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Dear Dr. Datingish: How Do I Get through to An Older Guy?

Dr. DatingishHow do subtly hint to someone that you're interested when he/she is 20 years older than you without looking silly?
Dear Dr. Datingish: I Found Something I Wasn't Supposed To Find...

Dr. DatingishMy boyfriend and I have been going out for five months now. I was on his computer the other day and I noticed that his recycle bin needed to be emptied, and because his computer was kinda slow, I thought it…
Dear Dr. Datingish: I Need to Get Out of This Relationship...But How?

Dr. DatingishI've been dating my boyfriend for about six months now and moved in with him at about the four month mark, more out of desperation than anything else. I admit it, I've cheated on him recently and know I…
Dear Dr. Datingish: I'm A Christian - How Can I Tell My BF I Want to Wait?

Dr. DatingishI was raised Christian and I have always wanted to wait until marriage. Some people believe that I should just make it clear upfront to avoid misunderstandings and potentially wasting the other person's…
Dear Dr. Datingish: He's Sending Mixed Signals - What's Up?

Dr. DatingishI met a guy on an online forum and he followed me around until he told me he liked me. He was my first boyfriend ever, and even though it was an online relationship I was fine with it. We dated and had a go…
Dear Dr. Datingish: We're Dating But He Won't Say I'm His GF

Dr. DatingishI've been "seeing" someone for almost a year now. We have been friends for almost 10 years and when I expressed to him a couple years ago that I had started to grow feelings for him, he shut me down and I w…
Dear Dr. Datingish: Are We Just Hanging Out Or More?

Dr. DatingishMy ex-boyfriend (of 2 years) and I have been broken up for 3 1/2 months. He just randomly asked me to hang out.....after not seeing each other for almost 2 months...and barely talking, too. After we first b…
Dear Dr. Datingish: I Still Love Him But I Can't Trust Him

Dr. Datingish My boyfriend and I broke up two years ago. He left me for another woman - I was left heart broken and I thought that was the end of the world. It took me a very long time to get where I am now; I a…
Dear Dr. Datingish: Is My Cousin's Business My Business, Too?

Dr. Datingish My 13-year-old cousin is going out with a 16-year-old guy. This guy and I used to be friends until he completely ruined pretty much everything. I tried to be okay with their relationship, but there was j…
We Broke Up, He Held On...But Now He Has A GF?

Dr. Datingish I've been with the same guy for almost three years. During those years, our relationship had mostly turned into sex and complete creepy possessiveness. After a while I had to start lying about the litt…