Soooo, while I was in the Hamptons (and nursing a broken heart), I meet this super cute, sweet, smart guy at a swank restaurant/bar. He is way younger than I am, and curious about my age (because my friend keeps chiding him and his friend about how young they are). Turns out he’s 11 years younger than I am, but I dismiss his questions with “a proper gentleman would never ask a lady how old she is.” We talked and flirted for hours and then, my friend invites him and …

Soooo, while I was in the Hamptons (and nursing a broken heart), I meet this super cute, sweet, smart guy at a swank restaurant/bar. He is way younger than I am, and curious about my age (because my friend keeps chiding him and his friend about how young they are). Turns out he’s 11 years younger than I am, but I dismiss his questions with “a proper gentleman would never ask a lady how old she is.” We talked and flirted for hours and then, my friend invites him and …

Dear Ape,
Ironically I have a dating advice blog, but can’t seem to answer my own dilemma, so here goes!
I met this guy on OkCupid a few weeks ago. Turns out he lives about 3 blocks away from me, so we talked online for a while and decided to meet. He’s kind of shy, but once you get him talking, he can hold a great conversation. He’s got a great smile, totally my type. He’s also smart, quirky, shy, nerdy, funny, cute, pretty much the whole package.
Things have been going …

I’ve been seeing this girl for the past 3 months. I really like her a lot. She has all the qualities I look for in a girl. The only thing is whenever we get to fooling around, it never goes any further than that. Just fooling around. She says she’s not ready to sleep with me and doesn’t know when she will be but that she’ll let me know when she is. She’s had sex with one other guy before. I do believe her when she told me that. BTW, …

Ok so this isn’t my first girlfriend or anything like that nor am I a virgin. I’ve been on 7 or 8 dates with this girl and we really like each other alot, but it just seems like every date ends in us making out and then that’s it. We’re both over 25 so this is kind of weird for me, but I have a feeling she’s worried because we’ve been friends for a while and I kind of have a reputation as someone who hooks up with a lot …

hello ape,
would you think less of a someone if they went down on you on the second date? i say second only cause even i have not gone down on a first date (and i got skillz). That’s just asking for the Brother P-touch to spell out an E-A-S-Y label on your ass.
What’s a dome master to do? waste my talent and “get to know the guy” (bleck) or show my worth and make him miss me more when we ultimately go our separate ways.
I get asked this all …

Ape -
How important is sex for a relationship and what can you do if it stops?
Very and break up.
I’ve had this serious problem my whole life where I think people wiping out, falling, or getting hurt is really, really funny. Like, really funny. The pinnacle of this phenomenon being someone who falls or gets hit so hard they lose their shoes. I’m actually laughing writing this and thinking about it. There was a classic skate vert ramp x-games fall last year where the guy fell so hard he …