Features > The Guidance Counselor

by Doug McClelland

(posted December, 2004)

From: Torn Top
Subject: Bottoming
Question: I'm thirty-four years old and until about two or three years ago I considered myself strictly a top. I don't necessarily enjoy bottoming but in a relationship I would do it if my partner wanted to. Over the last year I started to think more about it and even had a few really enjoyable experiences bottoming but for the most part I enjoy topping. At this point I consider myself a versatile top.

I dated a few guys over the last year and for some reason they all seemed to be tops. At first this wasn't a big deal but the guy I've been dating for almost six months is a really great guy -- but if we have anal sex at all he doesn't even want to consider bottoming. Sure the first time we had sex he bottomed and he said he didn't enjoy it but might be willing to tolerate it. Everything else we do (kissing, sucking, etc.) is great but I'm a very sexual person and really enjoy anal sex. While I don't need to be the top 100% of the time anymore, I don't want to be the bottom 100% of the time either.

Dear Torn Top: I think the transition you went through from exclusively top to versatile top is one many guys go through when involved in a relationship. Sometimes a one night stand is mostly about getting what you need while in a relationship you may put more effort into pleasing your partner.
In your case my advice is to press the issue now while you are in the passionate early phase of your relationship. You are laying down patters that will be the basis of you sex life with this guy as long as you are together. The longer you wait the harder it will be to change anything. If this is bothering you now, it will only bother you more as time goes by.

The trick to getting his ass more often is to make him enjoy it. So you need to find out from him if there is anything he likes about it. Is it that you rim him for half an hour first? Is it that he likes the intimacy of having you inside him but not the sensation? Find this out and highlight it when you convince him to do it. You need to make the first couple of times you fuck him all about pleasing him, not about you getting what you want. Once he finds he can enjoy being fucked (even if it never becomes his favorite thing) you’ll have a better chance of fucking him from time to time.

There is an old saying in the leather community that goes something like “A man learns to be a good top by bottoming” which suggests that without knowing what it is really like to be fucked, a man will never be a great top. Maybe you can get him to consider it this way.


From: Ass Tingle
Subject: Prostate
Question: I went to a major bathhouse in Chicago a couple of years ago and had a really amazing experience. To begin, I'm a twenty-four year old bottom but I don't usually hold out very long and my partner doesn't do a great job of getting me "ready." While I like my prostate manipulated I don't really get a lot out of it; it's just not very sensitive.

Anyway, during this visit I went into a dark "stall" like room connected to many others with a gloryhole in each wall. It's super dark so you can't really see anything. This guy played with my ass and began fingering me. He went in quite easily and it felt really good. In moments it started tingling and when I say tingling I mean kind of like being high except in your ass. I couldn't get enough and he ended up doing me bareback (I was somewhat tipsy from drinking earlier and all I could think about was how great my ass felt and I needed more). My ass felt good and tingly for hours after. Never before and never since have I felt anything like it. Do you think he used a drug or something? Do you have any idea what was going on?

Dear Ass Tingle: My first theory is that you simply ran into someone who really knew how to work your prostate. It is not as simple as sticking a finger up an ass and wiggling it around. Done right it can be fantastic.

Your prostate is about the size of a walnut and is located behind and just above the base of your cock. The person doing the rubbing inserts a finger or two up your ass a few inches. Then he should move the finger(s) in an upward motion along the interior wall that is towards the front of the body. Try to locate a firm round bulb; this will be the prostate. Once located, he should move his fingers in a gently stroking ‘come here’ motion. He must be careful not to use his nails. Prolonged prostate massage can induce an orgasm all by itself, and when combined with a blowjob or a handjob it’s a winner. Some men report that prostate massage gives them a whole new level of body orgasm. As an alternative to fingers try using a vibrator which when placed against the prostate will lift you off the floor. The best illustration of the process I could find on line was at http://www.findthegspot.com/prostate.html. If you Google ‘prostate massage’ you will find a huge amount of info.

My second idea is that indeed the guy in Chicago rubbed a drug into your ass. Coke, for example, would both stimulate you and numb you ass. Putting drugs up your ass is called ‘power plunging’ and has certain advantages but doing this to you without your consent in the situation you describe is very bad form.


From: Hotass4u35
Subject: Getting my hole cleaned
Question: First off let me say I love reading your column. I love to get fucked -- total bottom here. My question is sort of a medical one. Any help would be welcomed. Since my gall bladder surgery in June I have been having trouble getting my hole cleaned out before a fuck session. Before my surgery I could douche for about thirty minutes and everything would be fine. Now it takes over an hour sometimes. I have this thing about my asshole being very clean but can't seem to be able to get it completely clean now. Is there a medical reason for this? Does my gall bladder surgery have anything to do with it? Any answers on this would be greatly appreciated.

Dear Hotass4u35: Not being a doctor and only knowing the few details you have given me let me say up front that I’m just hazarding a guess here.

Your gall bladder produces a digestive bile that assists in the digestion of your food. If it is removed (which is usually what gall bladder surgery is about) the mix inside you is altered and weakened. If this means your food is simply less digested one might guess that the ultimate texture of what comes through you might change thus affecting your douching. You might try to deal with this through altering your diet to more easily digested foods, particulily on the day you plan to douche or even the night before (like an omlette for dinner instead of a steak).


From: DL
Subject: Your column
Question: I really appreciate the honest and intellectual advice you give in your column. I read it every time I log on and think it is one of the best sex and dating advice columns around. Keep up the great work and thanks.

Dear DL: Thank you for your generous letter. Doing this column is a joy because I love to hear about other people. Plus I seem to have opinions on everything and here I get to share them. Cruising for Sex is dedicated to the noble cause of sexual liberation and to be able to contribute to this in some small way is gratifying.

Best Wishes for the New Year to all my readers.

 

 

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