What is the hottest thing that has ever happened to you ?

[1michael]

My wife has a Busty sexy female cousin that always tried talking Us into going on a cruise vacation with them, but we would refuse for one reason or another! The time came when we were all drinking at our house and my wife's cousin started telling Us more about the trips they taken before and the naughty things we weren't aware of too!
Besides the Adult tanning deck on the Boat / Ship where you can start on that full Tan before getting to the clothing optional Beach's! But my wife got into the conversation on saying that I would get a Instant erection seeing a bunch of NUDE or Topless women and that would be a problem!
Then my wife's cousin said if that's the only reason we don't go, its no big deal and nobody there pays any attention to guys with erections! But if that's what worry's Us, she'll take care of any erection that I get as long as its Ok with my wife! She even sweeten the deal by saying she'll take care of it by any means that I request, as by hand / oral or insertion! My wife said she would be Ok with it, but only if she could return the favor on the cousins hubby too! They both did agree and I would say at that time, we both were Happy to hear that hubby's!
On that 1st cruise they all went out to the tanning deck and I stayed behind for a few minutes. When I got to where they were tanning, I seen my wife and her female cousin all NUDE on the lounge chairs with the hubby in the middle and he was Nude too! My mind went into overdrive just wondering, just how could he lay there with the wife's exposed and seeing my wife for his 1st time exposed - but he didn't have a boner? I started to grow at that time seeing the Busty cousin, but still had my robe on! They seen me and I told them I have to go back to the room. After awhile in the room there was a knock on the door and I was thinking it was my wife, but when I opened the door it was her female cousin. She said she was there to check on me, then after walking in she opened and removed her robe! All I could look at was her Busty tits and her trimmed bush! She opened up my robe, but really didn't have to before see noticed my hard erection standing out! She said that my wife said the reason I would have gone back is because of having any erection, so she was here to take care of it for me!
She went on the bed and told me we could take care of it there and what would I want her to do? I was a little in shock and stunned by her willingness, but I told her my wife could be back at any moment!
She told me not to worry that my wife was with her hubby in their room and taking care of him in the same manner!
After hearing that, we both got on the bed and I didn't waste anytime to feel and suck on her tits! She told me that she heard that I was a lover of huge tits and was Happy to let me enjoy hers and the large dark pointers too!
After doing some oral both ways, I went between her tits and made my deposit.
We all had many encounters in the rooms and other places!
I've added in one from the Beach area and wore a smaller suit that wasn't able to hide my erections! lol
I can say, this was another Hot thing that happened to me!

[Krummy]

Wife had a guy friend visit from out of state. Our kids were staying the weekend with friends. Her friend Brian showed up and it was a nice afternoon so we went to our neighborhood pool hung out and had some beers pool side. After awhile we changed And got ready to go to dinner. My wife got out of the shower and was walking around the house with nothing on in front Brian and I while getting ready. We went downtown had dinner and hit a couple of bars. Went back to the car to head home. As I was driving home my wife was sitting in the front seat she lift her dress a little bit and she had no panties on, as she took her finger and slid it up her pussy lips. Gott home went downstairs to the basement to see if there was a movie on. My wife walked over to Brian undid his pants pulled his boxers down and started stoking and sucking his cock. I was the hardest I have ever been just watching. She turned back to me and lifted her dress and asked if I was going to join. I took my pants off walked over and started licking her from behind. After a little bit she told me she wanted my dick. She was so wet my dick slid right in. I was so turned on I came. Pretty quick. So she and Brian took off the rest of there clothes and she laid him on the floor and climb on top fuck him till he came. We then went up to our bedroom and started all over.

[Keepingsecrets]

I’ve had many hot moments in and out of the swinging lifestyle with my wife. There’s a few that stand out and had such a big impact on me that I still think of them and try to recreate on occasion. A few quick ones that I think I’ve written about on OCC were concerning my wife being naked in front of my long time friends, I’d you can’t find them I’d be happy to write and relive them again here!
Anyway, this one may have been a game changer for me and has shaped my kinks ever since. As I said before we’ve had crazy hot adventures swinging with couples. We also are really into Hotwife situations, this meant many MFM’s.
This was one early on in our journey. Probably our 2nd or 3rd single male that we found. We had him over and I noticed the play was way more intense. This was the first time my wife played with a truly big cock. We’d always played safe and used condoms. I watched them fuck and could tell she was really getting lost in pleasure. At one point he was on his back and she removed his condom to blow him. As she did I guess she just lost control and I watched her just swing her leg over and lower herself on to his huge bare cock and ride him bareback. I had a front row seat and it’s still one of the hottest moments of my life.

