I'm a 42 year old single male living in southern Westchester. I'm 5'4, about 165lbs. I identify as queer. I'm mostly into girls, but I also am a crossdresser and have been with men, mostly for the experience of feeling like a girl. I would love to find a guy (or girl!) around my age, give or take 10 years to get to know better, form a friendship with, and if something more develops then that would be nice.

I have a variety of interests. I am really into music and performing arts, especially classical music and opera though I like many other kinds as well. I also enjoy exploring the outdoors, going for drives, hikes. I'm trying to learn to golf also. I'm pretty good at bar trivia, though haven't had much of a chance to do it in the last 3 years.

I'm looking first and foremost for a friend. It's really important that we have some common interests and can talk and do fun activities together. If there's no friendship, nothing else is going to happen. If we do have that companionship established, then maybe I would be open to seeing if more could happen. I've never had a boyfriend. I'm not sure I could form a committed romantic relationship with another man, but I won't rule anything out. However, I think the most likely thing, if there's anything, might be like a friends with benefits relationship and most of the benefits would be kissing and cuddling at least until I am very comfortable with you.

You must be willing to take things extremely slow and within my comfort zone. I'm not at all into aggressive guys though I am a sub/bottom. If we cuddle, I would mostly want to be the little spoon. I would welcome someone who could guide, encourage and mentor me. If you ever considered yourself to be like a "daddy" type, that may be what I am looking for. Especially if you could encourage my feminine side. I would love to try going out in public dressed. It will be a bit scary for me but if we start slowly then I can build some confidence

I don't have any requirements for race, looks, age as long as you don't smoke cigarettes (occasional 420 is ok), are hygienic and not morbidly obese. If you are outside of 40-50 years old, I won't rule it out, but I will be very skeptical that we have enough in common to develop anything. I prefer if you live alone and could have me over occasionally at your place.

This is a posting for friends initially, not a hookup or f-buddy. If you send me anything nsfw, I simply won't respond. If you don't make a a reasonable effort to introduce yourself, I won't respond.