This is an update to this story: https://www.reddit.com/r/cuckoldstories2/s/7QqTg6WVfF
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The end of the month came and went and my ex clearly won the challenge. By a pretty good margin too. She text me about it bragging how she beat me and we should’ve bet something big on it because she had won. I text back “Your late night cardio sessions really did the trick ????”
She laughed and told me some BS about how now that it’s getting cooler running in the evenings feels amazing. I replied with “you know our watches map out our activity right?” She began typing then stopped. Then started. Then stopped. I waited a solid 10 minutes for a reply. “I’m sorry…I didn’t want to hurt you so I didn’t tell you…”
I asked if any of it happened while we were together. She said mostly just innocent flirting but she was so sexually frustrated that she had to let it all out when we broke up. She initially didn’t even think about logging it. But our watches sense if you may be doing an activity and ask if it should log it. She said that happened the first time they fucked and she saw it as an easy way to win the challenge.
I asked her about their longest activity which was almost an hour and a half and her response was “yeahhhh…there was a lot going on that night…”
She felt kind of guilty so she answered pretty much anything I asked. To sum it up, he has a huge dick, they did anal (she never let me), he came in her (never let me), some of the daytime activities were also him fucking her, and he made her squirt somehow. To top it off she said one of his kinks was hearing how bad (she didn’t say bad because she’s too sweet) I was at sex while he fucked her. But apparently he liked her to moan about how much bigger his dick was and how much better he fucked her than me. She said it was “weird” but clearly not too weird to keep her from fucking him.
Anyway, we started a new challenge for September…

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