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Step 3: Closing the Deal

You've prepared the way for the big moment, now it's time to actually do the deed. The best way to make this happen is going to depend a lot on your individual situation, but you can look to these basic guidelines for a bit of general-purpose advice.

Get Her Relaxed

She needs to be in a very relaxed, trusting mood for anal sex to go well. If you've been fighting recently, or she's nervous about something, don't even think about trying it. She'll squeeze up so tight there's no way you'll get it in. Give her a relaxing massage, from head to toe, and, of course, don't leave out the butt massage. 

Though there's the temptation to get her a little drunk first, be careful. If you have any sense that her judgment might be impaired, lay off. If you don't, you might find yourself behind bars in a very ironic position, on the wrong side of anal rape.

Get Her Horny

The more she's worked up, the more she's going to want to have anal sex. So try it when she's in a horny mood. Lots of foreplay is also definitely called for. Work her up to enough of a frenzy, and she'll be up for anything. 

You might want to start with vaginal intercourse to get her really excited and relaxed. However, be sure not to put your penis from her anus back into the vagina; that's a serious health no-no.

Go For It

You've got the condom, you've got the lube, it's time to just do it. You might want to ask her verbally first, you might not; it depends on her attitude to it so far. However you handle it, if she says no, just stop right away. Better to try again another time than to try to force the issue. 

If she says yes, take it very slow, be very gentle, use tons of lube, and enjoy.  

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