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Here are a couple things that should help you. First, go slow. It can be really painful if you just shove it in, so make sure when he pushes it in, he goes slowly. And as he goes in, tell him to stop for a second if it's hurting, just until it subsides, and then he can keep pushing, stopping when it hurts, until he's all the way in. Second, use lots of lube. Lube your ass and his cock, and if you find during the fucking that there should be more lube, ask him to pull out and put some more on. Thirdly, different positions feel very differently. Whether you're on your back, your stomach, you side, on top of him, in a chair, whatever, it's going to feel different, so try different positions until you find one that feels the best for you. And finally, relax. If you're stressed out about it hurting and tense, it is going to hurt. So get yourself calm, tell yourself that there shouldn't be any pain, if there is a little bit of pain, your partner stop until the pains gone or add more lube, and once it's in and you're fucking, it feel great. I think those are the biggest pointers. Basiy, relax and go at the right pace for you. And if any guy you're bottoming for either doesn't stop when you ask him to, don't keep going with him, because it means he doesn't respect you and is just focused on getting himself off, and that lead to a pleasurable experience for you. Fort wayne sex line
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