Simulation
Toys.
Yeah!
After your fingers and before your cock, toys are a terrific way to help prepare her passage.
She should probably purchase her own equipment; she will know her own tastes. Generally the soft jelly toys are the most comfortable for beginners. Start small and slender, and gradually (over a period of weeks or months) work up in size. For additional cleanliness, many people use condoms on their toys.
Anal plugs can be quite helpful; they can be worn for a longer period of time, causing tense muscles to relax. Additionally, they usually have a wide base to prevent the toy from sliding all the way inside the rectum. Be mindful of sizes; they do seem to go from small to huge (with no middle ground).
Orientation
Positions. Placement.
There are many ways to approach this but a safe idea would be traditional comfort and reliability. A few old standards for the first time include:
Ride ‘em Cowgirl 1) You lay on your back while she straddles your groin, facing you. In this way she can guide the speed, depth, and angle of penetration (she should be careful not to tighten her pelvic muscles as she sits astride). This gives you the perfect opportunity to pleasure her breasts, her clitoris, and to watch her face as she climaxes.
Naughty Missionary 2) She lays on her back with a pillow under her rear. Her legs are spread and her knees are up high. As before, you can pleasure her breasts, her clitoris, and watch her climax.
Running with Scissors 3) In the typical scissors position, she lies on her side with her legs spread and you lay behind her, entering her from the rear. It is a perfect position for your hands to stimulate her breasts and your mouth to nuzzle her neck.
Woof! 4) My favorite position is rear-entry or doggie style. She is on her hands and knees, head down (perhaps on a pillow) ass up high, while you slide your body behind. You bring your lubed cock up between her cheeks, grasping her hips in your big hands, slowly pushing your thick cock into her tight ass while she gasps and squirms and. . . Um, where was I?
Penetration
Ah, yes.
Again, I caution extreme patience.
Let her guide the action now; follow her direction. You should remain stationary and allow her to push her ass onto your cock. Do not attempt to force passage. She knows her own body and by now you probably have a huge erection (which does tend to limit the blood supply to the thinking portion of your brain).
Once the head of your cock is inserted cease all forward momentum. Allow her time to adjust to the new and overwhelming sensations. Caress, nibble and lick parts within your reach; as you sense her relaxation, gently slide inwards. Continue until you’re in all the way, and then stop once again until her body adapts. After complete insertion, you should pleasure her clit, or have her touch herself at your command. Erotically intense.
At this time, your cock feels hard, hot and throbbing inside her. Senses are acute, energy is high, and you are almost there. (Personally, when he is in my ass and my favorite vibrator is buzzing on my clit I am positively incoherent).
Elation
You’re in her clutching ass up to your ‘nads and her sighs speak only of lust. All systems are go; it’s time to get things moving.
Begin a slow in and out stroke pattern, stopping for additional lubrication if necessary. Continue at a leisurely tempo and soon you’ll be able to easily slide inside her loosening orifice. Follow your partner’s lead. When she gasps and moans and pushes herself back against your body, smile and increase your thrusting speed and strength.
For women, being anally impaled by a thick cock combined with clitoral stimulation is intense. She may orgasm before you; watching your lover climax is wonderfully exciting and should add to your overall enjoyment. Additionally, her anus may be so tight you may not be able to last as long as is typical for you. But exploding in her snug ass will be an incredibly passionate experience.
Exhilaration
Relax together, feel proud. You’ve accomplished something tremendous!
She may need recuperative time so you should wait a few days before attempting this again. Eventually that may not be necessary, and if she is indeed anally erotic, she won’t even need all the relaxation and preparation. You’ll discover that fact one wonderful night when she begs you to fuck her ass.
Final Destination
So, class, what have we learned? Perhaps that between loving couples almost anything is possible. Enjoy discovering new things you both enjoy, and with lots of practice (don’t forget to drill, drill, drill . . .) your skills will improve and your sexual repertoire will expand. With love, time, effort, communication (and a bit of courage) you can meet your desires head-on.
And in the end, it’s a helluva lot more fun than Masturbation.
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