[karlhein]

I worked at a clinic a few years back. Began flirting with one of the lab techs. She was tall, thin, athletic. Blonde with small boobs.she often didn't wear a bra, so I saw down her lab shirt many times. Nice conical yits with pointy, dark nipples. She had one kid, and when she came back to work was more flirty. Got to talking on an out of town lecture, wound up in bed
Liked to fuck, but could only cum when I was in her doggy style and simultaneously fingering here. Fucked for 2 years, mostly at work, until she got premiers (not mine. Hubbies). Then she retired to raise kids. About once a month she would suck me off in my van in the parking structure, always swallowed. Last fuck at work was 2 weeks before she delivered. She came by the lab occasionally afterwards, had really sweet best milk.
While she was in hospital after delivery, a favorite secretary (age 50) retired, came by office in evening to say goodbye, wound up kissing, stripping and fucking on my desk. Finished doggy style with my cock deep in her pussy and thumb in her ass (her request), I came in her pussy, ate her clean. Got hard again, and fucked again, in her butt, face to face. I thought she was going to pass out when she came.
She moved away with hubby, but came back a year later for a rerun. Same basic scene, kiss, get naked, she blew me, I ate her, doggy with thumb, I came, ate her clean. Then ass fucking until she spasmed.. we caught up for an hour, she said she wanted a DP, so my cock in her butt, big dildo in her pussy, she squirted on me. She wrote, after she got home, said she was so turned on that she fucked her hubby (preferred was always anal)when she went back to hotel. And the next morning as well.

[Wettwenty]

I was on a committee at our law firm tasked to hire a new office manager. After conducting interviews we hired a woman in her early thirties. She had a great personality, beautiful, great boobs and the perfect ass. After two years of being professional there was a luncheon at the firm and she had on the hottest dress and looked amazing. I stated that she looked really nice and I loved the dress. She replied, “thanks and just so you know, I’m commando”That comment was followed by the hottest sex of my life. Sex in the office, sex in public and it keeps getting better. Games, domination, anal or anything goes. The intensity is always at the highest level.

[thieph]

Quite some time ago in our early 20's, the parents of the girl I was dating at the time won a week away on a popular east coast island destination. This was long before Airbnb, the home was donated to a fundraiser at the medical school her dad worked at, and as such was quite literally the family's vacation home. Plenty of family photos around and other comforts as well. My gf and I wound up in one of the daughter's rooms, which was empty of any personal belongings, or so I thought, as we unpacked, I found a black nylon thong in one of the dresser drawers.

After a few days, we were heading out to fancy-ish dinner as a group and my gf was going to wear a knee length summer dress and wedge heels, nothing too special but still sexy. On a whim, I asked her to wear the thong we found the other day and gave her a dirty smile. To my surprise, she agreed. I could embellish the story, but nothing noteworthy happened while we were out.

Once we got back to our room, I came up behind my gf and began kissing her neck. She loved this and would lean back into me and grind into my crotch. As she did this, my hand wrapped around her waist and under her skirt in search of her crotch to begin teasing her. As I found my target, I immediately noticed the heat and the wetness, so much so I stopped kissing her long enough for her to turn around and face me. This time it was her giving me the dirty smile. She admitted that she was very turned on wearing the strangers thong.

I laid her back on the bed, lifter her legs straight up, and slid my cock between her thighs with the underside gliding along the slick nylon material covering her moist pussy. I began pumping and only lasted a few thrust before I finished on the borrowed panties, shaking violently and causing my gf to have an orgasm of her own.

[JonThink]

A few years ago I was on a business trip that would take me from California to Alabama where I would be assigned a year long project. I was passing through a city where I had worked for about 4 years several decades earlier. Once on the road, I gave an old female friend, Jan, a call and asked if I could come by for a visit and spend the night a few days later. She readily agreed. She and I had been good friends but had never had any romantic relationship in all the years we had known one another. She was still single, and I suppose she wanted to stay that way. However, she was aware of a common friend of ours, Linda, which I had had a relationship with, but had not seen for close to 20 years. This woman had always held a special place in my memory and heart. She had one of the best bodies of any woman I had ever been with and was an outstanding lover. Yet, we had lost contact with one another, and I had no knowledge where she was or what had happened to her.

