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Sounds like dermatitis to me, JohnJohn. Wash your goods with a very gentle soap and use a very, very small amount of non-greasy moisturizer after you shower- only the smallest amount. Make sure you're not using too much laundry detergent and leaving soap residue in your underwear. Try to avoid a scented moisturizer, or anything with harsh chemicals. No masturbation for 3 days, and when you do, make it sort of fast, make sure the semen doesn't stay in contact with your penis for more than a minute or two- wash up again, in other words- everything should clear up in a few days. After I turned 30, this happened to me every winter, regardless of sexual activity- some of us just have sensitive skin. Do not go to bed with a lot of moisturizer on your meat- your body doesn't need it, and you'd more likely just end up with no particular benefit to your dry skin, and maybe a pair or ruined underwear to boot.