What’s your most spontaneous sexual encounter??  

CumonCassie 27F
32 posts
10/10/2021 9:41 am
What’s your most spontaneous sexual encounter??

I wanna hear about the most random spontaneous sexual encounter you’ve ever had! Could be with a stranger, in a random place, at the wildest event, etc!

Mine would probably be the time I got “picked up” by a gentleman in his mid/late 50’s at the grocery store!

Share your tale and if we get enough, I’ll spill all the details of mine


Xoxo
Cassie



Xoxo
Cassie


topherific 59M
5188 posts
10/10/2021 3:20 pm

i'd be happy to help you recreate that encounter


SingleItalianGy2 50M  
1203 posts
10/10/2021 5:05 pm

Hmmmm.... there are a couple I could share but I think this one is pretty hot. I was invited to my best friend and college roommates wedding. During the entire engagement he and others had ppl pushed me towards getting together with his cousin whom I just so happened to be walking with in the wedding ceremony. I'm from Philly and they are all from Long Island so after a couple trips to Long island during the summer and a few Dave Matthew's concerts "Meri" and I got close and even kissed a few times. We never really got into anything heavy (mainly me being cautious as this isn't some random girl but a family member of someone who's family i adored). Fast forward to the wedd ik ng... my friend and his bride to be rented an old farm/chateau that overlooks the Hudson river and this in early October so the foliage was amazing. The ceremony goes off without a hitch and the wine and beer begins flowing. For whatever reason Meri was just not having a good time and no matter what I said or did was gonna change that. Well fuck.that I'm all about having a good time. So I am dancing and celebrating with everyone and the next thing I know I get a tap on the show on the shoulder and another young lady asked me to dance and I accepted. Slow song comes on and were dancing and she whispers in my ear hey do you smoke weed if so I have a joint rolled let's go down to the Gazebo and smoke. I said yes I do smoke and sounds like a great idea. Tina and head down to the Gazebo and mind you I have a bottle of w ik ne tied into the arm of one of my tux sleeves pull it out and pour us each a glass. It was almost dark as we toked away... next thing you know there is 20 0eople who all had the same idea. Not long after they were cutting the cake and Tina and I were alone, we started kissing and groping one another. Before I knew it she had unzipped my pants and started blowing me. There are somen300 people less then 100 ft away from us but the Gazebo is in unlit part of the property. I stood her up and bent her over the rail of the Gazebo overlooking the Hudson lifted her dress up ripped her tiny panties off and started fucking her HARD and DEEP. She started moaning real loud and I kept telling her to be quiet but that wasn't happening. I reached down and grabbed the panties i had just torn off her and stuffed them into her mouth. Finally muffled her enough to a point were I could finish. But apparently I didn't quiet her quickly enough as we fixed ourselves up and turned around a crowd of 15 voyeurs had erupted in applause. That's about as random as I can get.


Pleasureinc 58M
2179 posts
10/10/2021 5:49 pm

Very nice booty, can see why the man picked you!


Somefun12ooo 61M

10/10/2021 6:46 pm

Wow. Can’t read with that picture there. Lol


Somefun12ooo 61M

10/10/2021 6:47 pm

Did you get your cucumber?


AUsefulMan 52M

10/10/2021 7:07 pm

Let's see, so many to choose from! The baseball game (everyone loves to hear cheering while at bat)? In the vestibule during the sermon? While her family had Thanksgiving dinner in the next room...I think I may be a little too spontaneous.
Spectacular view BTW.


PleasureUdeeper 45M

10/10/2021 7:41 pm

Oh wow Cassie I’d love to do something spontaneous with you beautiful


WyoCowboy7751 68M
2475 posts
10/11/2021 6:40 am

Left the Group of Friends campfire with excuse that it was getting late !! Gal Friend that I was with said she was tired !! Crawled into double sleeping bag, both of us nude and had passionate but Quiet Sex 😉😊🤠


CumonCassie 27F
4 posts
10/15/2021 2:57 pm

Wow some of y’all are brave!! But also sound like a great time! Also am glad y’all are enjoying my booty lol


Xoxo
Cassie


CumonCassie 27F
4 posts
10/20/2021 3:24 pm

So since this is my first blog, I’m not sure how many it should take before I share my tale from the grocery store so I’ll leave it up to y’all!! Are y’all ready to hear my wildest spontaneous story???


