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This happened while I (28) was away on an internship abroad in Kenya and I was in a long distance relationship. This happened sometime after my previous post, which was our first real experience with the cuckold dynamic. (https://www.reddit.com/r/cuckoldstories2/s/kRYAEDZ4LM)
For reference I'm 5'3", have shoulder length wavy brunette hair, hazel eyes, a few freckles. I'm pretty pale and had some tanlines at the time. In decent shape but still a bit curvy, 34c chest.
It started when I was hanging out with one of my friends after classes, we were just relaxing, enjoying a drink and watching some tv. My bf started texting me and was clearly in the mood for sexting or a call. I sent him a nice selfie of me and told him that I wished I was there.
He responded telling me how great I was and how he wanted to see me in less. So trying not to draw to much attention to myself I took off my sweater and sent another selfie of me in my fitted pink tank top. Of course he wanted to see more and kept being flirty. I tried to lean back and pose a bit more seductively, also pulling my top down a bit to show off some more.
My friend noticed, and embarrassed I explained I was sending a picture to my bf. We had a laugh about it and how long distance relationships were rough. He also joked that he wasn't going to complain about the situation.
My bf kept looking for more, so I told him I was with a friend and whatever I shared with him he'd also be seeing. That got his attention, he was curious about the friend but also wanted to see more. I sent another picture leaning over against my friend, showing off more cleavage, and asking if he was happy making me show off in front of my friend (who of course had no issues with it).
This worked even better than I was expecting to get him going, he told me how hot that was and asked if I was comfortable with it. The next selfie he got I was down to my lacy bra, telling him I was very comfortable. Another one followed of me cuddled up to my friend, with his arm around me (he was a fairly large/well built guy with a short well groomed beard and hair). He was a bit lost for words but was very turned on and told me so, I imagine it was quite exciting being into this kink.
The next thing he gets is a video of me cuddled up, as his hand is pulling my bra strap to the side letting I fall down my arm. Then another of me sitting up as he is undoing my bra from behind, it's a bit awkward but it comes off as I'm giggling. Then he takes a picture of me posing hands behind my head, I add a caption asking if he is as hard as my friend is. I'm getting responses but I'm more focused on the moment.
I think he then received a video of us making out and my breasts being felt up, probably a nice contrast between my pale and his dark skin. Then one was of me on my knees jerking him off as my friend holds the phone, his other hand grabs my hair and gets me to blow him. I think quite a bit is recorded of that, including my friend telling me how he's going to fuck me as I blow him. True to his word he gets me naked on the couch and slowly teases himself into me, making me tell him how badly I want his dick. He fucks me missionary occasionally sending another video of me being pounded and moaning his name (he also sent these to himself for later). Though eventually he stops and focuses on enjoying himself and leaving my bf in the dark. He eventually finishes in me and leaves me satisfied.
The sex was pretty amazing and my boyfriend thoroughly enjoyed the experience, probably not as much as my friend though lol. I filled him in with the missing details afterwards too.
Yes he was very much enjoying himself lol
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That's true, I changed it. Wasn't really sure what to tag it originally