Roxy's First Anilingus

So, we accidentally made a sex tape (more dets in the Intro Vid). Now, now, we had planned to take a few pictures for a theme day. And maybe short clip. We did not intend for that to escalate into the fifth time having sex in the last 24 hours. Turns out we nearly broke him...

Until more recently, I've never been a fan of anal play. I would have to be in just the right mood, and then it wouldn't last long. However, I had recently decided to make a more concerted effort to see if I could make it more comfortable and enjoyable on a regular basis. That's when we broke out the butt plugs. You remember? The ones from the first set of intro videos? Yeah, those were NOT working. So... we ordered a new set. Rainbow stainless steel, with a cute gem on the end! Perfect! One afternoon, we decided to give them a try. The little one was easy, and we played because, well, we had to give it a full test run, right? The plan was to wear it or a bit in preparation for later that evening. However, it did not pass the test and quickly fell out.... while I was walking down the stairs. So, we upgraded to the medium later that evening. That one, to, was fairly easy, so we played some more. Gave it the full test run. We never did make it to full anal. He did, however, fuck me good and proper with my new butt plug in place. Now... now he likes to call me his little ass slut. What can I say? I know what I like.

This Video turned out very differently than planned. We had be talking to a third for some time, feeling out if he wanted to be apart of our fun. We met for a date to get to the face to face out of the way. I'm not saying he cat-fished us, but he certainly did not put his best foot forward. The date was a bust. So we left. We took some flasher pics and video, as you will see in the intro. This always paves the way for more fun at home. As we say the worst case scenario on a SexyDate is that we end up having sex with each other. Enjoy... SJ

For New Years we attended a hotel takeover. In the middle of the day, Roxy decides she wants to give me a show. Dressed in her typical sexy elegant way, she doesn't even bother removing anything. She grinds herself to a rather intense orgasm.

While we have very regular sex, I, (James of SexyJammies) need assistance. See, I broke my back. Some what significantly enough and stubbornly enough to have lasting neurological effects. Some days end in complete satisfaction while others, an equal number I might add, end in frustration. Better living through Chemistry to the rescue. Trimix is serious ED medication. This video is all about the first time it was given to me. Don't worry its still hot, just with underpinnings. Watch the intro first for the entire backstory...

I don't typically give road head. It makes me nervous. I'm terribly afraid he's going to wreck the car and I'm going to die in a fiery car crash with a cock in my mouth. It's not that I have it planned to go out in a less glamourous fashion. Quite the contrary. I would just prefer to be a lot older when it happens. Anyway, there was this house party. I'm not going to spoil it for you. You can listen if you so choose. Here's what I will say. It was HOT. I was horny. And I decided that I needed a cock in my mouth, ASAP! I'm fairly certain it went on for a bit before he turned the camera on. What made him turn the camera on? It may have been because I give amazing blow jobs. But what's more likely is that he did it after I asked him to finger fuck me and make me squirt. And he did just that.

We had an "Anal Fail" and he decided to "make it up to me". Of course it was before I had to work a 12 hour overnight after a 2 1/2 hour drive. His response? "I'm sorry for what you will be going through tonight." Fortunately for him... I really enjoy anal..... most of the time.

We had a rare opportunity, with a three plus hour drive ahead of us, to make some stops and take some pictures. So we stumble on this Industrial Park with lots of cool goodies to shoot near and on. She had packed for the potential occasion so of course she HAD to get naked outside more than once. I may have encouraged some of that. That may have been a bit to much encouragement ;-) At our final stop of the day we decide we'd had enough. The rest you can see for yourself. And do listen for the Bothersome Cessna, who attended all our shoots that day.

Every once in a while Roxy feels particularly feisty. She very much enjoys being an exhibitionist for me and our closest friends. She enjoys being watched. I enjoy watching. You get the pleasure of watching Roxy put on a bit of a Show.

So the week the planet shut down last year we had plans. Sexytime with sexy friends plans. Obviously, we had to reevaluate those. Instead we had some Whiskey, took some pictures, and viola! Desktop Anal sorta just happened!