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Compatibility with partners, experience and maybe your personal preferences.
If you’re using condoms you may be using a condom that’s too small for your penis. The FAQ section about erection issues has a link to a condom sizing chart. [https://www.reddit.com/r/sex/wiki/index/#wiki_erection_issues](https://www.reddit.com/r/sex/wiki/index/#wiki_erection_issues)
You should make sure that you’re not using condoms with a numbing agent, Numbing agents are intended to make you last longer by reducing the sensitivity of your penis. Sometimes they work so well that you can’t feel anything.
You should make sure that you’re using condoms correctly. This article from Scarleteen does a good job of explaining how to use condoms. [https://www.scarleteen.com/article/sexual_health/condom_basics_a_users_manual](https://www.scarleteen.com/article/sexual_health/condom_basics_a_users_manual) You can also find instructional videos on YouTube. If you search YouTube for “how to use a condom” The first video is animated and quite dry.. the second video shows live actors in the nude. It’s more interesting than the first video.
Do you watch a lot of porn ?
If so that might be the issue. Porn can make you not enjoy real sex as much