Best sex

When my masseuse unexpectedly offered to fuck me. We started on the massage table, then to her couch, then finished on her bed. 3 or 4 different positions till we both exploded really hard. I had been one of her clients for a couple years, never expected this, but always fantasized about her.
 
I can't narrow it down to one best moment, so I'll offer two that stand out in my mind.

One was the night I fucked a woman for the first time. I'm sure I was a terrible lover, and I didn't last long. But I'll never forget that moment. It was ecstasy for this young man.

The second was a couple years ago with a man in Palm Springs. We met in a hot tub, and I invited him back to my room for a blowjob. I waited naked with my door ajar while he smoked a joint, and when he arrived, I dropped to my knees and pulled his swim trunks down to reveal a big, beautiful cock.

I teased my lover with my tongue as long as I could bear, then I took his shaft deep into my mouth. And yes, I swallowed.

He was delicious.
 
Best experience of sex? Can I do three?

1. Seattle 2023. Sex Club. I was supposed to spend two weeks visiting my eldest sister and her awful family. Due to decades old arguments and her terrible husband, I checked into a hotel and then found a sex club.
To say I was a cum dump would be doing me a disservice. I was an animal. Filthy and disgusting. Smacked around and taken all ways, multiple times.
I. Fucking. Loved. It.
Really worked several days worth of tension out of me. Made for a very happy, if incredibly sore, Christmas.

2. Spain, early 2000s. Losing my anal virginity. You can read about it here
https://www.literotica.com/s/personal-pt-04-my-anal-virginity.

3. Singapore 2004. I was sunning myself by the hotel pool and then, several Singapore Sling's later, found myself being spit-roasted in a random hotel room by two German guys who were there on business. I still masturbate thinking about it now. Even the midnight walk of shame as I tiptoed across the hotel reception in just my bikini was a HUGE turn on.

True story, the next day, when I went to the hotel breakfast buffet I accidentally opened the metal tray containing the breakfast fish curry(!) and promptly vomited everywhere.
Because English girls are classy!

Xx
 
So many great moments to choose from. Beach hotel with my Mistress. I was spanked, put on my knees, sucked her strapon (2 1/2 inches wide and 10" long) I was pegged for an hour then fisted repeatedly. I had to most incredible orgasm as did she. We did it again the next day. I went home with such a wonderfully open and sore asshole and a smile a mile wide.
 
Best experience of sex? Can I do three?

1. Seattle 2023. Sex Club. I was supposed to spend two weeks visiting my eldest sister and her awful family. Due to decades old arguments and her terrible husband, I checked into a hotel and then found a sex club.
To say I was a cum dump would be doing me a disservice. I was an animal. Filthy and disgusting. Smacked around and taken all ways, multiple times.
I. Fucking. Loved. It.
Really worked several days worth of tension out of me. Made for a very happy, if incredibly sore, Christmas.

2. Spain, early 2000s. Losing my anal virginity. You can read about it here
https://www.literotica.com/s/personal-pt-04-my-anal-virginity.

3. Singapore 2004. I was sunning myself by the hotel pool and then, several Singapore Sling's later, found myself being spit-roasted in a random hotel room by two German guys who were there on business. I still masturbate thinking about it now. Even the midnight walk of shame as I tiptoed across the hotel reception in just my bikini was a HUGE turn on.

True story, the next day, when I went to the hotel breakfast buffet I accidentally opened the metal tray containing the breakfast fish curry(!) and promptly vomited everywhere.
Because English girls are classy!

Xx
You sound like a lot of fun. 🤩🌞🤩
 
The best sex for me is hard to narrow down. Most, not all, but most of the women l've fucked have been really good in bed and great overall experiences. But I'm hardly one to rate a woman's performance. My one and only requirement to having fun in bed is for her to show up.

Maybe l'll share my Top 3 (Giving First Names Only)

Shannon
She was a blonde, former high school cheerleader I met my final year in college who was also a virgin. Fooling around one afternoon in my bedroom, her virginity got unintendedly obliterated and from then on we fucked up to 3 times a day nearly every day for a year. She had the most perfect set of natural 34 C tits you could imagine and I loved fucking her.

Patricia
I had known Patricia in high school and had a crush on her. We never did anything except for one afternoon when we began making out then I got her shirt and bra off and experienced my first set of tits. Fast forward 20 years later, I found her on Facebook. We hooked up several times and the sex was phenomenal. The way she would juggle my cock and balls in both hands to get me instantly hard before having me slide into her smoldering hot pussy was captivating. And blowjobs? She gave them so good, you'd think she invented it.

Michelle
My long term single mom FWB next door neighbor. She had a great body, the sex was really good, and it was strings free and super convenient. It was like having push button pussy. I'm sitting at home watching the news one minute, texting her the next, and fucking her the minute after that. Sometimes she'd stay the night, sometimes she'd run back home, it was pretty much whatever I wanted, whenever I wanted it.
 
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