Archive for the ‘Dear DW’ Category

Dear DW: Finish Him

Dear DW, My boyfriend can’t come from vaginal sex or oral sex, he can only come from jerking himself off after we’ve had sex. It’s not really a problem I guess because he does take care of me first, but it makes me feel bad about myself. What is wrong with me? It’s insulting to...
March 10th, 2010 | Dear DW | Read More

Dear DW: Cooling Your Jets

Dear DW: I need a bit of advice. My boyfriend (who is also the love of my life) has cum inside me only once in the 6 months that we have been having sex. We have sex a lot and always have tons of fun. And he will finish for me with the combo of his hand and my mouth. When we are having sex, he gets...
March 2nd, 2010 | Dear DW | Read More

Dear DW: Kissy Kissy On His Turtleneck

Dear DW: Kissy Kissy On His Turtleneck
Hi there, I’m about to have sex with a guy who’s uncircumcised. It’s my first experience with a hood. Are there any differences or precautions I should be aware of? Hood Winked Dear Hood Winked, Just like their counterparts at H&M, hoodies have become wildly popular in the last few decades....
February 22nd, 2010 | Dear DW | Read More

Dear DW: Menstruation Mystery

Dear Date Wrecks, This is so, so stupid, but I don’t know how else to interpret this. Last night, I found a tampon in my boyfriend’s bedroom (in a damn shoe!). Now, that shouldn’t be too weird, since I spend a lot of time there and I sometimes menstruate, but it wasn’t mine. I...
February 11th, 2010 | Dear DW | Read More

Launching “Dear DW” — I Need Your Help

I’m starting up an advice column here on Date Wrecks. All of your questions about sexuality and dating answered, Date Wrecks style. No, I’m not a doctor. But I’ve had a lot of sex and gone on a lot of dates. Eventually, I’d like to make this a weekly series, but to start, I’ll...
February 7th, 2010 | Dear DW | Read More