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- Nov 22, 2025
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I was particularly pissed that Betsy's affair was with her married boss -- an asshole named Charles Worthington. Unfortunately Betsy and I worked for the same large company and Charles was a big wig there and I liked and wanted to keep my job (although I did petition for and got a transfer from the city headquarters to a suburban satellite office so that I didn't have to see them again at work). Beating the shit out of him was definitely physically possible, but very unwise since I would have been fired and probably jailed. I would have blown the whistle on Charles with his wife but I believed in the old adage that "If you come at the king, you best not miss," and I didn't have enough self-confidence to chance a miss.
To try and gain some self-confidence I used AI to try and find some good pickup lines -- hell, if AI can be used for medical research it couldn't hurt to check it out lines, could it? Using every AI program I could think of I got a bunch of pick-up lines; they all seemed cheesy to me, but I wasn't creative enough to think of any on my own so I memorized them.
I tried a few out in social situations, all of which got me funny, laughing, or disgusted looks, and none of which worked. I was kind of down when at a bar one Friday night I met one of my best friends -- Bill Benson -- who was a real ass man and I got enough guts to commiserate with him. After explaining my problem, and displaying my lack of confidence, Bill gave some heartfelt advice.
"Most of your pick-up lines are bad, but even if you had good ones Zack, unless you deliver them with self-confidence they won't work. I realize that your divorce from Betsy for her cheating was a blow to your self-confidence but you need to get your self-confidence back, and there's no reason why you can't. Your good-looking, in good shape, have a good job, are smart, and have empathy. To get you to believe that, I have a few suggestions for what you can do to start to build your self-confidence back up."
Then Bill gave me two suggestions; one [Plan A] I thought was good, and the other one [Plan B] -- if I could find an appropriate situation -- was brilliant.
Bill and I talked, and drank some more, noticing that the bar was filling up with patrons -- surprisingly mostly women. Once things were hopping Bill took a good look around on a sojourn to the bathroom, and came back smiling.
"I have to run, Zack, but I think you have the perfect set up for Plan B. There are some decent looking early twenties chicks to the right of the entrance that you can fake interest in, but there are two really hot chicks about your age," which was 28 at the time, "talking with an MILF at the table in the left corner. I'd try Plan B on them right now."
I had had enough to drink, and Bill had buoyed my spirits enough, so that I agreed. We smiled broadly as we hugged goodbye.
*************
Bill was right -- there were two late twenties lookers and an even hotter late thirties-looking woman at the table in the left corner. I sucked in a deep breath and then approached them.
"Sorry to interrupt but I'm Zack Smith and I've been out of the dating game for a while and I wonder if I could prevail on you three for some help?"
It was a good start since all three smiled; and then the older one asked "How?"
"Well I'd gladly buy each of you a drink if I could practice some pick-up lines on you and you could critique them. There's a single woman near the entrance who looks intriguing and I'd like to talk to her but I have no idea if I say that wrong thing if I'll blow it," I replied with the most sincere look I could manage.
"You are serious?" the older woman chuckled.
"I swear that I am -- if you help I'll buy each of you two drinks," I pleaded.
"A drink and two orders of fried zucchini," one of the younger ones replied after getting head nods from the other two.
"Great, what are you drinking?" I asked them. They told me, I cornered a waitress and gave her our orders -- and a $20 pre-tip -- and rushed back.
When I got back to the table all three women were smiling. It is only then that I recognized wedding and engagement rings on all of their left hands -- but I was already committed and this would be a great first run of Plan B, so it didn't faze me.
I introduced myself again, telling them that I was 28 and local, and they gave me their first names -- Lucinda and Grace were the twenties-something and Alicia was the older woman and the aunt of both Lucinda and Grace who were the children of her older brother. We chatted for a few minutes then our waitress, obviously inspired by the $20 pre-tip, quickly brought our order and as the three women attacked the zucchini sticks I started out.
"OK, I have more than a dozen lines I want to try; let me go through them once, and then slower a second time and you rate them on a scale of one to five. Is that OK?"
