A number of months ago I won a Stoya's pleasure ring with gold bullet from the Pirates line of sex toys from Digital Playground. At the time I thought that this was a curious marketing ploy. But I guess if it works for mainstream animated features it should work for porn, right? I am still not sure about that, but when I had to the opportunity to review the Jesse Jane's Pirate Booty Stroker, I jumped at the chance.



Let me get the important stuff out of the way first. This masturbation sleeve works just as it is intended. It has ridges on the inside that provide very pleasant sensations. It has a very narrow chamber that maintains a snug fit. The Cyberskin is very stretchy so I found that it easily accommodated my girth. I was even able to slip an addition finger inside to see just how far it would stretch. This is pushing 2.25 inches. The toy also easily inverts without tearing, so it's pretty stretchy. In all, it works just like should and feels pretty good while you are doing it. No complaints on function.



Mrs. Peg has always had a playful standoffishness when it comes to masturbators. While she doesn't really have a problem with them, she likes to play that she does. Truth is, she would much rather I put my cock in a sleeve during a long business trip than some hussy in a hotel bar, so she doesn't really have that big of a problem with them. This toy, however, was a bit of a different story. Basically it went something like, “I am not using that on you.” Period. End of discussion. I can only imagine this is because of the very detailed shape of this particular sleeve. So for this particular review I was left to my devices as I traveled down the slightly twisted path of playing with this toy.



So, this toy is shaped just like a little doll…a little, well-endowed, naked and finely detailed doll. In spite of the name, the entry hole is the vagina, not the ass (check out Chystal's Salsa Shaker or the Butt Banger if that is your thing). The channel runs up through the body and there is an anti-vacuum vent hole in the mouth. So, okay, you need to have a vent hole to prevent a vacuum from building up on the inside of the toy. I get that. But the fact that it is in the maturbator's mouth makes for some interesting effects. First, if you are thrusting deep enough, your cock will come out of Jesse's mouth. This is a little amusing, but a little weird too. That, however, doesn't compare with how weird it looks when your ejaculate oozes out of the mouth once you climax.



The second bit of real craziness with this toy is where you have to grip it. If the toy is face up, you pretty much have to grab her by the neck. Now I am NOT into that whole choking thing, so I had to force myself not to think about it too much. However, you really need to hold her there because if you don't, the head flops around. Flip her over and take her doggy style and her breasts fit nicely between your fingers for a good grip. (Her breasts can also be used to stimulate the penis directly or for some ridiculously small titty-fucking.)



Finally, Jesse Jane is very high maintenance bit of Cyberskin. We recommend reading through all the material considerations and before making an informed decision as to whether you want to take on this level of sex-toy responsibility.



This toy was a good time, if for no other reason than it was a bit weird to play with. It is inexpensive and it feels good. However, if you are looking for a more realistic time with the likes of Jesse Jane, we recommend the Fleshlight Girls Pirates Edition Jesse Jane.

Mrs. Peg agreed to play a little bit with this toy. It was NOT without its deriding comments, though. It is still a little disturbing to see your cock head come out of her mouth and then to watch cum ooze from between her lips.