For the record, taking someone's virginity doesn't necessarily mean that they're a younger guy. If you knew the amount of older men whose cherries I've popped, you might gasp a little. Hell, it's even hard for me to believe. For some reason, I'm a magnet for guys who are having sexual awakenings and want to try bottoming for the first time. It's absolutely inexplicable.
As hot as it can be when the anal devirginization process goes smoothly, it's important to recognize that it's not always fun for everyone involved. Back in college, I had a friend who became more than a friend. He trusted me enough that he asked me to be his first. I believe his charming words were, "I don't want to fuck it up with someone who matters." Perhaps it was my bitterness over that statement, but I just couldn't get him to relax and get it all the way in. Or maybe I was just too big for him to handle. Either way, it didn't work out.
That's just one of my stories. Do you have any to share about taking someone's virginity? Was it an uncomfortable experience or did everyone involved seem to enjoy themselves? Discuss!
– Dewitt
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