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So this happened a fair few weeks ago. This was our first attempt at the cuckold dynamic.
It was late at night, probably 11pm, and we were in the living room watching a film. All of a sudden her “friend” messages and asks if she wants to go for a late night drive & grab some food.
She looks at me and shows me this message, I know exactly what this entails & she asks if it’s okay. I tell her it’s definitely okay, she should go and enjoy herself, she’s liked this guy for a long time & was clearly eager to see him. About 20 minutes pass & he is waiting across the road in his car, she’s only just got dressed into a slutty mesh top & some tight jeans. She gives me a kiss and off she goes.
She’s out for about 2 hours, for the first hour she was texting back quickly, letting me know what’s going on & as of those messages nothing sexual had happened. Then she stops messaging me for about 45 minutes.
The first text I get after this is “I’m on my way home I’ll see you soon xx”.
So 15 minutes pass and I hear the keys in the door, so I am sat, nervous but excited in the living room in nothing but my chastity & a T-shirt. She comes into the room and looks quite sheepish.
I ask her what’s wrong, and she sits awkwardly on the sofa. I ask if she had fun & what ended up happening. She says she got cold feet and couldn’t go through with it, so she didn’t sleep with him, but there was lots of flirting & hands wandering. At this point I’m really horny and she is too, she climbs on top of my lap & grinds on my cage, kissing me.
But then she says “he’s got a huge dick though, bigger than yours, it made my mouth ache”. She’d been sheepish because she wanted to see how I’d react before she told me she’d sucked him off. This turned me on massively as I’d been kissing her non the wiser. She then told me she “swallowed it all” as she was kissing me and grinding on me. But she was really turned on, she told me she wanted to have sex but didn’t feel fully comfortable, and before I know it she’s unlocked me.
We then roughly fuck for a little, while she tells me how big he is in comparison to myself. She cums in maybe 2 minutes of this sex, and I can’t keep going and cum straight after.
Safe to say she’s no longer as timid with these experiences, but this was definitely a brilliant start to the cuckold dynamic.
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