deep. The sideways position seemed to be the easiest and most pleasurable way for her to enjoy it. The cumshot that came from this exploration was huge! I pulled out right as I started to cum and started shooting on her beautiful booty, but then there was a second buildup and a bigger cumshot that followed! This first time penetrating this stunning anal virgin was amazing! Since we went slow and used lots of lube, she was open to it the next week on date night too, so hopefully this will be a new avenue for bareback videos for us and open lots of more content options ;-) The video has multiple scenes with different angles we tried, and as usual a replayed cumshot in 0.5x and 0.25x speeds at the ending for maximum enjoyment