Putting a condom on a penis with a foreskin

(1) Dear Alice,

My boyfriend is uncircumcised and large. We are having problems putting condoms on, they don't go on very well as the skin gets in the way and it becomes a bit of a comedy routine trying to get the condom on. Thank goodness we both have a sense of humor, but it would be great if we had some advice. Do we need larger condoms? (We are buying Trojan Large.) Is there a technique of rolling that we are completely missing? Please help.

Thank you.

(2) Dear Alice,

I just wanted to know about condoms. Why is it that if you are not circumcised, you have to roll back the foreskin to put on the condom? Is there a reason for this? If not, will the condom break or something?

Thank you.

Dear Readers,

A positive attitude and a sense of humor go a long way to help manage the frustration you and your boyfriend are experiencing. Men with foreskins (and their partners) have to include a few extra steps in the process of putting on a condom. And once you two have these down from practice, getting it on will be carefree.

Before unrolling the condom, place a drop of water-based lube on the inside of the condom in the reservoir tip. This helps increase the sensations your boyfriend feels while the condom is on, and may also help in getting the condom onto his penis. When you're ready to roll, pull back his foreskin. Then unroll the condom toward the base of his penis. After the condom is on (remember to pinch gently that reservoir at the tip to remove any air), push the foreskin back toward the tip of his penis, while holding onto the base of the condom to keep it in place. This allows for free movement of the foreskin during sex, and should enhance your boyfriend's pleasurable feelings. Adding a dab of lube on the outside of the condom can also enhance sensation (for both of you!). Whether or not you pull his foreskin back will not increase the possibility of condom breakage, as long as the condom is put on correctly.

Condom sizes vary from manufacturer to manufacturer, as well as from style to style. As for the size issue, people test run several different condom brands and styles to learn which ones fit the best. Have fun shopping!

Last updated Jul 29, 2015
Originally published Nov 08, 2002

Submit a new comment


This question is for testing whether or not you are a human visitor and to prevent automated spam submissions.

The answer you entered for the CAPTCHA was not correct.