This is the first one I’m gonna post for you guys but I’ve got plenty of other fun ones if you like this one. So here it goes:
One night when I was in my mid twenties playing out with my band I was sitting at the bar before we went on minding my own business as was she when randomly we locked eyes and just made that immediate connection. We both said “Hi” almost at the same time and then a band started playing. We both made attempts to talk to each other but it was useless with all the noise going on in the bar. We kind of sat there awkwardly waiting for the band to finish knowing that this was going somewhere but it was like we were in a time out.
Once that band was finished we started chatting still and it was an instant connection and attraction. I was about 25 and she was a 39 year old short hair brunette with enormous DD breast that you couldn’t ignore on her tiny frame. While we were talking she became very infatuated with my hands as we were both musicians she began to rub them and take note of every callous, nook, and crannie of each hand. While she started this the next band started playing so we where back to no spoken words for the next 25 minutes but she never stopped rubbing hands and she had the biggest brown “fuck me” eyes staring up at me the whole time.
So music stops but I’m up next so I’ve gotta go set up and play. She stayed for a little bit to watch but then disappeared and I didn’t see her until I was almost about to leave. She said “look I know we can go back to my place and fuck each others brains out but with the connection we just had let’s not jump to it right away”. I whole heartedly agreed and she gave me her number and we called it a night.
The next week we went on a few dates and we got to know the basics about each other but mostly all she talked about was sex. It turns out she’s been all over the world with her music projects and was an incredibly celebrated permiscuous woman. She said she had been with married men, black men, celebrities, etc. And based on her resume it all checked out and was a huge turn on for me. That being said she was still a little weary to sleep with me because of the age difference.
Over that week we would make out super hard-core while rubbing up against each other. She would stop and say she didn’t want to have sex yet then change into a loose fitting shirt with no bra and start making out with me again making sure that I saw her breasts as she felt me up as well. But still no sex.
Turns out birthday was coming up and since she was so much more experienced than me (in many ways) she said she would take me away to see a cool little town and she got us a room together there. I knew this was going to be it and she even said atleast I’ll be older (as if 25 to 26 matters) so she won’t feel so bad corrupting me. We have another marvelous night out with tons of people commenting on how well we compliment each other and how good we look and how age shouldn’t matter and this really gets her out of the weird funk she was in about our age gap. Once we get back to the room she goes to change into the sexiext black one peice that I’ve seen on a woman to this day. Her enormous breast were visible through it and still trying to pop out the top at the same time.
We start making out hard-core again but this time I knew it was happening for real so I didn’t hold back. We get on the bed and I un-clip the bottom of her one peice she is already dripping wet as I haven’t even put my finger inside her I could just feel from how soaked the fabric was. I knew it was time so I pulled out my cock below her eye sight so she never even saw it and as I slid into her those big brown eyes wide up again until BAM! I bottomed out and I was only about halfway in. She jolt and squirmed back and laughed saying ” oh my, you are a BIG Boy”. I pulled back and tried to readjust to get more of myself inside her. As I thrust forward for a second time a little more downward BAM! “A very big boy” she added. After some more maneuvering and we got in a steady motion until she said she was gonna come. I felt her squeezing tight around me as she came and I began to thrust deeper determined to get past her cervix. After that she never stopped coming. We kept at it for the rest of the night but she kept having to stop and unfortunately I never came that night but this lead to a life changing relationship that lasted 3 year where many many many orgasms happened multiple times a day :)
Hope you enjoyed! It’s all true and many more stories to come if you guys want
Source: reddit.com/r/eroticliterature/comments/ow48m6/all_true_unreal_night_that_lead_to_more