My wife thought it would be cute to start putting stories online about out lifestyle and hookups going back to the day we met. We are now 51/46 and have been “Lifestylers” if you will, for 23+ yrs. Even though we didn’t start swinging regularly until after we were married a few years, we did have some occasional play days prior to then and here is the first of I’m sure more to come.
The First and Second Date
Trying to keep these stories from being too long, I will omit a lot of usual stuff. Everything in these stories is TRUE.
We met in Florida when I was 22 and she was 18. Back then I think I was just looking to try to get a piece of ass and she was just charmed by my ways. I had just started a job as a Firefighter and she was in school and worked various P/T jobs. I went to where she worked and talked her into going out with me after work. We went mini golfing then out to eat and had a great time. I always called it the “set-up” date because I was a good boy and never tried anything with her. She said she had fun too and wanted to see me again. The next date was the day after (I was on duty the next day) So I had her meet me at my apartment at 9am and planned to spend the day at the beach. We never made it to the beach!
The weather was on the chilly side but there was a heated pool at the complex where I lived. We decided to go hang out by the pool for a while and go from there. We were having fun in the pool just talking and carrying on when the talk turned to sex. There was one older lady in the pool so we didn’t get too much into it. I noticed my (now wife of 27yrs) then “friend” was what I thought on the shy side and didn’t really talk too much about sex. When I asked her why, she said she didn’t want the woman in the pool with us to hear. Next thing I know, she put her hand down my swim trunks and grabbed me with a tug or two asking if that was shy enough. I said “OK you win! As things continue to heat up from there with her hand going in and out of my trunks, another older couple came in the pool. This couple lived 2 doors down and started talking to me so we decided it was time to leave. We went to my apartment and instantly started making out. It was my turn to put my hands down her bottoms. I started fingering her and she did the lip biting heavy breathing thing for a few minutes then stopped moving. I took her bottoms off and went down on her and within a minute she was breathing heavy saying OMG, OMG so I kept on my oral tirade that she apparently enjoyed. It lasted 10 mins when she finally had enough and pushed me away. She said then that that was the first time she ever had an orgasm (she had 2) and she loved it. BUT, she said she had 2 problems. One was she currently has a BF and 2 she isn’t on birth control. The only condoms she had were Magnums and I didn’t have any and I certainly wasn’t a Magnum (I’m an admitted tactician, not size man) Well, the boyfriend was kind of a boner killer but if she still wanted to do the deed there are other ways. It was apparent she was convinced in her mind that she was giving me a hand job and pulled my swim trunks off and grabbed on. In my mind, I was thinking if I wasn’t going to get laid, maybe I could get the next best thing, a Blowjob. So I repositioned myself to try to get into more of a 69 position with the intentions on going down on her too while getting my BJ. It was then she told me she had never given a BJ before and was hoping I could teach her. Well, we talked a bit about it (like I was a pro at 22 or something) the do’s and dont’s (we know there aren’t many of those) and what would happen when I came. I never tasted cum so if she decided to go that route, she was on her own! And to my surprise, that’s exactly what happened! She put it in her mouth, sucked it and stroked it at the same time and I lasted all of 2 minutes. I told her I was going to cum and she didn’t move. She just swallowed. She said she was surprised but kind of like it.(she LOVES sucking cock to this day) We spent the rest of the day talking about her BF and how I was ok with it and understood. She gave me 2 more BJ’s and I made her cum Orally and with my fingers which only made me want to fuck her more. She was very tight. I did ask her why she had XL condoms that not many men could wear and she said they were her boyfriends. I do get her fuck her….that’s in the next story…………
Liveloveswing…..
Source: reddit.com/r/eroticliterature/comments/6wvtl7/true_hots_of_our_lifestyle_from_the_beginning