Almost 10 years ago, I had one crazy night. Let me share it with you.
At the end of a business trip in the south, I was looking forward to going home. But the snow up north had another idea.
My flight cancelled, I decided to go to a local nudist resort for a late afternoon dinner. Now I have been a nudist for years, gone to many midwest nude campgrounds and beaches when traveling. My wife knew, so I thought nothing of it. My wife and I , while best friends, never have had the best sex life. Part of that is my work schedule, part is my wife’s body image issues and self-love. She is gorgeous and doesn’t know it. I remind her daily.
I arrive at Caliente resort in Tampa, go to the front desk and ask for a room instead of a day pass( I still to this day, don’t know why I did that) the clerk said that I could get a better rate if I declared I was part of a couple. She smirked and said “what is your significant others name?” I glanced down at her name tag , pinned to a rather thin white oxford shirt that framed her perfect breasts, nipple proudly slipping out with each reach for pen or room key. “Samantha” I said, with a wink, reading her name tag. She giggled and said , “that’s a great name”.
I should have known I was in trouble.
Walking to my room, I still had a thought that I could maintain my innocence and just enjoy a good social skinny dip with some new friends, like I have done before and since. Caliente is unlike any campground or nude resort I’ve been to, it was a swingers resort. Which I didn’t know at the time, but it became pretty obvious the more I was on the grounds.
Maybe I should have turned around and left, ending the night, when I saw the first couple making out poolside in front of one another, naked with nothing to hide the hard cocks that were pressed against the bare waist of women that were not their brides.
But I smiled and stayed.
Wrestling with if I should enjoy the scenery and just swim or if I should look to have some fun with a stranger.
In my head I was there for a swim, but my body was aching to be with someone.
To provide some context, my wife and I over 6 years of marriage up to this point hadn’t done anything sexually that wasn’t missionary position and the occasional 10-second-blowjob-then-get-on-top-of-me kinda sex. It’s very quick and feels very rushed at times.
I probably should also mention that my wife and I grew up in the church (and I think that still is indirectly part of the body issues both I and my wife have experienced. Nudism helped to set me free, my wife has made great strides too recently). I had only been with her sexually and no one else. I had been tempted many times to cheat but never had the balls to do it.
I swam in the pool, then hopped in the hot tub. It was a normal January evening around 5pm as the sun began to set within the hour. A lovely and lively woman walked by and commented on the temp of the water. She was clothed, had a beautiful smile, and in her late 40’s/early 50’s, while I was 25. She was working at the resort. I weigh 235, 6’0 now , but was a good 185/190 back then. Definitely not a 6 pack, but you could see my abs as opposed to the small beer belly and dad bod I rock now. I was also swinging a half chub cock, I’m 7 inches when rock hard, as I walked towards her in conversation
I asked her to jump in, the waters fine and lightly splashed water right as her sandals with my feet as I stood poolside, my cock growing ever so slightly , trying to play it cool with a half chub.
She immediately knew I was flirting and shut it down, smiling and saying. “I’m not allowed to take my clothes off until I’m off work, sir” she winked at me, as she took a glance at my cock before turning a leaving. In the moment, I was naive and thought nothing of it. Looking back , that was the moment my subconscious agreed to cheat, should she be a willing participant.
I carried on polite conversations with others in the pool and soaked for another 20 mins. Then, getting hungry, decided to go to the bar/restaurant they have on site.
I dried off, put a towel on with a zip up hoodie and sat at a bar stool. Ordered a lemonade with my chicken fingers – I was about to cheat on my bride, have sex with someone else for the first time, but I still held to my (incorrect) teaching of my church not to drink alcohol.
Yeah I definitely drink now haha.
Within 5 minutes, at the bar stool next to me , the worker from the pool sits down next to me. It was the end of her day and she had already changed into a T-shirt. We start chatting about life , laughing and connecting very quickly. I told her I was married (my conscious got the better of me) . That didn’t seem to phase either of us, so we continued on chatting about how she was there working as part of their design team. Where she’s from. Etc.
I asked her if she’d ever gone skinny dipping. She said “not really” and after a few more minutes of discussion, she grabbed my hand and led me to the pool where we both stripped and jumped in. A few minutes later, we with hands claps close to our chest as giggled our way through the “cold” Florida night air, we eased our way into the hot tub. There were maybe 4 or 5 people there, all naked, but behaving.
As my body temp started to acclimate and the soak started to set in, I got the look from her. The look where she grabbed my hand pulled it underwater and started to caress her medium sized breast, hand in hand with mine. I immediately became hard . She then took her freehand, pulled my jaw towards hers and began to kiss me, putting her long tongue almost to the back of my mouth.
I briefly looked around at the couples and single men at the hot tub – All eyes were on us. I didn’t care.
She proceeds to tell me to sit up on the edge of the hot tub (it was more like a hot tub pool for those needing the visual) and tells me to “relax”. With a smile and eyes fixed on me, she begins to wrap her lips around my cock, and she slides my cock into her mouth , she closed her eyes, taking in the moment as I place my hand on the side of her head and silently whisper “thank you” to her as our eyes reconnected. She smiles and goes deeper. She now senses all eyes on her too as she takes her mouth off, stroking to keep my cock hard as she looks around to see a couple with their hands underwater , playing with one another, eyes fixed on us. Another man openly jerking as he watches.
