She stated she was clean and before we started, I put a condom on. I was not fully erect (about halfway) and could not get the condom all the way down to my pelvis skin. So maybe about a fingernail of the top part near my public hair)of my penis was exposed. She starts with oral and then before I enter her, I check her vaginal area for anything unusual. Looked okay from what I remember. I was having difficulty getting a full erection and never adjusted the condom. We did have sex for maybe 10 minutes and I was able to finish the act. When I removed my penis, the condom was intact and not broken.  After the event, we talked for a bit and she assured me she was clean. Assuming my penis was only halfway covered during the event:

It is entirely normal for as much as a quarter of the penile shaft to be uncovered by a condom; that yours didn't cover the last half inch sounds entirely normal. There always is at least small risk of those STDs transmitted by skin contact, but I wouldn't judge this event as any more risky than any other vaginal sex with condom protection. There are three main infections of potential concern: in order of potential importance (but not risk) they are syphils, herpes and HPV.

Syphilis and herpes are very low risk because the chance a partner like yours has an active, transmissible infection is very low. Your risk for either probably is no higher than one chance in several thousand. HPV is far more common, but everybody gets one or more genital HPV infections (90% of all people have been infected once they have had 3-5 different sex partners) and many infection are carried for years without symptoms. Therefore you can safely assume you have had it and may well now be a carrier. Even if your partner has a transmissible HPV infection, this single condom-protected event does not materially increase the chance you have HPV or will have any health problems from it in the future -- and does not raise your regular partner's risk for HPV either.

How long before symptoms? Syphilis (the sore called a chancre):  usual onset 10-20 days after exposure. Herpes usually 3-5 days, rarely up to two weeks. HPV usually two months to a couple of years.

If I were in your shoes, I would wait 2 weeks before having sex with my partner and then would proceed if nothing shows up. You could consider a syphilis blood test after 4-6 weeks, expecting a negative result, but no other tests. (There is no test for HPV, and the HSV blood tests are too unreliable.)

I hope these comments are helpful. Let me know if anything isn't clear.

HHH, MD

Sorry but I feel so dumb and stupid for what I did. 

I will follow your advice since you are an expert.

Thanks for the advice and I hope everything turns out okay. I feel like such a piece of garbage.