Xoxo
Cassie


columbusfun17 45M  
2 posts
10/21/2021 7:23 pm

I like to be the one that causes the spontaneity. For instance and this has happen more then once. I like to get into a conversation on here or any app and tell them I am going to come up there. Its funny cause they never believe it because there are so many flakes. had to go to Atlanta, from SWGA. It was 2:00am. I told one of our fellow Heated Affairs members I was coming and she told me the hotel. 2 hours later, I was at the door. The shock made it so hot and well worth it.


kickassdude1979 42M  
15 posts
10/22/2021 7:40 am

On a vacation to Ireland for St Patties day with my GF and her mom. Her mom mistakenly booked a one bedroom hotel. No worries, her mom said she'd sleep on the floor. One morning, my GF and I woke up both in the mood. We're laying on our side, I pull her panties down and I lower my boxer briefs and we start having sex. Her mom woke up saying her back was hurting and asked for us to move over. Here I was thinking we were done. After we laid there a few more minutes my GF grabs my cock and guides it into her ass and we start having very slow sex with her mom laying next to her. I cum in her ass and we pulled our underwear back up.


CumonCassie 27F
4 posts
10/23/2021 9:42 am

Wowza!!!! Don’t know that I could get fucked in the same bed with my mom haha
I’ll go ahead and share mine 0 well I was in the grocery store and noticed this guy, old enough to be my dad and every time I saw him he was checking me out. He said “sweetheart idk if anyone has told you today but you’re so gorgeous that you’re glowing”. And I was blown away lol So we flirted for a few minutes and when he leans in to whisper in my ear, he casually palms my tit. I told him if he kept doing that I’d soak thru my panties and he’d have to help me out. He grinned and picked me up and set me on the vegetable stand and proceeded to eat my pussy like I’ve never had my pussy eaten before! He even rubs my asshole!! Idk how long we were there or how many orgasms I had but when he got satisfied, he pulled my thong off me and stuffed it in his pocket and said “see ya around darlin”. I never got his name lol


Xoxo
Cassie


Wouldie76 45M  
1 post
10/23/2021 4:24 pm

Cassie,

Hey you sexy thing. I have to say the most spontaneous sexual encounter I had was at a bar playing pool. Me and a buddy of mine was out one night at a bar shooting pool and a couple of ladies came in and sat at the bar. I went offered them a drink and to join us playing a game. I was in my early 20's, this young lady probably was too. She was not that great of a pool player so I was trying to show her how to hold the que stick. After several drinks I think she felt my hard cock on her ass as I was leaned on her showing her how to play. She commented on how that would be a better stick to use and she knew how to handle that one. before I knew it she unzipped my pants and reached in and grabbed my cock. I froze for a second, she turned around lifted her skirt up and slid my dick in right there while she was leaning on the pool table. I was feeling all sorts of things. I asked to go outside so we can finish what she started. We went out we had the best sex against the side of my truck.


CleavageFan4U 64M  
69071 posts
12/4/2021 12:46 pm

Hot body there Cassie!! Fun question too.

I used to travel a lot for work. Don't ever allow anyone to tell you that a traveling businessWOMAN isn't every bit as much of a horn-dog as the average traveling businessMAN - and for the same reasons - because they CAN. I've got tons of stories about quick hook-ups, but I guess I'll share one of my earliest ones.

I was 22 and in our neighborhood bar one Friday. I asked this attractive lady that was there alone to dance. Turned out it was her 30th birthday and she had a spat with her hubbie. We ended up going to my apartment and she asked to use my phone to call her hubbie and let him know she was OK and would be home later. (This was LONG before cell phones!!) We had sex several times that night. In the morning we showered together, I washed her hair, and we had sex again (in the shower). She left soon thereafter, and I never saw her again.

