First post here... Wife (Jess) and I are in our 30s, been married 15 years, and have 3 kids. She was a virgin when we started dating in High School, and has been a reserved, faithful wife for the duration of our wonderful (pretty typical) lives together. We have a fantastic marriage, and a healthy sex life. We have tried to keep things exciting in the bedroom, and have tried introducing new things over the years (bondage, dirty talk, role play, toys, porn, etc).
About 4 or 5 years ago, I started having fantasies of her being with another man (I'm sure it came from porn, or stories I had read). I just thought it would be so hot to see her getting fucked by another man. One of the main reasons was because she was so reserved, and I knew there was ZERO chance that it would ever happen.
So, I told her about this fantasy of mine one night. She thought I was crazy, and didn't understand why I would ever want her to sleep with another man, so that was the end of that (or so I thought).
I kept bringing it up every so often, and eventually she began asking me about it, and she began to understand what turned me on about it. So, over the next several years, I gradually introduced new things into our sex life (hotwife role play, hotwife porn, read some stories together, etc) in the hopes that she would warm up to the idea...or at least make for some hot sex between us. I guess it sort of worked, because she seemed to get turned on by the thought of it (still said there was no chance she could ever go through with it though).
The next step I suggested was chatting online and sharing pictures of her. We did this together a few times, and it went well. She enjoyed the attention, and helped her feel more confident. Then, I found reddit earlier this year, and things really took off. I was a little amazed that there was this whole community/lifestyle out there. I shared some pictures of her (with her permission of course), and started talking to a handful of guys who were interested in her. When I felt comfortable with them, I sent them her contact, and they would chat directly.
Her chats started out slowly (she said she didn't know what to say, so I helped her a little), but she eventually got the hang of it, and became pretty good at sexting. They would send nudes to each other, talk dirty, and we would even send videos of her sucking my cock, or of us fucking.
One guy in particular seemed like a good fit, and both of us felt comfortable with him. After a few weeks of chatting, I casually mentioned that her meeting up with him would be the perfect birthday present for me (a couple weeks away at the time). I never expected her to consider it, but to my surprise, she said "How would we make that happen?"
What!!?? I played it off like I wasn't that excited, but in reality, I could not believe that she was actually somewhat considering it. Over the next few days, we decided that we wanted to take a quick trip to Mexico for my birthday. I suggested that we ask the guy to fly down and join us. We both agreed that it would be the perfect scenario for our first experience in the lifestyle. Didn't think there was much chance he would agree to it, but we decided to give it a shot. To our surprise, he said yes.
Fast forward to Mexico. Jess and I arrive on a Thursday, and have the day and night to ourselves. We are both really enjoying each other, and are so pumped up with excitement and anticipation for what's to come...also a lot of nervousness. Jess had gotten a wax, her nails done, bought new dresses, and bikinis...all for the trip. She said it felt like she was dating in High School again. We had a little fun that night, but that's not what this story is about.
The next day, he was due to arrive around noon. Jess was a nervous wreck! As it got closer to noon, she said she felt like she was going to throw up from all the nerves. We tried to relax at the beach and have a few drinks, but nothing seemed to be working. We spoke about what exactly we wanted to happen when he got there. I suggested that we both meet him at the bar, have a few drinks, and get comfortable with each other first. She said she would be too nervous, and decided that she just wanted him to come to the room right away, and get straight to the action. She felt like that would ease her nerves.
I decided to compromise. I would go meet him, have a beer with him, and make sure I didn't get any weird vibes from him. Then, I would send him to the room where she was waiting. (Side note: I set up my go pro on the table prior to leaving the room...he knew that he was to record everything while he was with her) Everything went according to plan, and after a beer (and some small talk), I sent him to our room to fuck my wife!!
My heart was racing, and I had so many emotions/thoughts running through my head. I just ordered another beer, and tried to relax. I actually made some work calls while who knows what was going on in our room. I didn't get any texts for about 30-45 minutes, so I was just downing beers, and waiting for an update.
Then, the texts started coming. First one was him giving her a massage with her sitting in a chair. I could tell how nervous she was from the picture. The next was him massaging her on the bed, but with less clothes on. All very exciting, but I was wondering if she was having second thoughts.
Then, I hear the ping of another message coming through while I'm sipping my beer in the lounge. I open the message, and see a video clip of Jess unbuckling his pants, pulling his cock out, and wrapping her pretty lips around his cock. It felt like I was in a dream. Here I am watching a video of my Jess, with another man's cock inside her mouth...incredible! I had so many emotions flood over me, but most of all was excitement. I was also very proud of her for stepping out of her comfort zone... WAY outside.