Backstory: My gf and I have been dating since a bit before covid hit. We knew each other since high school as we did have some classes together like ceramics, photography etcetera. We didn't talk much during hs since I was really busy with sports, but we considered each other friends. We got a lot closer in college bc I would show her around and walk her to her classes and she would walk me to mine etcetera.
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Story:
My best friend, who we will call Henry, and I have been friends since we met in elementary school. We eventually found out we were neighbors around middle school (We lived in apartments) and our friendship started from there. Flash forward years later, he got married and moved from the home he lived in. We didn't hang out as much as we used to, but we would still hang out when we could, we would also game a lot and even more so once I had moved a few states away. He knew of my gf before her and I had started dating due to me talking about her during our gaming sessions. Eventually, I asked her out and I told her I was dating her and it was cheers from there.
My gf knew of my kink when we started dating, I didn't want to start a relationship if my S.O. wasn't on board with my kink as I didn't want anything to feel forced. She was on board but a little shy at first. She started off with tinder and her texting some of her friends which had some results but nothing that lead to meetings in person, it was always just texting/flirting and sometimes she would send pictures. Eventually life took over and nothing happened for months.
During this dry time, I was on gaming sessions with Henry when he starts opening up to me about his marriage and how it was falling apart after so many years. He got married during our last month in high school and after 3 years of marriage, he had caught her cheating with her co-worker and when he went through her phone, he saw it wasn't just one, but many past co-workers and he had texts messages to prove it. I told my gf and she felt bad for him. They got a divorce, and it went way faster than I assumed it would be. We couldn't be there for him physically, as we were in different states, but he would call me every night to game and/or we would talk, and my gf would also talk with him. I felt they were getting closer as friends, and I got a naughty idea. My gf had to visit family, so I waited until she got situated with her family for a bit until I brought up my idea and I was also thinking of who to bring it up to first, Henry, or my gf.
I decided to first bring it up the with my gf. We were both lying in bed on facetime with each other talking about Henry and how she felt about him. She started telling me that he was very kind, and that she was more comfortable talking to him now. I then asked her if she would think about sending him pictures or flirting and she shyly said "y-yeah, maybee". Which meant yes but I knew she didn't want to hurt my feelings. We talked a bit more and she agreed only if he was comfortable. We talked more before she had to end the call and go to sleep. That night, during our gaming session, I asked Henry what he thought of my gf and if he thought she was cute and then I proposed to him that since he's single now and doesn't have anyone to relieve his stress, then my gf can help him. He was confused and I clarified, and he was more than happy. I gave her his snapchat and the following night she messaged him.
The chats started off sexual almost immediately. She was on her way to shower and had asked if he wanted to snap. He said yeah and she then sent a mirror picture with her underwear somewhat peeking over her jeans. He complimented the color of her underwear. She then replied with "thank you, it's a nice color" with her sitting Infront of the mirror with only underwear and shirt up to show some under Boob. This went on for a while and I couldn't have been happier as to how it turned out.
They stopped chatting that night as he had fallen asleep, but the next few months were filled with them snapping each other here and there and her sending him pics slowly getting riskier and riskier. Eventually after months of this she finally agreed to meet up with him during one of her visits back. They were snapping during one of her last few nights there and he had sent her a video or pic of his cum and she had responded that she can't wait to eat that. Which lead to more talk of wanting each other. My girlfriend was telling me everything going on and so we talked, and she told me she wanted to see him but didn't know if it would be possible.
The next day was a miracle; the gods were watching over me that day. Her family had some urgent business to attend to and so they left her home alone with some of her less strict family members. We didn't have anything in mind until around late in the afternoon, Henry had called me telling me he was bored and didn't know what to do and if I wanted to game with him. I suggested that if he's bored why not meet up with my gf. He's a little taken a back but agrees and asks what they might do, so I tell him that it might be a bj, but I first have to confirm if my gf is not busy. I call her and she gleefully agrees but she wants a bit of time to get ready.
About 30 minutes go by and she messages my friend to start heading over. Once there he messages her that he's there, and she sends me a video of her walking and getting into his car. They drive around for a bit talking about life while looking for a quiet secluded part of town. They find one behind some construction site and she messages me that they found a spot. She then calls me to confirm if I'm actually okay with her doings this b/c once she starts there is no going back and I tell her that it's okay, I trust them and that I am equally as excited. She then hangs up and she later told me that they chatted for a little, they both brought down their pants and she touched his dick for a while through his boxers before she started recording.
You could tell they were both a little shy but excited. She was rubbing his dick through his briefs before she took it out and started blowing him. This lasted for a good 20 minutes. I then got a call expecting to hear that he finished but he had gone outside the car b/c he got a call. Her jaw was cramping but she was having a good time. Eventually he went back inside, and she hung up to continue recording.
This time he only lasted 5 minutes, He was grabbing her ass and boobs and being more open to touching her and he also started to give himself a hand job while her lips were wrapped around his dick, slowly moving up and down as to not get hit by his hand. He eventually came and she kept slowly sucking his dick still, she then stopped, and he grabbed her phone before she could, and he ended the video before more could be shown. She did tell me that she spit out his cum. Afterwards he drove her home and then she called me and told me what had happened.
But this was the first of a couple adventures between them. They had 2 more encounters but that's a story for another day
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