First time pegging experience

[Jeeptj2001.Private]

     For years now, I have been playing with vibes, bullets, dildos and other items to insert, just to see how they feel.
     It took a long time for me to finally admit to myself that it felt really good having something in my ass and vibrating against my prostate and at that time, I didn't know anything about a prostate. Google became my best friend as I researched why it felt so good and how much more I could do. It was then that I finally got up the courage.  
    My wife and I were up camping, in 2012, and she asked me if there was anything sexual that I had never tried before but was wanting to try. I hummed and hawed about it for a bit, knowing full well what I wanted to tell her. Finally I came out and asked her. "Have you ever heard of pegging"? She looked at me kind of strangely and asked me what that was. I told her that it was when a woman gets a strap-on and mounts the man from behind. She looked at me in total disbelief. "Is that what you want to try?", she asked. It was at that point when I was starting to feel like I shouldn't have said anything about it. She finally spoke again and said that she isn't sure that she could do something like that but maybe if she had a vibrator in her as well it might be possible. 
     Unfortunately I didn't have a strap-on with me and the next day I knew I had to go to town to pick up a few things. I went to the nearest Adult shop and found a cheap set in the clearance bin. I finally got back up to the campsite and quickly put the set into the trailer without her seeing it. I made sure that I had good access to the bullet that I already owned. 
     That night, when we went to bed I rolled over and started to caress and kiss her to get her into the mood. After about a half hour of foreplay, I rolled over onto my back and asked her if she remembered the conversation from the previous night. She assured me that she did and I asked again how she felt about it with her reply being "I don't know".
     I reached behind my pillow and produced the kit and bullet and proceeded to tell her that it was there and if she was willing to try then so was I. Unfortunately, that didn't go over very well and everything was forgotten about for a few years.
     Fast forward three years later (2015). We were going on a trip to Mexico and when I packed my bags, I put the kit that I had purchased years before in and hoped that I didn't get searched at the airport. When we were in our hotel, I produced the toys and with her being a little bit impaired, she lubed up the smaller of the two dildos and proceeded to stick it up my ass. This went on for about an hour with her moving it in and out however, she really didn't seem to be that into it. Once again everything was put away and forgotten about and I felt that it was never going to happen.
     2021 was a year that I will never forget. Covid, border restrictions, masks and being away from the love of my life for six months. I was stranded out of country and was only able to chat with her by phone. On a couple of occasions she suggested that while we were video chatting she would get naked so that I could see her but only if I would aim my camera towards my penis so that she could watch me masterbate. She told me that it really turned her on. Of course I was ready, willing and very able so I did as she wanted. 
     When I was finally able to get home to her, we had the best sex of our marriage and she told me that she was feeling so sexual. In fact, she was feeling more sexual than she had ever felt before. Once again the question came up. She asked me what is something I would like to try. I reminded her about the conversation that we had had many years previously and again she asked me if I really wanted her to do that to me. In a matter of minutes I cleaned the dust off the old toys and produced them for her. I said that I would really love it if she tried just once. That was the time that she finally agreed. With my assistance, we got the harness into position, placed the dildo through the ring and tightened the straps. It was like a switch had been turned on as she started giving me commands.
     I want you facing that way, hands and knees, don't look at me, I'm going to show you how it feels to have a cock in you and you are going to take it, like it or not. She grabbed the lube and spread a generous amount in and around my anus, first with one finger then two. She then proceeded to spread more on the larger of the two dildos and got into position. Slowly she pressed the tip of her new found cock against the opening of my anus moving her hips so as not to enter to quickly. She was shocked at how easy i took the head in and decided to press on. Inch by inch she inserted her tool moving it in and out but didn't go to far as she feared that she might hurt me. After what seemed like five or ten minutes, she finally said that she was all the way in and asked me how it felt. I told her that it felt really tight but assured her that once I relaxed my anus, it would be fine. She began f*cking me slowly only giving me about an inch or two of movement and as soon as I started to groan, that is when she decided to pick up the pace a bit.
     Now that she had the rhythm and I was more relaxed she began pulling out of me more and more until she was able to come almost completely out and then slam it back in again. She was banging me like she had been doing that her whole life. Damn did it feel good to have her behind me. First it was doggy style, then she pulled out and made me roll onto my back where she took me in the octopus style (yab-yum) and holding my knees, she was able to move easier.  This went on for a good hour until she was finally drained of energy. She wasn't used to being the top. 
      After we were finished, she told me how erotic it was for her to do that and she asked me how I would feel if she were another man. I told her that I wasn't ready for that and it would take a lot for me to get there. She informed me that it would be a real turn-on for her to see me going down on another man and having a man pounding me from behind. How do I know when I am ready for that or if I ever will be. The tingle in my prostate is telling me I am but the old world outside is telling me that it just isn't right. I told her that just because I enjoyed what we had just done, it didn't make me gay. She said "Why would you say that? Why do you think that I would care? just admit that because you wanted to try it and enjoyed it that you are Bi." I told her that I felt like I was bi-curious but just wasn't ready for the real thing.

     Am I ready? How do I know?

      

[Rio]

Wow that was very erotic. I'm sitting here with a hard-on jerking off thinking about her doing that to me.

[BamaFanNana]

great story. I have been wanting to try pegging a man, I also want to do a MFM and  do DP ( both men  in me ) ... maybesome day i can tell the story , after it happens . 

[Rio]

I would much prefer for you to wear a dildo and stick it here rather than me practicing on my own