I had been divorced a long time, now in my early 40's and an empty nester. The thoughts of dating did not sound fun at all. I tried a couple internet dating sites with very little success. I had a house, car, boat, and a decent job. I would think dating would be pretty easy at this point; I was wrong. It seemed like a lot of the girls I would meet still had a bunch of kids they were trying to raise, normally with a crazy ex-husband. I had a lot of female friends but just could not find the right one to have a long term relationship with.
One night I was venting about this to a female co-worker, Jennifer. I was telling her how I was sick of all these 1st dates. It seems like that is all I go on. I wish there was a way to skip the dating and just be in a relationship. My friend was giving me a hard time about it. She says, yeah I know your type, short and sassy. I blush a little bit, it's true that I like the short girls. I do prefer them with some curves though. I try to fire back, telling her I don't have a type. She smiles at me and calls bull shit on me. You love those short girls with a nice round ass and down right bossy. I was busted, what could I say.
It was that moment where she goes, you know my friend Jess that you met at my wedding is now divorced. I do my best to hide my smile. There was no way I had a chance with Jess, but damn I sure liked the idea. She was so sexy. She was about 5' 2" with an ass that was perfect, just enough flare to her hips. I had not talked to her much that night, but she had the reputation for being a bit of a spit fire.
I change the subject to work and life. We keep drinking for another hour or so and I was getting a buzz. I could not stop thinking about Jess and her sexy smile. I zoned off for a bit and then mumbled something to the effect of I wish I had a chance with Jess. Jenifer starts laughing uncontrollably. I am bright red from embarrassment and the booze.
You probably have a better chance than you think with Jess, but I warn you not to go there. I know bossy is your type but she takes it to a whole new level. You don't know her past but that was her second divorce. Her 1st was really bad and her second guy was great but she is hard to deal with. Jennifer is quiet for a moment and then smiles. I don't think you should but I bet she would like you. She likes smart guys that let their wives or girlfriends run the show.
I start back pedaling. I don't think she would be into me. I saw the guy she was with at your wedding and he was a jock type. Stupid idea but I bet it would have been fun. I kind of zone off for a bit and she brings me back with some comment about maybe it's not worst idea in the world.
What are you talking about?
You and Jess going out. You want a relationship. She wants a man that is stable and smart. I think you should ask her out. She is a little crazy but smart and fun. You will have a good time.
No, no. I am not up to it at this point. Think I will go back to looking at mail order brides. I give her a big smile.
Your a chicken shit she tells me.
Yeah so, I respond. It's time we closed out. It is late. I am going to use the bathroom, if you see our waitress ask for the check. I think it is my turn to pay. I wonder to the bathroom thinking about how hot Jess is. I really would do anything to have a woman like that. When I get back to the table there is a couple of shots there, one at my seat and one at hers. I thought you were suppose to get the check not order more booze.
She reaches for the glass and says quit whining you bitch and drink up. I down the shot, damn straight bourbon. If I was not already drunk I was now. Jennifer is giggling. I finally ask what she is laughing about.
Really, your phone code is 1234? She starts laughing even harder.
What did you do???? I pick up my phone. It shows an a new text message from a number I did not know. I click on it and the blood drains from my face as I read it:
From me: Hi, this is Steve. We met at Jennifer wedding. She gave me your number. I hope that is ok. I was wondering if you would like to get a drink sometime?
Response: Sure. I remember you. The shy guy that was at the bar half the night. I am out of town for the weekend but how about Tuesday.
What did she say?? Sorry I couldn't resist. I knew you were to chicken to do it so I did it for you.
I replied, ok sounds good to the text. I was lost in thought. This sounds great but she is way out of my league. We paid our tab and I had to take an uber home. I was partly excited and scared to death. I finally decide I am going to cancel the date. This is a really bad idea. I am just going to end up a fool. As I am almost to fall asleep or pass out dependents on how you want to think about it I hear my phone buzz.
It was Jess: Hey, sounds like you had a fun night with Jennifer. I had a long conversation with her tonight. We might have some fun. She said you want to skip dating and go right to relationship... Interesting concept. When we meet I want to know what you want in a relationship and what is a deal killer for you.
As I read it I know I can't go. What did Jennifer tell her? Fuck this is not good. Just then another text. It's a picture of her laying on her stomach in bed smiling. The message says here is your good night kiss. You can just see over her shoulder her nice round ass in a pair of panties. Fuck, I am screwed. I have to go now.
The next couple days were slow. I must have went back and forth 100 times about going or not going. She was so fucking sexy but I don't think she will be into me. We had been texting learning about each other. She had one son out of the house just like me. She had a college degree and worked in fiance. She was way smarter than I thought. I was really starting to like her for more than her looks. She liked the outdoors just like me. I felt like I was getting my hopes up just to get them smashed. I had let myself go. I was ok looking but about 35 lbs over weight, and receding hair line. Then Tuesday night arrived and I headed to the sports pub we agreed to meet at.
When i walked in my heart was pounding and I was sweating. I spotted her at the bar talking to a guy. I stopped and started to turn around when she saw me and waived me over. walk over and she introduces me to this guy she is talking to. They knew each other from school. She tells me to get a table and she will be right over. I find a booth in the back and sit down. I can still see them, and she gives him a quick kiss and a long hug. You can tell he is enjoying holding her tight.
She sits down with her big smile and for me it's is all over. She could ask me to do anything and I would say yes. We talked and drank for about two hours. It was the most amazing date I had ever had. I was already in love. Out of no where she ask, Did you take time to think about what you want out of a relationship? I want to hear.
I told her I wanted a sexy woman to do things with. To not have to worry about her leaving me. Someone that likes to do the same things as I do. I hated going to work functions alone, so someone to go to those things with. I want a best friend.