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This happened a few years ago, after I confess to my wife my kink of imagining someone else watching her naked. At first, she didn't understand why I wanted that, but after some explaining she was ok and even told me she could try it.
We gave some thought to how she would show herself. At some point we discussed some guy friends of her, people she trusted for privacy reasons, but also it would be awkward so we decided it must be online to some stranger.
I suggested Omegle and used it several times, but there is one in particular that l remember fondly. We went to a motel, at the time we were just dating and didn't live together. We had a few drinks and got drunkish, so I felt it would help her loosen up more, because so far, she only flashed her tits quickly and then skipped the guy, and I wanted her to have more interaction with him.
She agreed and actually looked thrilled about it. She was already naked so I open the laptop went in Omegle and moved to her side, she was sitting in a loveseat and I was standing next to her. The first thing I noticed was that she was showing her face, you couldn't see her boobs on the cam, but you could tell she was naked. All the previous times she never showed face so this was very hot. She started looking for someone, while doing so, she started playing with my cock, that was already hard. I started moving closer to her until my cock was in-frame and she kept stroking it while skipping some guys until she left one and kept stroking while casually chatting.
They said hi to each other, asked for age, location, and everything and then she turned her head and sucked me a little while maintaing eye contact with the cam. That was amazing! After a few seconds she moved the laptop so that her tits were in-frame and kept sucking while also squeezing her tits. She would occasionally take my cock out and just chat with the guy showing her full face and boobs at the same time.
She then asked me if she could show her ass to him, which she didn't do so far in the previous Omegle sessions. I said of course and she turned around and bent, while I adjusted the cam so that her ass was properly shown. She bent a little at first, and wiggled her ass from side to side, then she bent even more and her cheeks spread and showed her asshole and pussy from behind.
I couldn't hold it anymore and came on her ass cheeks. She then turned around and chatted a little more with the guy and said goodbye.
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