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I always appreciate that he is gentle with me when we do this?because it hurts so much at first that I can’t relax for a bit. So I take shallow bre...ths as he rubs my back and slowly press back and feel him enter me fully. I reach under to touch my clit and that always has a way of taking the edge off the pain. It starts to feel good after a few strokes and he can tell I am starting to enjoy it now. It is at this point he fucks me hard and long and deep. I feel his hips hitting my ass over. So, the next thing I know, she says something like ‘Now that’s something to be proud of, Caroline.’, and Caroline starts joking back with her.”“The next thing I know, she fondles me briefly, then sits back on the barstool and starts joking with Caroline about her ex and comparing him to me, and all the while I’m simply sitting there like a bump on a log. She’s saying how she wished she had had this all those years ago, and Caroline’s egging her on jokingly. When I’ve had enough, I tell her to. More

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