To start with some background on me, I am over 300 lbs but at just over 6 feet tall, I carry it well. Still though, I am in my mid 30s and have a decent gut that sticks out past my 42 inch waist. Beyond a dad bod. I am a grower and have an average sized dick but on my larger body, it looks a little smaller than it actually is. I do however have a great personality, self-confidence, and a face that people always seem to remember.
Whenever I have gone out of town for business to a certain area, I have stayed at a certain nudist resort for a night or two hoping to find a single lady or a couple for some fun. As I am married, I haven’t gone all the way (except with one which I will write about later on) with these ladies but I am certainly willing to get close.
The first success I had, I was just there for the evening and was not staying on-site. It started off on a Friday night and I was splitting my time between the hot tub and the pool which had some underwater benches periodically along the sides. I had a few drinks an hour earlier to take the edge off and as the sun was setting, I was sipping a beer and making pleasant conversation with some folks in the pool and hot tub. One couple was in their late 20s and were there just for the night. She was a petite blonde with amazing natural breasts and a nice short ‘vee’ of pubic hair leading to a meaty pussy. She was one of the better looking ones there but after a few minutes of chatting, I could tell that they were more nudists and not so much there for the sexual aspects. Still though, it was subtly erotic watching him hold her, her nipples occasionally breaking the surface of the water.
One thing I have always been careful about is keeping the conversation a little playful but not creepy. I am always looking for both subtle signs of sexual interest and rejection. I chatted with a few other couples who were in their 50s and 60s and a few single guys around that same age throughout the evening, but as a straight younger guy, I didn’t see anybody who I was interested in pursuing as a good ‘prospect’ for some fun. After it got dark, a few more people showed up and I saw a couple get in the pool. She was late 40s but had the body of a woman half her age. Perky b-cup breasts and a soft but toned appearance. Man did she have a booty too. Just shapely enough to add some curves and draw your attention. She was a dirty blonde with shoulder-length curly hair and her tanned skin was freckled on her shoulders and the tops of her breasts. Her nipples were smaller just barely below the centerline of her breasts but they were by no means saggy. Quite nice for a lady her age.
After a few minutes, I saw her husband get out and walk towards the bar so I made my move. I got out of the hot tub, into the pool, and took a seat on the bench across from where she was sitting. I said ‘Hi’ and introduced myself. Her name was Susan and she was a high school teacher from about 1,000 miles away. She was there with her husband celebrating their wedding anniversary. Right away, I knew this was looking good. First, her husband left her alone in the pool rather than having her accompany him to the bar, and second, they are celebrating their wedding anniversary with a destination trip to a nudist resort.
Her husband returned with their cranberry and vodka drinks and Susan introduced me to him. He was a well-built guy in his early 50s with a thick cock and maybe 20 lbs overweight but at his age, most guys are. We had some light conversation and a few laughs and I excused myself after about 10 minutes to grab another drink. I didn’t really need one but I wanted to give them an opportunity to talk without me there and see how they acted upon my return. If it continued with flowing conversation, it would be a green light but if they were stand-offish or got up as I returned, then it would be a sign to move on.
I came back with a fresh beer and rejoined the conversation. This time, rather than sit across from Susan and her husband, I sat down next to Susan with her husband on the other side. We spent 20 or 30 minutes getting to know each other and telling funny stories about our jobs and the crazy people we encountered day-to-day. We talked about the nudist lifestyle, and touched on the exhibitionism and voyeurism aspects of it. Occasionally, Susan’s husband would kiss her neck or run his hand across her chest giving her breasts a gentile squeeze. I could see her left arm underwater on his thigh and the way it would move sometimes indicated that she was stroking him gently. They were keeping up well with the flirtatious conversation so I kept going too talking about other nudist clubs I’ve been to and told a little white lie about how I’ve always ‘managed to meet fun people and have a great time by the end of the night’ (hint hint). Susan got up to go to the ladies room so I stayed behind to chat with her husband for a few minutes. I saw that all of our drinks were low and told him I would be right back with a round of vodka cranberries.
When I got back from the bar, Susan was back and we resumed our positions in the pool, me to Susan’s right and facing her, while she faced me and her husband was beside/behind her facing me as well. Her husband was massaging her shoulders and neck and I asked if she was sore. Susan said that she always carried tension in her shoulders and neck and that she could hardly ever get anyone to massage it hard enough. Of course, I told her of my strong hands and offered to take over the massage for a few minutes. She and her husband obliged and Susan rotated to face her husband and backed up toward me. In order to keep it so we could keep talking and see each other, I put my left leg out straight along the wall of the pool at the back of the bench and my right leg was bent with my foot on the floor of the pool. My legs were about 90 degrees apart which allowed Susan to back up close to me for the massage. She turned to face her husband and sat her perfect ass down mere inches from my growing cock.
