Butt plugs are a great way of introducing anal toys into your realm of sexual experience

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Butt Plugs

Butt plugs are a great way of introducing anal toys into your realm of sexual experience, your sexual portfolio...whatever you want to call it. The best ones have an enlarged head so you can get that feeling of fullness and also be able to stimulate the prostate/G-spot. Be sure to get one with a flared base so that the toy doesn't travel up your rectum while you're playing around because that would turn your orgasmic me-time into an embarrassing trip to the ER. Again, use lots of lube on the plug; lube up your finger a bit and play around with your anus a bit to get it lubed up too. Slowly, whenever you're ready, relax and insert the plug, letting it slide in: for me, relaxation calls for deep breathing so I like popping it in during the inhalation. Once its in, you can:

Experiment with moving it in and out a bit
Masturbate and see how playing with yourself and orgasming feels different when there's something in your anus; I especially like doing this with a vibrator on my clit
Just walk around and go about your daily life to get used to accommodating something in your anus (building up to sex). Plus, you'll feel a little naughty if you're at work or something, innocently whistling and going about your innocent day being your innocent self when really: you have a butt plug up your bum.
Try oral sex or just plain sex while you have it in and experience bliss.