It's Her First Time -- How Can I Make it Comfortable for Her?
ImageMy new girlfriend is incredibly sweet, fun, very open minded, and a virgin. I am an older, experienced, gentleman, who also happens to be quite a bit larger in girth than most men, and I don't mean my stomach.
After an hour of great fun, I still wasn't able to achieve complete penetration due to her small size and my large size. We both agreed that it was fun, and that we will eventually be having great sex, but I would like to know if there is something I can do to make things more comfortable for us both next time. We did use some lube, but I could see some discomfort in her face, and didn't want to hurt her, so I backed off each time when I thought we were just about there. I'm sure once I'm all the way in and she has a chance to adjust that it will be great, but how can I get to that point easily?
 
ImageEvery once in a while I get a question from a well-endowed male who has problems entering a woman during intercourse, but in this case, the woman is a virgin. Are you sure the problem is the size of your penis and not just that she’s feeling some pain because her hymen is intact and so when she complains, you back out?

Of course if she is a bit scared, then she might be involuntarily tightening her vaginal muscles, whether or not her hymen is intact. So whatever you do, take matters very calmly and slowly. And try to make sure that she is as aroused as possible. You might also use a lubricant. You could also advise her to concentrate on a highly erotic fantasy rather than what is actually happening. That might help her to relax her vaginal muscles, if that’s the problem.
 
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