I know you're out there lurking and wondering if its smart to respond to this post.

The answer is yes. Do it. Take a shot.

The idea of an inappropriate age gap excite you, makes you nervous, maybe even scares you a bit.

Well, it's on my mind too. Always has been. I love the idea of being your first older man. Whether a one time thing, a fling, or more ideally, an ongoing relationship.

Maybe you're a a college student who just moved Chicago? You're on your own for the first time and looking for someone who knows Chicago well and can show you around? (Think tour guide, dinner dates, and showing you the ropes in the bedroom.) Depaul, Loyola, UIC girls, I'm looking at you!

Or maybe you're a local who lives on the north side and has just always been tempted but never had the courage to chat up the older guys you see you in your neighborhood.

This is our shot. Let's do it. My cards are all on the table. Let's build trust, get to know each other, and meet up IRL. For a date, a walk, a drink, a game of mini golf, a night in on the couch, a movie, or a fun hookup. All options are open.

I'll go out of the way to make sure you feel comfortable. We don't have to do anything you aren't ready for.

I'm a straight forward, nice, friendly, successful, single guy. Never married, no kids, good job, active social life. I'm monogamous and crave intimacy and emotional connection.

I'm 35, white, 5'10 dark hair, bearded, and live alone on the north side of Chicago. I'm successful, normal, have my own place, a social life, passions, hobbies, and my own car. You get the idea.

What I want: a down to earth younger girl looking for a positive older guy in your life.

Ideally you're a student. It's okay if you are a little shy, inexperienced is fine, and like the idea of having a supportive experienced role model. You crave a guy that can dish out advice, have deep conversations with you, or show you the ropes behind the scenes in the bedroom.

I'm open to ideas. It all depends on chemistry. Let's let the natural vibe guide us. Please be in/near Chicago. Able to host or travel. Understand basic geography. Algonquin or Crown Point are not close by.

Please send location and age in first message. You must be 18 .

Please be honest about your age. I will ask to see your ID when we meet.

If you aren't in Chicago we can still chat but you at least need to be interesting and communicative. One word answers aren't gonna cut it. I really am looking for someone close to