"Sure," Alicia chuckled, obviously enjoying this and since Lucinda and Grace were also smiling I was off to a good start.
From memory I went through my list of AI-vetted pickup lines. The first few I knew were awful, but that was part of the plan.
""I'm looking for treasure - can I look around your chest?"
"Do you want to go and do what I'm going to tell my friends we did anyway?"
After the first two all three groaned and Alicia laughed "Boy, you really do need help. Are you trying to pick a woman up or get a drink thrown in your face?"
"That bad, huh?" I replied trying to look as sheepish as possible, and probably blushing. "I'm sorry, a friend of mine told me those, and I was wondering myself if they were awful, but as I said I've really been out of the game. Let me try some better ones; just ignore those two."
"If you were a cocktail, you'd be a fineapple mojito;"
"Can I buy you a drink, or should I just keep standing here trying to be cool?"
"Is it happy hour, or are you just naturally this smile-inducing?
"I'm visiting the area, what are some must-see places?"
"What's the highlight of your week so far? Mine was seeing you."
"That's an interesting drink you have, what is it? I'm trying to decide what to get next."
I went through a few more, sixteen in total; all three women were smiling, or in response to some of them giving a "gag" sign.
When I finished I said "I can see that you were really impressed," which got a good chuckle out of them.
Then in humorous manner I continued "All right the three of you sure polished off those zucchini sticks so I'm going to hold you to rating my lines, so be honest -- but not too honest so as to destroy what little self-confidence that I have."
Then one-at-a-time we humorously went over the fourteen pick-up lines after the first two (the first two got a minus 5; some of the others got zeros). The only one that got more than a 2 was "That's an interesting drink..."
I pretended to be deflated when I finished. Then they took turns offering me advice -- not pick-up lines, but generic advice. What they especially emphasized was that a bar pickup was the worst way to meet a woman that I would be interested in.
Our discussions got lively after that. They offered advice about activities such as pickleball, tennis, health clubs, singing groups, community theater, all sorts of things that it seemed like at least one of the three of them was interested in. We also talked about other things, and we each told an awful bawdy joke. I offered them another round of drinks but only Alicia took me up on it. After I had been there for a little more than an hour -- the best time I had had since I caught Betsy cheating -- Lucinda and Grace had to go and left. They both gave me hugs and wished me luck. Alicia said that she could stay another few minutes "If I didn't mind being with an old lady."
I looked at her cross-eyed when she said that, then without thinking I replied "You're the hottest woman in this place -- if you were single and five years younger than your 35 I'd kill to get a date with you." She really perked up when I said that and then I acted chagrined and hopefully blushed as I stuttered "Uh...shit...uh...did I really...shit...say that out loud?"
Alicia laughed and said "Yes, it seems you have problems with both your eye sight and your brain-to-mouth connection."
"Can we talk about football, or theater, and pretend that I didn't make an ass out of myself tonight?" I continued.
"Sure, until I finish this last Cosmo that you bought for me, then I have to leave."
We talked for another ten minutes -- I think that my compliment had really positively affected her since she was even more cheery than before -- and then she looked at her watch and said "I've got to go."
"Are you parked nearby?" I asked.
"On the street, about a block and a half away," she replied.
"You've been so kind -- let me walk you to your car," I said. I noticed a slight hesitation on her part so with a big smile I said "I guarantee you that I'm not an axe murderer. Take a photo of me holding my driver's license and send it to a friend of yours so that if I'm a liar at least your death will be avenged."
She laughed, I pulled out my license and held it next to my face, and she did take a photo with her phone and obviously texted it to a friend. I did notice that she got wide-eyed when she saw my license -- but her reaction quickly passed. Then she said "Alright Prince Charming, let's go," and took my arm.
I had only seen Alicia seated before; now that she was standing I realized that I wasn't blowing smoke when I said that she was the best-looking woman in the joint. She was probably five feet ten inches tall, with an athletic body and sculptured long legs even for someone her height. With her three inch heels on I was only an inch or two taller than she was.
