Been talking to a fellow cheating enthusiast guy and also a woman about my “number” and fave sexual experiences. We were trading short stories about our favorite encounterers, based on questions such as:
What’s your total body count?
Most people in one day?
Most orgasms in a day?
Best taboo experience?
Best cheating story?
Best threesome?
And so on.
One of them was Best/hottest orgasm (non-masturbation)?
So many great ones but I guess the following might be one of the best feeling and hottest. This happened around 15 years ago. It’s not a story I actually want to tell because it’s pretty simple and basic and it’s not particularly story worthy, but it probably does contain an orgasm I still remember to this day.
I was out of college and in my first year as a sales rep for my previous employer. It was actually only the second time I ever travelled for work.
I was staying at a hotel and as I was getting on the elevator to go down to the lobby, a young girl in a business suit with skirt was getting off the elevator to my floor. I said hello and let her step off the elevator and she rushed out.
“Sorry I forgot something. Oh is there anyway you can hold that for me and I’ll run right back?”
I said “Yeah, sure” and she took off, explaining her room was just a few doors down. I held the elevator and she was back in 30 seconds, putting something in her bag.
“Thank you so much!” she said. She said she has a five minute walk to the convention center and has to be there in like 5 minutes. I told her I was going there too and suggested we race there. There were two big conventions at the same time and I was there for one and she was there for the other but both our jobs were basically sales and by the end of the walk, she agreed to having a drink with me after dinner. We decided very quickly that the hotel bar at 8pm would work.
“Oh, I’m Christina” she said.
She was over 10 minutes late. I had gotten there 10 minutes early and got a drink so I was about to leave when I saw her walk in, wearing a little black dress. She looked stunning and all dolled up and I was honestly surprised that she’d wear something so sexy in this situation.
“So, before I sit down… I guess you see I’m married…”
“I see, yes.”
“And also this dress has somehow gotten smaller and tighter. I didn’t bring enough clothes…
We laughed and I ordered her drink.
We talked for about an hour at the bar. My plan for the evening was to rent a movie on the hotel tv and jerk off. I realized it had been 3-4 days since I blew my load and I was really horny. I honestly thought this married, sweet sales girl would have some drinks with me and that’s it. But then she shows up all glammed up and in tight clothes. So I started really flirting.
We moved to a more private table with some strong drinks in hand and ended up talking about her sex life for 30 mins. The main takeaways were
1. She waited until marriage before sex. Got married at 19. She’s 22 now.
2. She’s only been with her husband and he never makes her cum.
3. Her husband is small and she says they only do it once every few months.
4. She’s on the pill but he always wears a condom and pulls out.
I told her I’m sorry and she said “Why are you sorry?”
I told her she deserves to have some fun.
And I charmed her and flirted with her until she finally said “My place or yours?”
We went to my room and my plan was to dick her down the best I could and give her a fuck to remember. But I didn’t make her cum.
Like I said, this isn’t one of those stories. This is my best/hottest orgasm.
The foreplay was pretty good. She said she’d never had her ass spanked before, or her hair pulled, and I started to go down on her and she stopped that.
“I’m at the very end of my period…”
She got down on her knees, pulled my boxers down, and gasped when my cock sprang up.
“Oh my God… how big are you?”
“8 and a half.”
“I’m kinda scared” she laughed.
She tried to get her mouth on my cock but was really just sucking the tip. Probably the second worst BJ I’ve ever had.
I got impatient and got her on the bed and took off her panties and felt her wet pussy with my fingers. That’s when I realized she was small and tight.
I pushed the head of my penis against her pussy and I had to really push my cock inside. She winced in pain and moaned. Her pussy was unbelievably tight. I think she still had the tightest pussy I’ve ever had.
I fucked her pretty hard for a minute and she told me to cum inside her. I was thinking yeah I will when I fuck her hard from behind, but I never got there.
My cock started throbbing and I felt my balls building up pressure. It had been too long and I was already gonna cum. Normally now I’d pull out and eat pussy until the feeling passed but that day I grunted and growled as I shot a huge load inside her.
I came in like 90 seconds after first filling up the tightest pussy ever. It felt so good and hot to cum in her tight, married pussy.
She seemed shocked and pleased at the feeling of my warm cum inside her.
She told me she had to get cleaned up and call her husband before bed. And she checked out the next day and was gone.
Source: reddit.com/r/gonewildstories/comments/uyccm0/hottestbest_orgasm_mf_sex_history_checklist
!updateme