First experience with a complete stranger [m/f]

I’d like to preface this story by thanking many previous contributors to this sub. I’ve thoroughly enjoyed reading about your real-life experiences. Also, just an FYI to those writing fiction here – it’s pretty obvious. The following is absolutely true with as many details as I can clearly remember. Throwaway username for obvious reasons if you read the story.

I never intended to hook up with a complete stranger. Sure, it had been a passing fantasy of mine, but I never thought I would act on it or even have the opportunity to do so. First, a little background on me.

I grew up in a very conservative, religious setting. I was taught to save myself for marriage and, believe it or not, did so without much trouble. My peers and schoolmates (I attended a very small, religious, private school), both guys and girls, were taught the same as I was. I’m not saying there was never any sexual tension, but the fear of someone finding out and the related shame it would have caused me and my family was enough to keep me on the straight and narrow. My sole sexual experiences when I got married at 20 was through some limited porn and one time feeling up an older woman’s boobs (not my girlfriend) while watching a movie. Once I was married, of course, my wife and I had a great time learning with each other and gaining experience. I can’t really compare our sex life to anything because I’ve never had an ongoing sexual relationship with anyone else and I still have never had PIV sex with anyone else. Nevertheless, our sex life was/is very satisfactory and, we both have healthy sex drives.

The experience happened when I was 34 – 14 years after we were married. Not bragging, but I happen to be relatively easy on the eyes (so I’m told) – dark hair, 6’2″, about 200 lb. I’m not nearly as sheltered as I was growing up and have had multiple opportunities for affairs with women who found me attractive. However, I have a strong marriage and want to stay faithful to my wife who would absolutely never cheat on me. But, one day, out of the blue, something happened that blew all of that right out of the water.

For my job at the time, I commuted approximately 45 miles on a relatively non-busy 4-lane highway. To entertain myself on the drives to and from work, I would often “people-watch” the passengers in other vehicles. If I caught their eyes, I would smile and nod and just generally be friendly, meaning nothing by it. One afternoon driving home, I passed a large Dodge truck with a middle-aged couple in it (guy driving), smiled and nodded to both of them and continued on my way. They sped up, however, and caught up with me again. The lady was probably upper 40’s with a fit body for her age and blonde hair. I wouldn’t have normally looked twice at her, but when they passed me, I noticed she was really checking me out. Since there was no other traffic near us, I stayed beside the truck for a bit and, lo and behold, she opened the denim dress she was wearing and flashed me her tits! Nothing too big, but I wasn’t complaining. I wasn’t completely shocked at this since it had happened to me once before, but it was still a pleasant surprise. Because of traffic, I slowed down for a while then caught back up to them. By this time, she had unbuttoned the whole front of her dress and showed me her tits and her panties pulled to the side (I don’t remember what they looked like) and was fingering/spreading her pussy. This is one of my favorite types of porn (like this: http://panty-pull.tumblr.com/) and I was immediately hard. She indicated through hand motions then that she’d like to see my dick, and I thought “Why not? No danger in a little flirting.” So I opened my fly and pulled it out. She gave me a big smile and a thumbs up, then turned around to go on her hands and knees to give me the doggy-style view. Wow! Besides porn, the only woman I’d seen this much of in my life was my wife – and I’m not even kidding.

By this time, we were getting close to my exit, so I was expecting them to ride off into the sunset leaving me with some juicy jack-off material in my mind. But, the last time they passed me, she motioned for me to follow them. I was listening to my small head by that point, and decided to see how far she wanted to go. I figured the least I could do was get a closer look. I followed them off the next exit (in the country), to a small parking lot of a storage facility. It was semi-private, and as I pulled up beside them, we both got out of our vehicles and I did a little awkward wave. She had her dress on, but it was still unbuttoned all the way. She told me to come over to the truck and spun me around and grabbed my dick. I sort of chickened out right then and told her I can’t have sex with her because I’m married. I didn’t know what to expect, but she just said “Oh that’s OK, I just wanted to do a little sucking anyway”. Just like that, she had her lips locked around my dick. “Oh well,” I thought, “the damage is already done now. I might as well enjoy it.” About 30 seconds into the blowjob, I thought about the guy. He was sitting behind me, still in the driver’s seat as I leaned up against the seat on the passenger’s side with the door open. For all I knew, they were planning to rob me blind, but at that point, I didn’t think I could do much about it anyway, so I turned my attention back to the lady. I reached down and felt up her boobs, teasing her nipples as she continued to bob up and down. I’m not that big, so she was able to deep-throat me. I was feeling all kinds of fear and guilt and pleasure at the same time. Because it was so taboo, and I was so turned on before she started, I didn’t last long at all, honestly. I warned her, but she kept right on going. I came hard and she swallowed every drop, smiling up at me when it was over. “Thank you!”, I said hoarsely. “No, thank YOU!”, she said. “That was fun!” I wordlessly watched as she gave me a hug, then climbed up in the truck and they drove off without another word.

I never got her name, and didn’t think to look at the license plate. The whole episode, after we stopped, lasted maybe 10 minutes. I’ve never seen this woman again, and I’ve never told anyone else this story. I still feel guilty at times, but I’ve mostly made my peace with it. It was a one-time failure, giving in to temptation in the heat of the moment. Sometimes I think I should tell my wife, but I really, honestly believe that I will cause her way less pain if I never tell her. I don’t plan on doing anything like this ever again. What do y’all think? Should I confess?

Source: reddit.com/r/gonewildstories/comments/569wj2/first_experience_with_a_complete_stranger_mf