We chatted about nothing as we walked to her car; it was a really nice Mercedes, but there was something obviously wrong since the front end looked tilted. When we got near the curb the reason was clear -- the front right tire was flat.
"Oh no," she groaned. "I really need to get home in a half hour and it's a twenty minute drive." She had gotten out her phone and was about to use it when I interrupted "You don't need to call anyone, I've changed lots of tires in my life -- I worked at a garage before my senior year in High School; it's no problem."
"Are you sure?" she inquired.
"Absolutely," I responded taking off my sport coat and tie and handing them to her while she pushed her key fob to open the trunk of her Mercedes. I wasn't lying about working in a garage, and I had the tire changed in twelve minutes flat. It was easy labor since she kept up a running conversation with me as I worked, and from my vantage point I got a good look at her perfectly muscled thighs.
When I finished she was obviously pleased. "How can I thank you?" she asked.
"Play me in pickleball this Sunday or next Saturday and if I beat you buy me lunch," I grinned.
"You're on," she said. I gave her my personal card with just my name and cellphone on it and said "Please call me for details."
"I will," she said, and then hugged me goodbye.
I wasn't expecting her hug.
I wasn't expecting her to tightly push her chest into mine.
I wasn't expecting for her tits to feel much more prodigious than they looked in her blouse.
I wasn't expecting her to kiss my cheek.
I wasn't expecting to immediately sprout a boner.
However, all of these unexpected things happened. I just hoped that she didn't feel my hard-on, but given the subtle smile on her face as she smoothly swung her perfect ass into the driver's seat when I opened the driver's door for her, she probably did.
"Oh well, it couldn't be helped," I sighed to myself. As I waved goodbye even given my cock's reaction I wondered why I asked to play pickleball with her; she was married and though I gave her the "35 years old" compliment I believed that especially since she was Grace's and Lucinda's aunt she was probably closer to 40.
*************
Alicia called me on Sunday morning to tell me she couldn't play pickleball then. We arranged for a tentative meet the next Saturday at 10 a. m., with her to call again for details. I didn't remember her voice being that sexy, and was pissed that when we mutually terminated the call my cock was at half-mast. We talked on the phone twice more before we met the next Saturday at her country club.
Her country club had both tennis and pickleball courts. Just before we walked onto the court -- her in a very distracting though high class short tennis dress, and tight top -- one of the employees said "You have the court until 11:30 Mrs. Worthington."
"Thank you April," she replied with a smile, then turned to me and said "Get ready to get your butt beat!"
Through the entire warmup the only thing going through my mind was "Mrs. Worthington? Could it be fucking Charles' Worthington's wife? If so, how could he be such a moron as to cheat on her -- while Betsy is really cute this woman is sex-on-wheels!"
We had agreed to best of five games to determine the winner, each game up to 15. When Alicia smoked me in the first game 15-5 I finally got my head out of my ass and resolved not to think about who she was again until the match was over -- and I'd figure out how to proceed then.
During a short break after the first game I smiled as I announced "You know that you're cheating, Alicia?"
"How's that Zack?"
"Whenever you bend over to pick up the ball you wiggle your ass, causing me to lose concentration."
"Then don't look, Zack," she chuckled.
Alicia was more skilled than I was, but I had more power and was slightly quicker, so -- thankfully -- I beat her three games to two, the final game going into "overtime" and finishing with me winning 18-16. Alicia was a good loser, and as we wiped off with towels and started walking toward the outdoor patio of the club casual restaurant she sniped "I had to let you win to sooth your fragile male ego, and since you couldn't afford lunch here anyway."
"Brat," I replied as I swatted her ass with my paddle. I was chagrined immediately after I did so, but fortunately she just laughed.
When we sat down for lunch after some small talk and placing our order she got serious. "Did you know that I was the wife of your wife's boss when you approached my nieces and me at the bar?"
I figured that she had checked me out, but I asked anyway. "How did you know that my EX-wife works for your husband?"
She seemed to be surprised by the "EX."
"I didn't believe that your real surname was Smith when you introduced yourself, but when you had me take a photo of you with your license I immediately wondered if you were related to Betsy Smith, so I checked you out -- not with a P I, or anything, just from what I could find on the Internet. Somehow I missed the 'EX' part."
