Advice

I’ve been dating a guy for a few months who I like a lot. The problem is he’s older, makes a ton more money than I do, and I can’t help but be reminded of that every time we do anything together. He wants to travel … I can’t afford to go where he wants. We go to fancy restaurants and he has to pay. How can I tell him I like him, but we need to do things more on the level of my pay grade? read more >>

Dear Coach:

I have been seeing a guy who is already in a relationship of 8 years and lives with his partner; he says that they never have sex anymore. This guy is so sexy and I can’t resist him. We hook up at my place pretty regularly. I don’t have a boyfriend or anything, so I don’t feel like I have anything to lose. We have safe sex and we both feel very pleased with the arrangement. Could it be that this guy’s relationship with his partner is going bad or already is? Am I a fool for having ongoing sex with him? What do you think?

Hooked On a Taken Man

read more >>

Dear Coach:
I’m 27 and met a guy a few months ago and have become good friends. We’ve gone out a few times and feel that we have good chemistry. I’d like to step this up to the next level and possibly pursue a relationship with him but he feels more toward me as a friend he says. He keeps on dating other guys but continues to “date” me as well and I’m really confused about what this all means. What should I do? It feels to me that when we spend time together, it’s more couple-like than two friends hanging out and I’m really disturbed by his decision to date other guys.

Does He or Doesn’t He?

read more >>

Dear Coach:

I’m wondering how to deal with dating someone who still lives at home with his parents and is not “out.” He is in his 40’s, identifies himself as bisexual, and we have a “sex bud” arrangement going. I really like him a lot and wish we could become more serious and possibly have a relationship…but he’s in the closet about his sexuality. He won’t tell his parents or close friends about our relationship. Should I try to talk to him about how I really feel about him or do I first have him decide if he wants to come out to his friends and family, and should I help him along?

Dating A Bisexual

read more >>

Dear Coach:

There’s a guy that I’ve known for about a year and I always found him attractive but never said anything to him because he was in a relationship. About a month ago he told me that his prior relationship was over and since then we’d begun hanging out on a regular basis, up to 3-4x a week. I was really feeling like I was getting to know him and liked what I saw. During this time we also started to share secrets and kissed about 6 times.

A few days ago he told me that he just got into a relationship with another guy. I am very confused because he didn’t even tell me he was seeing anyone else. The issue that I have is that I still like him; the fact that he didn’t tell me about the other dude should make me want to push away from him, but it doesn’t. What should I do? Should I come out and spill my heart to him or just say nothing? I really thought he liked me too. Why would he keep the other guy a secret and continue to kiss me if he had no feelings toward me?

Confused

read more >>

Dear Coach:

I have a friend whom I’ve been hanging out with for the past few months who is straight and I’ve always found him to be very cute. But the more time we spend together, he’s started making jokes with sexual innuendo and saying that he wants to get with me sexually. Sometimes he’ll grab my hand and then pull it away very quickly and act all embarrassed or we’ll lay on my bed watching a movie and our arms will touch for an extended period of time without his moving away (but then he eventually does and bitches about it). It’s very confusing because it feels like we’re getting closer, but then at other times he pulls away. He’s 18 and I’m 24 and I’m just wondering if he’s really gay and trying to come to terms with it because I acted that way when I was first coming out. We’ve been spending a lot of time together lately and I’ve expressed how much I value him and he’s aware that I’m gay. He told me last week that he loves me and I’ve never been happier; he says that it just takes him a long time to get attached to someone and it’s hard for him to express himself in words. I really feel that he’s as attracted to me as I am to him but he just puts up a hard exterior because these must be new feelings for him. I really like him a lot and want to pursue this further but I don’t want to scare him off or push him away either. What do you think?

Hopelessly In Love

read more >>

Dear Coach:

I would like some advice on how to attract the guy I have an eye on. I just found out that he’s into older guys and I’m younger. Should I give up hope now or give it my best shot to see if I can draw his attention?

Smitten

read more >>

I was recently approached a couple months back by the writer of an online dating website at msn.com requesting some information for possible inclusion in an article she was writing on how to manage a new dating relationship when the other person experiences some kind of life crisis. This can be a very delicate situation and what follows here are some thoughts I contributed on the matter… read more >>

Dear Coach:

I have been seeing my guy for about 5 months. While we have spoken about how I’m ready for commitment, he waffles on the issue. Things were great between the two of us up until the moment I told him that I loved him. We were talking about feelings during one of our talks, so I saw no harm in telling him just how I felt. Ever since then, he’s backed away. What can I do, if anything, to help bring us back closer together again like we were? I do love him and I’m having a hard time keeping my feelings locked up.

In Love

read more >>

Dear Coach:

I really need your advice. I met this guy at my university. He’s very kind, handsome, and totally irresistible and I can’t help being attracted to him. We’ve been sleeping together now for the past couple of days. Unfortunately, I’m not sure if he’s gay or not in the first place or if he even likes me back. How can I find this out? And what should I do in order to make our relationship stronger?

Smitten

read more >>