First cougar experience!

[GinaD]

A girlfriend and I are on a road trip up the coast for the last weekend of summer. We stopped last night at the Doubletree in Santa Barbara then hit State Street for dinner and drinks. Baja Sharkee's was in full swing when we arrived and we got a great place outside to people watch. A group of university kids came in an took the table next to us. They were a great group of guys and girls and we all started chatting.

A very handsome young man named Dan sat near me, and I noticed he was a little shy. I engaged him in conversation, and after a little while and a few beers later he started loosening up. He was excited about finishing his last year in college and filled me in about his college experience. He insisted on buying my drinks and we talked for quite awhile. Every now and then, he would brush my thigh with his hand (I was in a rather short skirt) or place his hand on my bare shoulder as we talked. I couldn't help but have some steamy thoughts as he looked like a well chisled Antonio Banderas. Anyway, the night ran its course and it became time to go. He invited me for a walk on the beach, but I knew we had to leave early and I just didn't trust my judgment at that point. As we said our goodbyes to the group, he looked so disappointed, but in an innocent way. We let the group walk us to our car and as we prepared to leave, I just couldn't help myself. I put my arms around his neck and gave him a big passionate kiss. He hesitated for a moment, then returned the gesture. We kissed for a few moments then I got in the car and we left.
None of the kids ever let on they knew I wasn't a woman and they were a great bunch. They all could have been my kids. My girlfriend was cracking up and kept calling me a cougar. One of two more drinks, I could have been waking up with a totally new experience. Good thing I had my winggirl with me!

[Sabrina133]

Sweetiet that sounds like such a great time. Nothing like the beach to make an ordinary night spectacular.

[Kate Simmons]

I've had my share of those types of experiences as well, especially when everyone got a bit tipsy. It's a good feeling in a way and kind of a validation. Discretion was always the better part of passion though usually with a sigh. I couldn't take advantage of a young person though.:)

[Lynn Marie]

What an amazing experience. The poor young guy was so disappointed, but thankfully spared spared another surprise! Then again, maybe he knew and was so enamored with you that he was ready to throw caution to the wind! Maybe he secretly was after your wingirl! What a great story, thanks for sharing.

[linda allen]

Just realize that this sort of thing can go wrong in a hurry and can end badly. It may be fun for you, but when the guy realizes that he has been flirting with (and kissing) a "tranny", he may be embarrassed in front of his friends and feel the need to get revenge.

[AllieSF]

Thanks for relating your wonderful experience. And that is what college is all about, experience where one learns and grows. Your new friend just had a wonderful learning experience and so did you. Linda, so what if the young man has an embarrassing moment later, if he does at all? He is young and may one day realize that it really does not matter how one looks or presents where we treat everyone the same, as we should be treated.

[Alice B]

A great experience, but the best part is that your girlfriend was OK with it.

[GinaD]

Just realize that this sort of thing can go wrong in a hurry and can end badly. It may be fun for you, but when the guy realizes that he has been flirting with (and kissing) a "tranny", he may be embarrassed in front of his friends and feel the need to get revenge.

Linda, you have a good point. This morning my friend and I held our usual after action report of our night out and she also brought that up. I admit I took an impulsive chance that I usually wouldn't but I guess I let the Mai Tais get the better of me. Isn't the first time and I'm sure it won't be the last. I'm glad I had enough judgment left not to get into a situation where I might have taken it too far. I'll behave tonight and let my friend let her hair down in San Luis Obispo. I'll be her wingman.

[GinaD]

A great experience, but the best part is that your girlfriend was OK with it.

Not my girlfriend, but my girl friend. She is my go to party pal.

[Tracii G]

Sounds like an amazing night the kissing part had me on the edge of my seat.

[linda allen]

............ Linda, so what if the young man has an embarrassing moment later, if he does at all? He is young and may one day realize that it really does not matter how one looks or presents where we treat everyone the same, as we should be treated.

Or, he is so embarassed that he beats the crossdresser up or worse. Ever watch the TV show "Cops"? Ever see the episodes where the police pull over the guy who just picked up a prostitute and informs him that "she" is reall a "he"?

Yes, your thoughts are noble, but in reality, it's not a good idea to let it get sexual with someone who doesn't know about you.

[mikiSJ]

I am not put off by Allie's response. Few of us really 'pass' and we take a chance every time we are out in public that some Neandertal will get his ego bruised simply because we are in his presence.

I am glad that Gina didn't let it progress beyond the kiss and not just because she had a surprise under her skirt - but simply because anonymous sex is not much better than what you get in the shower.

[docrobbysherry]

I'm curious, Gina. U sound gay or bi?

If so, I expect u r experienced and know what you're doing with guys when out? If not, then I'm confused and u need to be very careful!

[AllieSF]

Linda, my comments have nothing to do with being noble. Gina said she only went so far, an impulsive good bye kiss at the end of a pleasant long time together talking. If she had also said that she went down to the beach for a walk with the guy, then I would agree with you that she was taking a risk. My comments apply to what she stated that she actually did.

I am sure Cop's and other bad guys shows are great representations of real life America. From what I have seen on those types of shows, they usually deal with the low life's in the borderline or worse parts of town. Obviously, shit can happen anywhere, but is State Street in Santa Monica a bad area?

[joanna4]

Wow that was amazing. He will remember you for the rest of his life now. Good job. You have an amazing friend to be a part of your adventure.

[ArleneRaquel]

Thank you for sharing your amazing evening. Best Wishes !

[GinaD]

I'm curious, Gina. U sound gay or bi?

If so, I expect u r experienced and know what you're doing with guys when out? If not, then I'm confused and u need to be very careful!

I am bi-sexual and have been since I was a teen. I recently ended a relationship with a guy, but was married and faithful for many years until my wife discovered Gina and we divorced. That is a dark story I've shared here in the past. So, having been on both sides of the fence, I am usually flirty, but not as brazen as I was last night. But, I occasionally get impulsive now and then. That's why I love being with my winggirl, as she and I will often take turns being designated driver and observer to keep each other from doing something too off the hook. Anyway, we have the whole weekend left and are about to see what we can find in SLO. A full four days as Gina is not to be wasted!

[Beverley Sims]

I went on a group date with my room mates and they lined up a guy for me.
We went to a drive in movie and I gave him a good time.
He wanted to see me again but my girlfriends said Beverley was visiting and had gone home.