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CleavageFan4U 64M  
69071 posts
12/4/2021 12:48 pm

    Quoting CumonCassie:
    Wowza!!!! Don’t know that I could get fucked in the same bed with my mom haha
    I’ll go ahead and share mine 0 well I was in the grocery store and noticed this guy, old enough to be my dad and every time I saw him he was checking me out. He said “sweetheart idk if anyone has told you today but you’re so gorgeous that you’re glowing”. And I was blown away lol So we flirted for a few minutes and when he leans in to whisper in my ear, he casually palms my tit. I told him if he kept doing that I’d soak thru my panties and he’d have to help me out. He grinned and picked me up and set me on the vegetable stand and proceeded to eat my pussy like I’ve never had my pussy eaten before! He even rubs my asshole!! Idk how long we were there or how many orgasms I had but when he got satisfied, he pulled my thong off me and stuffed it in his pocket and said “see ya around darlin”. I never got his name lol
FYI, it you use the "quote" function it will be more obvious to everyone that you are responding to their comment.

THE NEW COMMUNITY PAGE Is THAT Strike Three
Festive, on HNW
She is BAAACK
Private Cleavage My Private Post - Tell Me ALL Your Secrets – Anything you write here is just between us


CleavageFan4U 64M  
69071 posts
12/4/2021 12:52 pm

    Quoting CumonCassie:
    Wowza!!!! Don’t know that I could get fucked in the same bed with my mom haha
    I’ll go ahead and share mine 0 well I was in the grocery store and noticed this guy, old enough to be my dad and every time I saw him he was checking me out. He said “sweetheart idk if anyone has told you today but you’re so gorgeous that you’re glowing”. And I was blown away lol So we flirted for a few minutes and when he leans in to whisper in my ear, he casually palms my tit. I told him if he kept doing that I’d soak thru my panties and he’d have to help me out. He grinned and picked me up and set me on the vegetable stand and proceeded to eat my pussy like I’ve never had my pussy eaten before! He even rubs my asshole!! Idk how long we were there or how many orgasms I had but when he got satisfied, he pulled my thong off me and stuffed it in his pocket and said “see ya around darlin”. I never got his name lol
I bet he still treasures your thong too.

THE NEW COMMUNITY PAGE Is THAT Strike Three
Festive, on HNW
She is BAAACK
Private Cleavage My Private Post - Tell Me ALL Your Secrets – Anything you write here is just between us


jamiesplayin 18F
14 posts
12/5/2021 7:20 am

Cass, love that pic of you! HOT
for me probably was at a frat party with my bestie, on a pool table.


WarriorChef1 46M
5 posts
12/5/2021 8:26 am

I went to my favorite restaurant in Atlanta in my early thirties when I was a budding new Chef. My waitress was the hostess I flirted with upon arriving. A twenty year old named Gabby and she was an exquisite site to behold. She was wearing black yoga pants and a white button down shirt tied at the midriff. We tried talking and flirting when she would pass my table but, it was loud where I was sitting near expo. On one of her stops, she mentioned she was attracted to older, more experienced guys. I acted like I couldn't hear her and asked if there were a quieter place to chat for a minute. She took hold of my hand and led me to a supply closet where there was little talking and a lot of just primal sex. I picked her up after her shift and took her back to my hotel where we enjoyed each other the rest of the night and most of the next day exploring each other and making videos. Wonderful night in Buckhead.


Wrplaying 56M  
1 post
12/9/2021 3:46 pm

I stopped at a convenience store on my way home a club. I was in my mid 20's. I started talking to this girl working there. She was flirting After a conversation she takes me into the office with a one-way mirror. We had sex on the desk watching for customers to come in.

Another,
I went to my hometown for the holidays. A friend and I were talking about what to do. A girl who was a cheerleader we went to school with, came up to the car and said hello to me as I had moved away. She asked what we were doing? He said, "We were talking about buying some beer and fucking you". I could not believe he said it! I looked at her expecting the fury to come! She says, "Go get the beer and we will go back to my place". 30 Minutes later we have her on hands and knees on the bed, I was getting blown and he was behind her going at it! He and I actually had several threesomes with girls over the years. It is shocking how many girls went for it. Since you are close, I could easily arrange for one with you.
You have a beautiful body; I would love to introduce you to some things you stated you would like to try.


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