Quite often, readers send me questions.
Many of these questions are sexual in nature. While I'm not an angel, I do not feel nearly as qualified to answer questions about sex as my friend BOB is. Thus, I am starting up a series of blogs entitled "BOB's Sex Tips," where readers can send any question, no matter how basic, outrageous, or graphic, and BOB will answer it. 
Here are two questions that have been in the inbox for a while now:
QUESTION from an 18 year old reader in Alabama:
I read your blog a lot. I don't know who to ask this to, will you help me? I'm young and don't have any sexual experience, but want to have sex with my boy friend and bottom for him. We tried before and it was too painful. How can I get over the pain?
BOB's answer: Ass play is one of my favorite things.
First, I'd loosen myself up with a couple drinks, not that I'm condoning alcohol to an underage twink bottom, but it helps.
Everyone has their own things, so for you, it might be something different than it is for me. I like for my trick to lay on his back and I sit on top of him and slowly ease it in. This allows you to take as much of his meat as you can handle in the time that you want to take it. Having control can be a turn on, even for a big old bottom.
The key to being pain free is the use of good lube. With so many products on the market, and with my extensive research, I have found that Boy Butter gets the job done better than any other lube.
Good luck with your experimentation. Remember that if it doesn't go well, half the fun is exploring new avenues.
QUESTION 2 from a random bear in Michigan, that I received months ago (sorry!):
BOB sounds hot. How can I meet him?
BOB's answer: Well, Grizzly, BOB is a hot commodity here in the Lone Star State. Being that I'm not a bear, it would never be an option to head as far north as Michigan. Don't get me wrong, I do like "BARE" backing, but that is much different than hugging a pillow of hair. So, unless you slim down and get some waxing done on your body, you should stick to the cubs.





The first tip is a very good one, it definitely helped with my ex and the times that I have bttmed.
LOL on #2.
Posted by: Jay | March 06, 2008 at 07:56 PM
For question 1 about bottoming, i remember i was able to take it up my ass after meeting the guy 5 times. It's a lot of patience. Mostly importantly it's relaxing yourself, ease into your hole with a hot rimjob, finger and poking around. You may not be able to ride it on the 1st try. Have plenty of lube and condoms handy.
Posted by: Jason | March 08, 2008 at 08:54 AM
I have a question that is slightly embarassing to ask anyone I know. My question is what usually happens to your ass after anal sex? Does it tighten up immediately or are you loose for awhile? Does it depend on the size of your partner's penis? I'm a virgin and I'd like to know what to expect.
Posted by: shyboy | March 09, 2008 at 12:22 AM
I have a question that is slightly embarassing to ask anyone I know. My question is what usually happens to your ass after anal sex? Does it tighten up immediately or are you loose for awhile? Does it depend on the size of your partner's penis? I'm a virgin and I'd like to know what to expect.
Posted by: shyboy | March 09, 2008 at 12:22 AM
shyboy,
The hole quickly closes up after the penis is withdrawn. The sphincter is a very flexible muscle but I've heard that continuous action down there does cause certain guys to be 'loose.'
The lining on the inside are very sesitive though, hence people do booty bumps or funnel alcohol in as your body absorbs these chemicals very fast. My point is for you to becareful when playing with your hole. You can practice by playing with your own hole with plenty of lube and make sure your partner does the same.
Posted by: Jason | March 11, 2008 at 10:20 AM
thanks! but when you say loose are we talking depends loose or just slightly looser but nothing to worry about?
Posted by: shyboy | March 13, 2008 at 12:34 AM
Hey Shyboy-
It's nothing to worry about at all don't worry.. just relax and enjoy the ride..
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