Immediately, I found the knot In her right shoulder which was worse than the left and I went to work with both hands. Honestly, she was right. She did like a ridiculously hard massage. I have never rubbed out a knot with as much force as she seemed to enjoy. All this time, we are carrying on light conversation and sipping our drinks. At one point, as my hands were getting slightly fatigued and the knot in her right shoulder was softening, I asked if she wanted me to keep massaging with the same intense pressure on her left shoulder. She said yes and I told her that I would have to reposition myself to keep going as my thumbs were hurting. I rotated slightly more toward the wall and scooted up so just the tip of my cock was barely touching her ass whenever I leaned forward in the massage. I was using my left hand in front of her left shoulder to hold backpressure to keep her from moving too far forward against the force of the massage with my right hand.
With each gentle bounce of my cock on her ass, it got harder and harder until it was obviously and constantly in direct contact with her ass, but not pressing against it. She never scooted away. My hard cock was against the bare ass of this beautiful woman whom I had only met an hour ago, and yet we were chatting with each other and her husband as if nothing was going on. This was my cue to take it to the next level and so I told her that I needed to switch hands and use my left hand to massage her left shoulder.
As I began to massage her shoulder with my left hand, my right hand reached around, my forearm pressing into her bare breasts, and I placed the palm of my hand on the front of her left shoulder to support it against the pressure of my massage. I could feel her hard nipples on my forearm and her tits were more firm than I would have expected. Just as I do this, her right hand moves onto my right thigh underwater and she begins to lightly rub my thigh, almost tickling it. Of course this makes my boner flex a little and it starts to press harder into the cheek of her round ass. I keep massaging and she keeps moving her right hand up my thigh until she grabs my cock behind her back, lifts it upward off her ass, and starts stroking it gently. I could tell by her husband’s expression that he knew exactly what his hot wife was doing and he loved it.
At this point there was a lull in the conversation and Susan’s eyes were closed with her head tilted back toward my left shoulder and a smile on her face. Her right hand kept slowly stroking my cock, occasionally taking a few seconds to go down and fondle my balls. God it felt good. Then I noticed that her husband scooted closer to the fron of her and her left hand was now stroking his cock underwater at the same pace as she was stroking mine. I turn my head to the left and I kiss her neck as I let up on the shoulder massage and move my right hand from the front of her left shoulder down to her left breast. Her firm breasts fit perfectly into my hands and she was overcome with a little shiver when I gently tweaked her left nipple. She turned her head towards me and with her leaning back into me, we locked eyes and shared a short French kiss with just a little tongue.
Her husband had now backed away slightly to watch me and his wife and began stroking his own cock slowly underwater. As she turned her head back toward him, I wrapped my left arm around her waist and began to rub her inner thigh, casually brushing against her pussy with each stroke up. She was completely shaven was making it easy by keeping her legs just far enough apart. She kept stroking my cock with her right hand behind her back and I began to play with her clit with my left, my right hand still gently cupping her breasts slowly moving from left to right, around, and underneath. Just as I bent my head down to kiss her neck again, a staff member of the club walked up and asked how our night was going. Like a teenager caught fooling around, our hands immediately let go of each other’s parts and we casually answered that yes, we indeed were having a good time. The staff member reminded us about their policy of no overt sexual behavior and told us to enjoy the evening.
By this point, it was late enough in the evening that I should have left there more than an hour ago as I had an early flight out Saturday AM and was staying in a hotel near the airport. We exchanged pleasantries and I wished Susan and her husband a happy anniversary. As I got up to leave, Susan stood up and in waist-deep water, pressed her entire body against mine, her hard nipples digging into the top of my stomach, wrapped her arms around me, looked me in the eye, and we passionately kissed for about 10 seconds before I waved goodbye, walking up the pool steps to expose my half-hard cock to the cool night air. The evening could have gone much further but this was the most I had cheated on my wife up to that point and feelings of guilt were creeping in. Still, thinking about the excitement of the evening overcame the feelings of guilt and I couldn’t wait for my next trip in a few months to see what other adventures awaited me.
Source: reddit.com/r/gonewildstories/comments/7o6u92/my_first_time_getting_lucky_at_a_nudist_resort
> gentile squeeze
Hmm, probably not