This a good beginner position because you have pretty easy access to ... where you need to be. If you're shorter than him, put on some sexy heels, have him bend at the waist and slowly penetrate him from behind. He can steady himself by putting his hands on his thighs, but if the combination of first-time jitters and the whole must-engage-thighs-of-steel aspect is too much for him, he can also brace himself on the edge of the bed. He'll perk up even further when you do a reach-around and start stroking his penis.
Sit in a low chair and have him straddle you, slowly letting the dildo enter his butt as he sits down. If he's hesitant about letting you completely take charge, this is another good position to try because he can control how much he's willing to take on, backdoor-wise. It's also super conducive to gazing into each other's eyes and sharing deep kisses. Plus, you're in the perfect spot to stroke his penis and watch as he realizes that he's found the best seat in the house.
If you're turned on by power play, Reverse Doggy is the way to go. He's bent over — ass-up on the bed — in a submissive position, and it's easy to give him a firm spanking if he's been a bad boy. Go ahead and commit to it, reveling in your badassery and he will be quite eager to please you, dear Mistress.
The shower offers general sexy, soapy slipperiness, plus the advantage of easy clean-up afterward. The keys to a successful wet peg are making sure everyone is holding onto something sturdy, remembering that water is not lube (You still need to use lube!!!), and being 8 billion percent certain that all your equipment is safe for water use. Electrocution via lady-boner is a real buzzkill.
Lie on your back and have him straddle your hips, facing away from you. In this position — kind of a reverse reverse cowgirl — he gets to control how fast and deep he takes your silicone luv. He'll also have a free hand or two to stroke himself as he rides you. Pop in a nice little vibrator for you, lay back, and enjoy the view of his (happy) ass.
Jill Hamilton writes the blog In Bed With Married Women. Follow her on Twitter.