Last night, we decided to go a little further and he played a little deeper with his fingers, actually penetrating me. Does she have any sexual fantasies of her own? Again, some of you may have absolutely no problem with this stage either, or it may feel kind of foreign to you. Like, lube on me and lube on him. He had asked for it a couple years ago but I was not at all interested so he was very understanding and respectful of that. Comment by Jennifer on June 17, 9:
Make sure you are in a comfortable position. Last edited by Anon Pink; at The vaginal canal is a relatively tough membrane, and it can withstand a fair amount of heavy friction. She is very inhibited and shy.
If she presses charges, calmly explain that you were trying to bring up anal without ever saying "anal". I am jumping from point to point because there is so much I want to say, that I am really not paying attention too much to "timeframe". True desire comes from within. After he pauses, I tighten up on his penis for about seconds. Reassure her that this time would be different, and — this is important!
If your wife has tried anal before and it didn't go well, invite her to talk about the experience. Any other threads may be deleted. Perhaps she had a bad experience with anal in the past. If you like the feelings you get from his finger, then that is a good indication that you may be ready for a little more. Kinda feels like a penis going in your anus. Thank you for the advise.