Mentoring, self-help and submissive exploration

Rayne Millaray is a wild, 30-something, sex enthusiast who’s been “just one of the guys” for as long a she can remember. She’s been having sex since 1996, blogging about her sex life since 2005, advocating for a sex-positive society since 2008 and working in the adult industry legally since 2010. Her writing is published on various blogs around the web, including her personal site Insatiable Desire. She used to write a weekly column for Albany’s #1 rock station. And she was once Editor in Chief of SexIs Magazine. Rayne is, without a doubt, the girl your mother warned you about. Chaos incarnate. And she loves it.

23 responses to “Anal Play: Beginner to Stretch in No Time”

  1. Ham Sandwich

    Cukes and Zukes are way too girthy for a virgin ass. A smaller vibrator would be better, but be careful not to push it in too far. It can reach the point of no return and slip in all the way, and then it’s an embarrassing trip to the emergency room to get it removed. Don’t ask me how I know this. I just do, OK? A small diameter butt plug is probably ideal, after having become accustomed to a finger. And a soft, warm tongue across her bottom is the best way to convince a woman that anal can be very pleasureable!

  2. Just trust me on this one

    Please don’t put vegetables up your ass. If you must, cover it with a large condom and very securely tie some twine or floss around the bottom of the condom so you can retrieve it when it goes too far. Ignoring the obvious –that any masturbatory tool without a flared base runs the risk of getting lodged in your colon because asses don’t have cervices to keep things from going all the way up– vegetables that you buy from the supermarket are often coated in wax and pesticides and germs (yeah, you can clean them, but you’ll need a veggie scrubber). Your body tends to absorb things (including the gunk on your vegetable of choice) quicker and more directly if they’re in your anus than if you had consumed it orally. This is why you get much more drunk off of an 8 oz. wine enema than an 8 oz. glass of wine (also not something I would recommend, but that’s another story). Also, vegetables can and do snap or collapse under a moderate amount of pressure. Think about how easy it is to snap a carrot or crush a banana. Now think about how strong your anal muscles are and how you are about to repeatedly insert an object into an anus that is not used to having things stuck inside it.

    So please, be safe and just use a butt plug or anal dildo. Not only were they designed with this exact purpose in mind, but you can literally buy one online for under $10. It actually costs less in the long run to buy a $10 reusable butt plug than to buy a cucumber every time you wanna stick something in your ass. It also, coincidentally, costs less to pay for a $10 butt plug than a trip to the emergency room.

  3. littlejohn72

    Whether or not you decide to cleanse before indulging in anal play, you’re going to want to go slow and relax.  I cannot stress this enough.  Toys can be intimidating, so start with simple touching.  Run your fingers (or have your partner do it) along your anus and get to know the sensations you can experience in that area.  You don’t have to insert anything, yet.  Just see how touching feels.  And once you’re comfortable with that, move on to insertion”
    I do not agree, read that:

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