First time?

[Airpryce]

I've been curious to know. When was the first time you decided you were into younger men? Or even older women? I know for most of us it is going to be an attraction thing, like a forbidden fruit sort of deal. But did anyone have any crazy first experiences that actually turned them on to the first time?

I'll tell you mine if you tell me your's.

I was a freshman in college, 18, and I was a few hours removed from our first official baseball practice of the fall season. I had made plans with a few of the guys after the practice but I needed food. I was on a vastly different schedule than all of my other non-baseball friends, so I was **** out of luck finding someone to eat with at the commons.

I decided I'd use some of my flex dollars down the street at panera bread. So with my baseball bag slung over my back, still covered in dirt, and in full baseball player regalia I took a quick ride down the road and chained my bike right outside of the Barnes & Nobles that was next to the panera. I was starving so despite wanting to go into the store to check out latest addition to the "Dexter" novels, I headed into Panera.

Panera wasn't crowded so I put my order in relatively quickly and went to stand at the counter where they place the food that's ready. With my buzzer in hand, my bag still strapped to my back, and my oakley M-frames sitting proudly on top of my cap I could feel the gaze of a few curious people as they surely wondered if I played for the University or the minor league ball club down the street. I had seen players from the minor league club at Panera before so it wouldn't have been an odd scenario if I had.

I must have been waiting an inordinate amount of time because a woman came over to me and told me it'd be a few more minutes. I shrugged and went back to contemplating how I had done at baseball that day. That was when I looked up and saw her. She was much, much older than I was but I still found her to be extremely attractive. She had long, strawberry blond hair and ruby red lips that were startling against the pale, porcelain hue of her flesh. I looked her up and down, scanning her curvaceous body in the sundress that hugged her form and was cut so it left little to the imagination. She must've noticed me because she turned and with a chuckle said, "Business is always slower in the south." I wasn't ready for her to speak to me so I mumbled a bit and said something to the effects of "Yeah, right?" or "Mhm, Yup."

Either way she turned back to wait for her food without another word. I thought for a minute and as with most young boys absurd fantasies and scenarios were streaming through my head at a rapid pace. I finally mustered up something to say, "Where are you from if not from the south, then?"

She told me she was from Oregon and was an artist who needed a change of scenery for a while. She asked me who I played for her, I explained to her the University, and after a quick conversation about that she asked how old I was. I immediately blurted out 20 without a second thought. She smiled and nodded. We both got our food, exchanged names (although through sheer nervousness I only managed to give her my last name) and we parted ways.

I sat down and ate my salad and then after made my way into Barnes & Nobles. Much to my surprise she was there, reading a magazine and eating her panera in the cafe. I went about my business, bought the book I wanted, but made sure to do so in a timely fashion. I wanted her to see me before I made my way over. Sure enough, I saw her look and after I got my novel I went over. We talked for a minute. She got herself a coffee and me a green tea (I detest coffee), and we talked for a solid 30 minutes about why I chose to go to school there, how I wanted to play in the Alaskan summer league, and how being an artist had afflicted her with the inability to live with anyone but herself.

We exchanged emails and phone numbers. I texted her but received a call back, apparently she didn't know how to text. She wanted to meet again but this time she was a bit less subtle about what she wanted. She explained her last "boyfriend" had been 22 when they had met, she had been with him for several years, and though he wanted to get married, she was more of a free spirit. He left her so she came to the East coast for a change.

I was younger than she liked, she admitted, and I looked even younger she often noted (mostly due to the fact that I was only 18 going on 19). But we still managed to meet. I used dozens of Marriot reward points that year for discounts on hotel rooms which we'd use for lengths ranging anywhere from 2 hours to 3 day. We also met at her studio several times but never her own home. I also brought her into the freshman dorms once when my roommate was away from the weekend. The level of awkwardness that was achieved I could never convey in this post.

Anyway, after the fall semester I became consumed with baseball and school work. My perfect 4.0 gpa I had in the fall was crushed by my inability to find time to study micro-economics and upper-level calculus. Michelle found little patience in dealing with a stressed out, over worked, pressed for time teenager who didn't have a place of his own or a car. And I couldn't deal with Michelle acting like a weird mother/girlfriend/sex master hybrid.

We stopped talking after what felt like hundreds of sexual encounters and dozens of first for me.

Michelle was most likely the best woman for me at the time. Mostly due to the fact her secrecy when it came to her private life was perfectly congruent with the fact that I had a girlfriend (she's a year younger than me) almost 500 miles away. But I was younger, dumber, and less mature back then so it would have never worked like she would have wanted. Plus, our lifestyles were vastly different as were our needs. I needed to chug 30 beers with my friends on the baseball and hockey team, she needed to sip wine while listening to symphonica mid-coitus. But I digress.

So I'd like to hear your stories. They don't have to been as long and drawn out as mine, or as descriptive, but I'd just like to know what made you decide you prefer older women or younger men.

Disclaimer: I now have my own place, a car, and I no longer feel the need to drink 30 beers with my friends on the weekends. Also, forgot to mention, Michelle was 46 when we met.

[lynda]

When I divorced at 40 and was back into dating I tried to date men my age or older but they seemed to want the younger girls so that put me into the younger man dating pool. I soon learned that younger men were attracted to me and they enjoyed the company of a lady that was older. I really do not like labels and cougar is one but I was dating younger men way before a name was put to it.

[Airpryce]

As I've said before I don't think cougar is necessarily a bad thing to be labeled, but generally I agree with you; putting a label to anyone thing usually generalizes the group. Usually generalizations aren't accurate.

Out of curiosity, how young was the youngest man you've dated? Being a 20 year old I find women generally are interested in younger men that are still 3-5 years older than I.

[RavynX]

Cool story, Airpryce. I would like to have an experience like that some day.

My story stems from a Facebook posting mishap. I was posting a reply to a friend's comment but someone had snuck in before me and posted a naughty comment which made my reply afterwards look like it was directed naughtily to the friend I was replying to. Needless to say things went to private messaging. Interesting how things pan out like that.