Dating

Dating Daddy Daycare

Dear T,

How do you feel about dating a guy with two kids? I’ve met this great guy and we’ve been really vibing over the past 2 weeks or so. However, we haven’t been on a date yet because his schedule has been super busy lately. He said his one kid has been sick, and the other one has been having issues at school. And there in lies the problem I guess. I’m nervous that if I start dating this guy and we try to build something, it wouldn’t work because he won’t have time for me. Am I making this a bigger deal than it has to be? Should I just go out with him?

Much appreciation,

No Baby Daddy

The Lifestyle

I Hate Me

Dear T,

They say it’s easier to talk to a stranger, so here I am. I’ve been trying to accept myself as gay, but simply can’t. When I think about the family and friends I’ll lose by being gay I just get depressed. I don’t think I can handle being judged and being an outcast. But at the same time, I’m so tired of being in the closet. Seems like everyone is so happy living their straight lives, and I’m just pretending one day at a time. And with each day it gets harder. Lately I’ve been so confused and just mentally drained, that for the first time I understand suicide. Please don’t think I’m crazy, but it’s like suicide is the emergency escape button in life when there seems to be no good options left. I’m not sure what I’m asking advice on, but hoping you can help me.

Sincerely,

Unknown22

Dating

Finding A Boo at the Workhouse! Good Idea or Recipe for Disaster?

Dear T,

So I’m really feeling this guy I work with.  He just started working in my office about 3 weeks ago, and since then we’ve just clicked.  We have a ton in common and I can just tell there is crazy sexual chemistry between us.  Honestly, I sometimes get horny sitting at my desk thinking about him.  However, my cousin told me not to get involved with the guy because we work together.  I get what he’s saying, but I really want to pursue something with this guy.  Appreciate the help, and really like what you have going on here with this blog thing.

Thankfully,

Bad Romance

Dating, relationships, The Lifestyle

Be a Top’s kind of Bottom, and A Bottom’s Kind of Top.

Dear T,

I’m just starting to try this whole gay thing out, and I was wondering if you could offer me some tips.  I’ve been in a two month long relationship, and have yet to have sex.  As I prepare to take that step with my boyfriend, I’m seeking some advice.  Like what advice would you offer to someone that wants to be a great bottom?  And actually, what advice would you offer to someone that wants to be a great top?  I think I have an interest in being versatile.

Thanks for the help,

Gay Virgin96

Dating

I Ain’t Saying You a Gold Digger, But Are You Messing with Broke…?

Dear T,

I have a quick question.  What classifies someone as a gold digger?  My friends call me that from time to time because I won’t date anyone that doesn’t have a certain amount of coin.  However, I don’t think that makes me a gold digger.  I think that just makes me a guy that has standards.  But what do you think?

Sincerely,

Off The Runway89

friendship

Supporting What Doesn’t Make Sense!

Dear T,

My best friend has been in a relationship with this guy for about 6 months now, and I can’t stand him.  For the life of me, I cannot understand why they are still together.  There are plenty of reasons for my friend to dump this guy.  For starters, this guy claims to be in between jobs, and has been taking money from my friend for a month.  Then there is the fact that the guy constantly talks to my friend about being too feminine.  When I’m around them both, my friend tries to butch up and be something he’s not.  And to top it all off, dude has cheated on my friend.  I keep telling my friend to dump his ass, but he can’t let him go.  How long am I expected to tolerate this man and not cuss him out?  I appreciate the advice.

Thanks,

Angry Woe

Dating, The Lifestyle

“Yo, Let Me See Your Booty!”

Dear T,

Can you please tell me why sending nudes or partial nudes seems like a must now a days in dating? I’ve tried pursuing things with a couple of guys over the past few months, and a few days into texting back and forth with each of them, they want me to send nude body shots of myself. Are naked selfies just an expectation of building a relationship now?

Sincerely,

Chi Town’s Finest

Dating

“Age Ain’t Nothing but a Number” Or is it?

Dear T,

How old is too old for me to be dating?  I’m 23, and I started dating this man I met at a bar who is 44.  My older sister told me I have no business seeing him because he’s too old, but I like him.  He’s well groomed, has a good job, and makes me laugh.  And he’s so much more mature then the guys my age.  What do you think?

From,

Young But Ready

The Lifestyle

Top or Bottom, How Do You Know?

Dear T,

I’m new to this whole gay thing, and kind of confused.  I’ve been doing research, so I know the difference between a top and bottom, but not sure how to tell one from the other.  My instinct tells me if a guy acts like a guy and likes guy things, then he’s a top.  And if a guy acts like a girl and likes girly things, he’s a bottom.  However, the more dates I go on, and the more I’m around gays, the more I realize my instinct is wrong.  Can you tell me how you can tell the difference?

Sincerely,

Baby Gay11

relationships

Before You Tell Him “To the Left, To the Left.”

Dear T,

Would you stay with someone if they cheated on you?  I’ve been with this man for 2 years, and last week he told me while he was at this house party with his boys, he let some little young THOT suck his peen.  When I asked him how could he do that, he copped out and blamed it on the liquor and peer pressure.  No lie, a grown ass man gave me the peer pressure excuse.  However, I will say he seemed genuinely sorry and reassured me he would never do this to me again.  I told my friends what happened, and they all told me to dump him.  I just don’t know if I want to do that, because I still really love him.  So please, hook me up with some advice.

Thanks a bunch,

John Doe13