"That's only because the divorce isn't final yet -- it should be within about two months, and we've been separated for more than three months. To answer your question, however, I didn't suspect that I had any connection with you at the bar -- the first I suspected it was when the court scheduler called you 'Mrs. Worthington.' When you called me my phone's screen only displayed 'Alicia,' and your phone number, not your last name. That's why I was so out of it during the first game -- I was having a hard time coming to grips with it, especially since I wondered how much to tell you if you were Charles Worthington's wife."
"How much to tell me about what, Zack?"
"About why I'm getting divorced, Alicia."
We stared at each other for a good 30 seconds before I broke. "I didn't want to call you up out of the blue and tell you that your husband is having an affair with my wife, especially since I work for the same company and like my job and your husband is a big wig and I didn't know if exposing him to you would have adverse repercussions. However, I really like you Alicia so now I'm putting myself out there and letting you know."
Before she could respond our orders were delivered. It was clear from her reaction that she was surprised -- though not gobsmacked. After a few tentative bites of her sandwich she groaned "I was suspicious that he was having an affair, but somehow convinced myself that he wasn't. I'm sorry that it was with your wife, which I'm sure you have good reason to believe; but I need evidence because I'm not putting up with it and will be going to court charging him with adultery."
"It would really help me if you could keep me out of it; I'll give you all of the information that I have but you need to just use it as a starting point and get a professional to get the court-admissible evidence that you need."
Alicia agreed to that, and then fortunately two of her female friends came to our table, with drinks in their hands, and asked to join us. Being the friendly woman that she is, Alicia agreed. We had a very nice forty minute conversation with them (obviously without talking about cheating), and then we parted. Alicia walked me to my car.
"When can I get the information from you, Zack?"
"Can you come over to my apartment tomorrow? I only live a couple of miles from here. Almost any time is convenient."
"How about noon, I'll bring sandwiches," she asked/said.
"Sounds perfect," I smiled. I wrote down my address on a slip of paper from my glove compartment and gave it to her. When she hugged me goodbye she whispered into my ear "I apologize for my husband."
"No apology from you necessary," I whispered back as I tried with all of my might not to get a hard-on, and fortunately succeeded until she broke contact. As I tried to suppress my boner in the car on my drive back to my apartment I groaned out loud "Get your mind out of the gutter, Smith, she's hurting just like you are."
*************
I made sure to completely clean my apartment before Alicia came over on Sunday. She had a sundress on, and her hair was loose on her shoulders. I couldn't help myself but when she came in I beamed "I love your dress and hair, Alicia."
"Thank you, Zack," she smiled and gave me a quick kiss on the cheek. We had a nice time discussing all sorts of things as we ate the tasty lunch she had brought over, and once lunch was cleaned up she said "OK, let me know what you have."
I gave all of the information that I had to Alicia. I had some information about dates and places, but didn't have any smoking gun, such as a video or photo of them "in flagrante delicto" but I did have some good starting points. Also I played for her a recording I made on my iPhone where Betsy was trying to get me to agree to stay together and she said things like "I'll give Charles up -- I'll even get a new job."
I concluded my presentation by saying "Of course, I'm not sure that they're still having an affair, but I would be very surprised if they're not."
"Do you have Betsy's address?" Alicia inquired.
"It's the apartment we used to share -- I'll write it down for you."
After concluding our business -- and after I gave Alicia, who looked sad, some hand squeezes and quick hugs -- she asked "What's on your agenda for today?"
"I'm going to watch an NFL game on TV, and then later I'm meeting some buddies for dinner and drinks."
"Do you mind if I watch the first half of the game with you? I like football."
"I'd love it -- I'll even give you something else to drink and make popcorn if you like."
"Just a soft drink, I'm still full from lunch," she smiled.
We turned the game on only about ten minutes after kickoff, and sat next to each other on my couch watching and kibitzing. "Do you mind if I take my shoes off?" she asked, "I wore high heels last night and my little toes are still hurting."