This may be a long post, so bear with me.
names were changed, but not locations.
I have a tendency to cruise Craigslist and other areas looking for something different, and will post an ad or two ahead of my arrival.
In this case it was mine putting out an ad for something random. Literally. I was in a small town of lacrosse WI, and I knew I was going to stay there for a few days so I saw what I could dig up.
One thing I learned from posting in smaller towns and cities is that people don’t get the opportunity to play out or explore their fetishes because of the small social circles, and will generally go to a nearby town or city to indulge in them.
Anyway, I came across several interesting responses.
One of which were a pair of ladies. They didn’t want a threesome, but wanted to see a guy jack off.
Now I need to add at this point, I go through a certain protocol to screen out spammers, con artists, and other people out to ruin my fun, and I have yet to find myself in a dangerous situation. Awkward , yes, dangerous, no.
They showed up at a bar near my hotel and offered them a drink and chatted. I was surprised at how young they were (maybe early 20s), considering how old I was (early 40s).
They were both cute little brunettes, with firm bodies, with one being a little bigger (sandy) in weight than the other (amber).
They shared their story with me on how they were best friends since a young age, but grew up quite sheltered with them only recently having a boyfriend, while they have seen their respective boyfriends masturbating, they thought it would be something they could see together and have been to shy to ask them to do it.
We went back to my room and got situated, got them comfortable and as I was getting undressed, I talked them into undressing to their underwear.
I laid down sideways on the bed near the headboards so they can be near the foot of the bed. We were talking and I was putting them at ease with jokes or with stories of previous encounters and I began to rub and slowly strike my cock and told them what I think about and my various fetishes.
Sandy laid down on her side watching me as I did so, while the other sat cross-legged next to her.
“so what do you ladies like to do with your boyfriends that you haven’t shared with your friend?”
They were not expecting that question and were initially hesitant to say, but I pointed out what happens and said in here stays in here.
“I like it when he forces his cock down my throat when he’s about to cum” as sandy said it nervously.
“nice” was my only response as I squeezed and stroked a bit harder.
“I like watching porn while he does me from behind,” amber responded.
“let me guess, you made the suggestion or arranged for this?” I asked amber directly.
She started to blush as she confirmed my question.
“so you like to sit and watch people having sex?”
“I think I’d like to”, her friend smiled, “but never had the nerve to ask.”
“you want to watch me and Burke?” sandy responded with a bit of a surprise.
“I’d like to, but I’d feel weird about it, since he’s like a brother to me”, then she looked to me to explain, “we’ve known each other since kindergarten. And lacrosse is so small I don’t know how to find someone that doesn’t know me and keep a secret.”
“I see your dilemma. So you answer ads from people coming through town? How often?”
“every once in a while, if the ad is interesting.” She said.
We sat in silence as I continued to stroke my cock and the topic changed into more details of what they like sexually, what they have done and what they would like to try.
As our time went on, I could tell amber was getting turned on by the damp spot on her panties.
“you can rub yourself if you want, we won’t judge, will we sandy?”
Sandy was focused on my cock when she just nodded her approval.
Amber with some hesitation, reached under her panties and slowly started to rub her clit.
“go ahead and rub it. Do you like that I’m watching you do it? My being a complete stranger?”
“Yes, oh god yes! Never done this before,” She moaned in a hushed voice.
Amber started looking at the both of us, unable to decide who she was more interested in watching.
“you’ve never seen your friend that way before, sandy?”
“no, I never seen anyone besides my boyfriend.”
“is it like you imagined? You can get more comfortable if you want.” She looked at me and decided to drop her panties and watch her friend.
We laid there together while we each played with ourselves. The sounds of pleasure increasing in volume.
I told them I was about to cum when sandy moved over to suck just as my cum erupted from my cock.
Her own orgasm building.
Amber took in the view and I suggested sandy may need a bit of help.
With a little reassurance from sandy, she then fingered her and after a few minutes, proceed to lick her.
I laid there as they turned their attention to each other, and completely content on seeing a new chapter of their lives start before my eyes.
They were at it for a good half hour before they were done.
They stayed the night and explored each other’s bodies. I wasn’t involved with their playtime, but I was more than satisfied with the view.
This was a few years ago, but we kept in touch. It was a very interesting week.
Source: reddit.com/r/gonewildstories/comments/5d6p1k/mff_a_meeting_in_wisconsin
Great story, thanks for sharing!
>And lacrosse is so small I don’t know how to find someone that doesn’t know me and keep a secret.”
Uh….. LaCrosse isn’t an “everyone knows everyone” size city. 51,000 people. Still super small for someone from something like Chicago, but I don’t think anything over 2-3k people can be everyone knows everyone. (From a 300 person town myself.)