I do a lot of travel for work, and with my new freedom was ready to experience cock for the first time, but I did not want just a random hookup, but a...connection as well, so with my travels I would search the LTR ads on doublelist, and after weeks of searching, I see an ad that caught my eye, 45 yo seeking friend with more but no pressure, perfect I thought, so I replied, and we started to email, and chat, as my visit to his town was about ten days off. We hit it off, he liked how I was. After a few minutes I got up from the sofa, walked into the kitchen and explained I was not feeling well and was going to bed. He sat there with a smirk on his face, asking if I'm feeling okay. I just nodded, turned away and closed my door. I sat there for what felt like hours and then I heard a light tap on my bedroom door, I turned around to see him slowly entering my room. The sight of him made me go weak, he was just wearing his boxers, leaving nothing to the imagination with his hard cock. This time Captain Jason three of the other men to go explore the town. Oren; the navigator, Reginald or Reg as he was called by everyone; the medical officer, and Lynn; the security officer began the long trek to the town. Having been told of some of the habits of dress in the previous town (but not the sexual part) watched from a hidden spot outside of the town for an hour or two before entering the town.Like the previous town, there seemed to be a dress code, for this town it was different. (It is very difficult to take pictures one handed in this position, but they seemed to be turning out very well). My husband always wanted to play with my ass, but I would not let him. Too scared it would hurt or be weird. But that little vibrator was causing some wonderful sensations in that area.I then stuck the end to my puckered hole and started pushing in. As first it didn’t seem to want to go, but then, with the KY added to my hole, it started sliding in. WOW! One vibrator shoved.