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Hand jobs are not stimulating. Think about it, when a guy jacks off, what is your general assumption? Toilet paper and some lotion right? Your hand is different from his, so yes, the first time or so he's going to cum. However after so long, it's just a dry hand. Try lotion, some KY, or even (only if you're up for it) a blowjob. But don't let this guy talk you into anything you don't want to do.
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Answer this Question: "Why don't my handjobs give him orgasms?"
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Why don't my handjobs give him orgasms?
Why don't my handjobs give him orgasms?
I gave my boyfriend a hand job for the first time about a month ago. each weekend I do it again. He only came the first time I did it. Now I do it and he doesn't cum anymore. Any advice?