How can I take a thick dick?

January 21, 2008
I had anal sex four years ago. It was painful and I blonded. Now I am dating with a guy who is 6' and he is bodybuilder. I am 5'4" and thin. We desire each other but I am afraid his dick is to big for my asshole. Maybe it doesn't fit inside of me. Likewise, my former experience scared me. Is there something I can do?—Anonymous
In my column I am routinely asked three questions. The first two are "How can I make my dick bigger?" and "How do I have anal sex without making a mess?". You are asking the third: "How do I get fucked without it hurting?" Here is the patented Aaron plan to help you get fucked by big dicks without being broken in two.

Step One: Find a good top. That means someone you are attracted to, someone you are comfortable being with, and ideally someone that is skilled at being a gentle top. Having lots of experience isn’t required, but having the right attitude and style in bed is.

Step Two: Fuck yourself with several dildos, both smaller, equal, and slightly larger in size than your top’s dick. Spend several sessions penetrating yourself with them. If you can relax enough to take one slightly larger than his dick, you probably can take him.

Step Three: Have your lover play with your ass with lube and his fingers. Have him spend a long time really working over your ass. If you are really relaxed and comfortable, the feeling should be pleasurable.

Step Four: Have your lover fuck you with the dildos from step two. Tell him what they feel like and when they begin feeling uncomfortable. Your lover needs to learn how to read your reactions. Fucking you with toys can be a good way to do this.

Step Five: Lay on your side and have your lover lay on his side behind you. He can slowly slide his dick into you. Side-by-side fucking is a great position for beginners. Your lover should keep in mind that he is fucking you to help you be comfortable with the feelings, not so he can shoot a hot load in your ass. Over several sessions if you become comfortable with being fucked he can gradually start adding his own needs to the mixture.

Give those steps a try and I’ll bet that they help. It may still not be enough. At some point you may have to face facts that your anatomy just isn't designed to be fucked by well-endowed tops. Most people can do it but "most" ain't "all." Should you discover that you’re just not built for being fucked by ten-inchers, then look for other activities the two of you can enjoy.—Aaron Lawrence
Comment by Mr. Tinkertrain on January 21, 2008
(1) Find someone that can be PATIENT.

(2) Do the regular douche process (starts getting your ass used to activity).

(3) 45 minutes before sex, wipe your asshole with baby oil or baby lotion, then wipe off the excess. now i know what you are saying about the baby oil, "HEY! you can’t use a condom with baby oil!!" and you are right… but what I’m suggesting is just a little bit to get the skin moistened. it should be so little that it will be absorbed into the body by the time the sex starts.

(4) Have your patient partner play with your ass and eat your ass with a flavored lubricant (I suggest the strawberry Astroglide) and go slow and GENTLE, one finger at a time (he should know this, really). Have something relaxing in the background like Delerium or Enigma playing -- honestly, that helps. Have your partner massage your whole lower back, not just the ass hole. Massaging the butt cheeks feels good and is relaxing. Knowing that someone is just ready to ram your ass helps you feel relaxed and makes the experience on your time frame.

(5) Have your partner crush ice in his mouth and eat your ass out. This will be VERY erotic and get the blood flowing and slightly numb the area (it shouldn’t totally numb the area, though)

(6) Again I repeat... ASTROGLIDE, the best for beginning bottoms.

(7) BREATHE. It’s just like getting a piercing. Breath in, hold, allow the head to go in as you breathe out and relax limp. repeat with a little more, etc. This way you don’t need the dildos and is a little bit more fun in bed rather then a "bottom lesson". It’s less instructional and more erotic.

(8) Try backing up onto it as your first position. Mentality is the main issue. if you want it, it will help you to "crave" the dick, and your body will follow... though sometimes your body needs a little help.

If there is still a problem and it’s painful, go to your regular doctor and (honestly) explain the situation. Some people have sensitive prostates and such which won’t allow for a penis in the ass. your doctor should inform you of this.

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