I've been in many types of group sex from threesomes to couple swapping to orgies bi and gay.

Dildos are much more realistic to what you will encounter when you begin having anal sex with a man. A butt plug is a great toy to use to begin stretching your hole. And like dildos, they come in a variety of sizes. When I started back dating men, I bought several sizes of plugs to keep my hole loose. I would plug on days I had a date. Sone guys actually wanted to pull it out, so I would wear it on the date.
My wife did something she thought would help her girlfriend and boost our sex. She moved her friend who was recently divorced into our bedroom for a summer. They were on summer break; I had a regular job. So, they would spend the days pleasuring one another and when I came home, I would almost always have sex with both of them. Her girlfriend would cuckold and eat my cum from my wife's pussy. My wife wanted to try this, so she had me cum inside her friend. When she realized I had actually bred her pussy, everything changed. She began kissing me more. She started trying to cut in line. My wife had always shared her women with me, but this changed all of that. We had a few more swaps and 3 ways, but not nearly as often.
My wife was hard bi. Going to a strip club especially when out of town was a fun way to spice up a Saturday night. One time it was our server that went with us to our room. The servers wore tight sweaters and thongs. She wasn't allowed to sit with us but she managed to put it if our faces to make her point that she was an option.
One day I was with a guy that was stepping out on his wife for the first time with me. He was a train wreck of nerves. We were parked in his truck. He had very dark windows and it was very spacious. He hadn't had any kind of sex in a few years and when I went down on him, he didn't last long. Especially after I gave him my famous sucking of his balls. As soon as I was on his shaft again, he completely exploded, filling my mouth full. My ease in the situation seemed to calm him and making him cum so heavily totally relaxed him. I came off and he was able to see me rolling his cum in my mouth until I swallowed it all and I gave him a kiss. We've only met a few times as he regains his uneasy nerves each outing we've had. But I always swallow every drop of his love cream.
I have a deep attraction to the BBW. I have made many large women happy in a hotel bed. When my wife would go to her girlfriends for a sleepover, I had full permission to seek a bed buddy for those nights. Sometimes she would be away for a long weekend out of state so I would seek a woman who could and would stay with me for the entire weekend. There is a large lady I see weekly in the local gas station where I get fuel. About 25 years ago, I put her in a room on a Friday evening and by the time we left on Sunday, I had fucked her more than a dozen times. She takes very good care of me even now.
I'll be the first to admit that taking showers together can be crowded, but we took advantage of a spacious tub in a hotel. We were in Indy for an NFL weekend. I had reserved a room with a whirlpool tub as it was a late season game, and I knew she would enjoy warm bathing. The tub wasn't in the main room. It was in the bathroom, just a large tub that also served as the shower with a curtain. The plan was to leave the room early on gameday. But we woke to several inches of snow, so we stayed in the room until checkout. We had several rounds of sex. But nothing compared to the fuck we had in the shower. She wanted it from behind, naturally, but I was having trouble hitting her pussy as I was perfectly aligned with her asshole. But she wanted it in her cunt. She ended up with her legs on the sides of the wide tub, and her hands were on the floor of the tub. I stood in behind her, and my cock went in her pussy perfectly. I wish we had video, but later on I saw a woman taking it this way with guys holding her legs. That may have been the most unique sex we had.
Several years ago, I had a man host me for an afternoon. I was desperately needing my ass fucked. He kept telling me that he was a total bottom, yet he was sending me pictures of his incredible cock. He agreed to fuck me if I could wear something hot for him. I had a pair of my wife's old yoga pants she had tossed. Black and leathery like and sheer. I had only a g string on under them. I went to his apartment in a large complex in the middle of a Sunday afternoon. I was walking to his door and working that ass. The smile on his face told me I was doing what I needed to do so that he would fill my need! I even gave him a lap dance as those yoga pants were incredible silky slick. The sweetest part was the fuck he gave me. He was very powerful and had great ability and stamina. After he pulled out, he laid in bed beside me and jerked his cum and it perfectly handed mostly on my lips! That's the only time it has ever happened. He was sweet as a doughnut.
I was traveling through a town with a known gay bar. I had planned my stop for the night there as there is a hotel in very close walking distance to the bar. The bar was somewhat dull that evening. I was drinking a final beer and was about to leave when he walked in and ordered a drink standing near me. I had his drink put on my tab. We moved to a booth, and it wasn't too long until we were kissing. So, I took him to my room, and he whipped out a monster thick cock about 7" long. His balls we more like a pair of large boulders. Once I put my lips on it, I went to full bottom slut mode, and I took this big monster deep in my throat before offering my ass to this incredible MAN! We slept together after a long fuck. Next morning, I was able to suck and jerk him off as he immediately left to go to work. We didn't exchange any info.
Quote by 57fredfred
Met a guy on another site and went to his house on a Saturday afternoon around 3. We played with each other, sucked each other and he fucked me until about 11 that night when we fell asleep. But through out the night it the fun did continue. We both woke up with morning wood and we each handled each other. Didn't leave there till around noon. Went back several more times over the next few months, then Covid hit and we stopped. I think that I was getting too close and he used Covid as an excuse to break up.
I had a great sexual relationship with a man that ended due to Covid.
I've never paid for an escort, but I have paid strippers. That may be splitting hairs. I was in a foreign land, and it was the rule that the local women could only be with a man if she had a paper saying she had the night off. She only was given the paper when the price was paid in advance. Later on, I married a bisexual woman, and we went to strip clubs together and we went to a few clubs and paid a woman to come back to our room for the night.
Quote by AmuseBouche
No, we do not. My Catholic upbringing kicks in, and it is very traditional at Christmas. There are 364 days a year for those gifts (and I love them).
We always would do this on Christmas Eve as on Christmas day we were busy with family. We would exchange gift we had for one another then closer to bedtime, we would have the naughty gift swap.
We would swap toys. I would buy her the most risqué lingerie. One year I was at the adult bookstore, and they had naughty Christmas stockings full of toys and lube as well as something hot to wear. One time I found a naughty elf babydoll and thong. She bought me a collection of clit banging cock rings.