On the specified date, I arrived at Jan's house. We went to dinner and caught up on old times and old friends. She never mentioned Linda, so i assumed she had also lost contact with her in a similar fashion to me. Once back at her house, we continued our conversation, but there was no indication that anything romantic was to take place between the two of us. Then about 9:00 p.m. she said that she had to arise early the next morning, and she knew that I was only staying the one night at her place and would be traveling along to my destination the very next day. So, it appeared that we were calling it an early evening. She showed me where I would be sleeping and where the bathroom and towels were. I thanked her and went to my assigned bedroom. About ten minutes later after I had climbed in bed, Jan, came in dressed in a see-thru negligee. She slipped in under the covers with me, and grabbed my dick, which was quickly becoming most erect. Jan then said, "I have a real surprise for you." I responded that I was already quite surprised, and what else could there be to surprise me. With that the door to the bedroom opened and in walked Linda, my old romantic interest, who was totally naked and looked just as spectacular as she had 20 years earlier. She stood there before me in all her glory and said, "I just couldn't let this opportunity get pass me. I have truly missed you for 20 years." Then she threw back the covers. I only had my briefs on. She and Jan immediately pulled them off, and Jan also tossed her negligee over the side of the bed. Here I was with two naked women ready to go, and I was a little confused where to start. I told them as much. They told me that they had the situation in hand and would take the lead.

Jan immediately threw her legs over my lower half and inserted my erect member in her pussy. In the meantime, Linda was kissing me all over my upper half. Jan began humping slowly and building up speed. I was feeling off Linda's boobs and finger fucking her while I was getting screwed by Jan. After several minutes of this, Linda and Jan switched positions, but not before Linda began giving me a blow job while Jan rubbed and caressed my balls. Then Linda flopped down on her back and said, "Climb on." I did, but as I began fucking her, I felt Jan slamming my balls in her mouth and sucking on them while I was starting to pound Linda. I was forced to hump very slowly as Jan sucked my balls. I have to admit I had never experienced anything like this ball sucking by one woman when screwing another. I said, "O.K. ladies, this is fantastic, but I don't want to slack anyone here. I am not certain that I can climax and get it up again to screw another one of you." I was told not to worry, because this was an entire night's love fest, and they were certain that they could help me get it up for a second screw of the other significant other before daybreak. They said to go ahead and "fuck Lind's brains out!" Jan said that she could wait a little longer to get her jollies. Therefore, I proceeded to give a royal screwing to Linda in about four varying positions. She could still screw as well as ever! Jan had been feeling me off the whole time I was fucking Linda. Periodically, I would finger fuck Jan to hold her over until I was available for her. After unloading in Linda, she went to clean up, and Jan got drinks for all of us.

While I was in my recovery phase, we all sat around nude, and I got caught up with Linda's life. In the meantime, Jan sat next to me, and I was feeling her off as the three of us talked. Then Linda crawled up behind me and wrapped her legs around my waist and began massaging me all over. I reached around with one hand while feeling Jan off with the other and began finger fucking Linda. She actually climaxed once again from the finger fucking. Jan complained that she had yet to get a single climax. Linda then started kissing on Jan's upper body as I began fingering Jan. Jan laid back on the bed while taking all this in. Soon she was in a rapid humping rhythm with my fingers working their magic, and she had her first climax for the night. We all continued drinking in-between these climaxes. Periodically, both Linda and Jan would take turns giving my dick some mouth resuscitation to get my member fully erect for Jan. After such great treatment, my dick eventually reawakened, and I was able to service Jan. Linda repeated Jan's performance by sucking on my balls while I began slowly pounding Jan. Eventually Linda pulled back and let me speed my rhythm for Jan's benefit -- if not my own. And sure enough, Jan got a great big old climax. While Jan went to clean up, Linda freshened everyone's drink.

Soon, we were all just laying around naked on the bed, and everyone was sufficiently satisfied. We all slept nude together in the bed that night. Periodically, one of them would grab and fondle my dick, and I would respond with some nice slow finger fucking of them. We slept in until about 9:00 a.m. Then we arose and stayed naked for a great breakfast prepared by Jan. I did need to get going for my destination that morning -- as much as I hated leaving the ladies. I told them I would be showering and heading off. They said that they also needed to shower. With that, we all headed into Jan's walk-in shower where the women scrubbed me down very well.

If not the hottest thing that has ever happened to me, it certainly is in the top two!!!