I say to her, “your turn” and lift her up onto the edge I proceed to go down on her for a minute, it was just a precursor of the night to come. After a minute or so, we both gave each other the , “let’s get out of here” look. Drying off, the same (creepy) single guy asks us to stay. His beer gut almost hiding his hard cock. As we towel up and wave goodbye to the others that enjoyed our show, we walk back to her room.
Okay, ummm , what do I do now, I literally dated my wife two years without having sex and on our wedding night we awkwardly did the deed. I’ve maybe had sexual like 10-15 times since the wedding 6 years ago. Like how does this work? Do I make the move, does she? Why am I overthinking this? I kinda panicked. She led me outside to the patio where we kissed for 5 minutes, passionately. Knowing my marital circumstances, She then asked if i would be okay to have sex with her. She smiled, reassured me and said “I don’t have an STD, I won’t get pregnant, I won’t tell anyone. Lets have this night together”
It’s weird, but I was so worried about doing the wrong thing, but in that moment, that gave me peace to live out this fantasy. I walked her to the bed and told her “I don’t get to have much sex with my wife, so I want to make sure you cum first, as I don’t want to cum to soon” literally the nicest woman to cheat with. She understood and almost guided my hand down to her pussy. It was getting wet and we kissed for a minute, she then laid me back on the bed, climbed up to my face, gently rocked up and down my mustache covered mouth as I pleasured her.
She tasted so good. I love to eat pussy and see my wife (now my new lover) pulsate with pleasure, and my wife rarely lets me serve her in this manner.
I was her toy and I loved that feeling. I worked in circles around her clit, listened to her body and voice as she guided me to what she liked. I had zero, like zero experience having my face ridden.
But I loved it!!
She said “I’m about to cum” as Iifted her thighs for a second to catch my breath before slapping her waist down on my face and chest for the homestretch. She moaned and looked up to the mirror above the bed as she orgasmed – I felt it in my mouth and in the quivering of her thighs.
But she wasn’t done, she immediately swung around and started going down on me while I still had the pleasure of kissing her wet pussy. Surprisingly I held on for a while, maybe the moment was so good, my brain told my body for it not to end. I don’t know, but I was loving it. My first 69.
She came multiple times that night and we even spent some moments cuddling looking up at the mirror before she’d be revved up for another round. I can’t believe I was able to hold it in that long.
She told me to get up, she slapped my ass as if to say bend over. She proceeded to give me a rim job – I had no idea what that was at the time. The porn I had watched hadn’t even covered that topic. I was in shock on all fours, but enjoying every minute of it. I was so much in shock that I did not return the favor as she flipped me over and started sucking my cock again.
My biggest regret of our encounter was not repaying the favor. I love giving pleasure more than receiving.
Finally, after perhaps an hour or so, of foreplay and me eating her pussy and she sucking my cock at various intervals, we finally had sex.
I could lie and talk about how I made her cum 5 more times and we fucked for hours, but in all honesty, my body had finally given up and within a few minutes of pounding her doggy style, slapping her ass and hearing her moan, I came with probably the biggest load I’ve ever shot.
As I smiled and my heartbeat beat out of my chest as it tried to figure out its normal rhythm once again, I pulled my cock out to see a pool of cum drip out of her vagina. We kissed and thanked each other. Cum dripped down here leg as we showered together and washed one another. It was now late and we each had a flight to catch. She curled up in bed and we wished each other farewell.
I returned to my room and the shame started setting in. I packed up and left, stayed out driving all night until my 5:30am flight.
I’ll spare you the journey I took trying to understand why I fucked up, hurt my best friend, etc. but I’ll just say that within a day of my returning, I confessed to my wife what happened, we cried together , eventually going through counseling. She forgave me, and over time we grew more in love with each other.
In the bedroom , we’re more adventurous together, I’m more understanding of her body image issues and she confessed she had a condition I didn’t know about that caused pain during sex. I felt terrible about not understanding and we cried a lot together about many things as our bond grew deeper. Since then she has sought treatment for her physical issues and now enjoys sex. We have kids now and life is good. She even went to a nudist campground and blacks beach with me since. Life is good.
The point of me telling this story was to embrace what I have done, but to also warn that my path and story is not the norm. Had I invested as much in my marriage in my first 6 years as I had in my last 10, We would have been better for it and I think I would have experienced many more things in our sex life, as a married couples, as opposed to making a mistake by cheating.
I’ve still only been with my wife and this one time encounter with a stranger. I’m not looking either. Happily married now.
To each their own though on thoughts of cheating, I dodged a major bullet (got tested after coming back and thankfully caught nothing either) . At least the plus side of my mistake was at least I had a great story to tell.
I hope you enjoyed it.
Source: reddit.com/r/gonewildstories/comments/hxm0b1/that_time_i_had_wild_sex_with_a_stranger_mf