How do I make my girlfriend comfortable with a decision we made regarding sex?
LOTS AND LOTS of lube…. and lots and lots of patience. You have to be able to keep it up during the extended amount of time it’s going to take to achieve penetration. I would say that during her period is not the best time for this. Anal goes a lot easier when there has been a lot of foreplay – including oral. I’m guessing this isn’t going to happen while she is on her period. She needs to be really turned on, and really relaxed. The first few times, I found it more comfortable in the ‘spooning’ position with you laying on your side behind her. That way she can back up against you and also has control over how quickly penetration happens. Unfortunately, it’s hard to get off in this position. Best position for an anal orgasm is missionary – but the angle for painless penetration is very difficult to explain and requires you lifting her bottom to where it needs to be. Not for beginners, because if the angle is wrong it freakin’ hurts. Even when you are in – move very slowly until her b
