Wildwood Daze – Betty Ann – Part 5 – Summer Nights

North Wildwood, NJ – May 1984

The saga continues…

I was sitting on the porch at my friend Pitchy’s house and telling him all about my exploits with Betty. He was amazed by the tales of my recent prowess. Pitchy was my best summer friend at the seashore since 1971 when I first met him as a kid. He lived right around the corner from me at 7th and Ocean Ave. We had a rich history together hanging out all of those summers in the 70s. He was a close friend and we’d had some great times together. He had a lovely dry wit that was uncanny. He was also a person I could always trust.  One of his gifts was that he had always been the master of the dime toss game on the boardwalk.

But he was never that good at talking to girls. I noticed a lot of young men struggled with that back then. (And even today!) I never understood that but I guess we’re always good at things we like, and I loved the company of pretty women so I was okay.

I would tell him… “If you think you’re going to be tongue-tied on a date with a girl… take her to the movies. That’s two hours right there where she’ll be entertained and fed. You don’t have to say or do anything at all. Just hold her hand during the picture. If the film is fun and exciting, she’ll associate those feelings with you and you’ll be fine.”

Pitchy was working as a summer cop in North Wildwood by 1984 and really enjoyed police work. He had always wanted to be a cop and was beginning his career as a summer cop to gain experience.

I’m happy to say that through the years, he stayed in law enforcement and became a roaring success. He achieved success beyond anything I could have imagined for him. 

We sat on his porch in the quiet evening silence of North Wildwood. All the craziness was happening 25 blocks away on the boardwalk and in the clubs on Pacific Avenue. But we both had a moment of repose from our jobs this evening and were just chatting and sipping a few cold beers. The glow of the neon signs from the motel, The Friendship 7 across the street was the only light that illuminated our presence on that porch. 

He would do these comedy bits like he was the voiceover guy for a movie preview. It was hilarious and I loved when he would come up with these things. It was like he was describing me as a character in a horror movie. He would say; “In 1980 you loved him as the Wildwood Gigalo. But now…he’s back. It’s been four years… but he’s back. Chaz is… THE HOMEWRECKER. This time it’s not your girlfriend…It’s Your WIFE!”

I liked that he referred to me as the homewrecker as if I were the villain in a movie. So funny. I told him how Betty drove a light blue BMW 5 and that she and I stayed in motels in Wildwood to hook up. I never thought back then how much Betty must have spent on babysitting fees for someone to watch her daughter, Kelly while she galavanted around Wildwood with her young boy toy, ten years her junior.

But as much as I had built up a reputation as a rocker and charmer of women, it was nice to reach that legendary status with my friends. It’s all so silly when I think about it now.

I’d be on the phone with Betty.

“I want to come to Wildwood to see you this weekend, Chaz.”

“That would be great, Bets.”

“Can you maybe rent a room for us?”

Because the season hadn’t started yet, the rooms would not only be available at several motels in town, they’d be much cheaper. 

This became a regular thing with Betty and me. She liked her anonymity in Wildwood. She had no fear of running into anyone she and her husband knew up in Absecon. Plus, she had that whole rule about not having sex with her in her house, car, or matrimonial bed.

I was totally fine with it. I was working and had money to burn, and Betty always had cash. Most times she would pay for everything. I remember one day I was at her house and she gave me a brand new Gucci watch. It was beautiful. A 14k gold timepiece with a lizard skin strap.  I wore that watch until the strap practically dissolved on my wrist. I loved that watch. It was the nicest piece of jewelry I had ever owned.

At this point, I wasn’t falling for Betty…

I had already fallen.

I always shared with my mother what I was up to romantically in my life. I would sit at the kitchen table chatting with my mom and profess my love for my new, older girlfriend. I told my mom I was done dating girls and only wanted to date women now.

“Oh, you mean that alley cat you’re currently running around with?”

Mom did not approve. I think she had some concerns about the seed not falling far from the tree in this family. She had already had enough of my father’s many dalliances and probably feared I was becoming like him. On the other hand, I know my dad secretly loved the idea of his son capturing the heart of such a lovely woman that was in his wheelhouse.

(This polaroid was taken in a little photo booth in an arcade on the Wildwood boardwalk. It was her idea. I’m so glad we did this. I was so happy.)

We stayed in several different motels that spring and it was awesome. We once stayed in a motel that was right on the corner of 8th and Surf Ave. That was around 100 yards from my parent’s house! Crazy night!

We’d do fun things like go to the boardwalk, and it was amazing. Going out to eat and just spending time together. I just loved being with Betty. I know she enjoyed my company too because I think I helped her retain her youth and show her how fun it was to date again. I think she needed that in her broken marriage. 

The passion we shared.

I remember we once pulled up at a motel where one of my friends was working as a lifeguard and I introduced her to him. Betty Ann stepped out of the car in a white mini-dress. Her caramel skin glowed in the sun and her raven tresses tumbled over her shoulders like a moonless river.

I didn’t really hang out with this guy/clown anymore. He had burned too many bridges with me by then. I really did it just to show off my spectacular girlfriend to him. He later told me that if he ever got a girl like that he would never let her go, but I knew by then I was now operating at a level that he’d never understand, or ever be able to achieve. 

I was so proud to be with such a beautiful, sweet woman. Just kissing Betty was like waking up on Christmas morning. We’d kiss, and she always ended it with a little extra peck on the side of my lips. It was like she was putting her signature on that last kiss… just to remind me I was hers. 

But no matter what we did during the afternoon on our dates, it was all simply delaying the inevitable. We always ended up back in the room…and back in the saddle. 

(Cue up: Aerosmith – Rocks – Side 1, Track 1)

One night, we stayed in a motel on New Jersey Avenue. As summer approached it was getting harder to find available reasonably priced rooms. But it was a nice place, and of course, at the end of our fun day we ended up back there. I remember it being especially hot outside, and the air conditioner was right over the bed. It kept us cool while we passionately tore each other to pieces like teenagers through the night.

The next morning we walked out to the car and there was a piece of paper clipped under the windshield wiper. It looked like a ticket.

It was an official warning from the police.

The notice stated that we had violated the local noise ordinance in North Wildwood. It said that neighbors were complaining about the loud sounds of, “Moaning, Screaming, and a Squeaking Bed… Nonstop”.

I was obviously stunned, and Betty was horrified.

But as I read down toward the bottom, I recognized the name of the officer who had issued the warning last night. It was my buddy, Pitchy. He knew I was staying there and recognized Betty’s BMW.

Nice shot, dude.

(I may still have that warning ticket packed away somewhere!)

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It’s gonna be another burner!

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Wildwood Daze – Betty Ann – Part 4 – Boy Toy

The next time I saw Betty was in the store. It was business as usual. She came in to order another video for purchase.

I would never kiss and tell and this new affair was top secret. No one I worked with knew what was happening between this queen and me, and I wanted it to keep it that way. I had never had an experience with an older woman, let alone a married one.

A few days passed.

When the movie she ordered came in I called her to let her know we had received it.

“Why don’t you bring it by my house tonight and bring something else we can watch. I’ll get a babysitter for little Kelly.”

After work that day I again drove to her house. This time it was under the cloak of night which I preferred. I was worried about her neighbors seeing something, or worse… saying something. I was pretty paranoid this whole time.

I get there and she invites me in. She gives me a hug and a little kiss. She’s very much in control of this situation.

She tells me that she’s having some issues with her video equipment and something’s not working right. This was pretty common back then. The technology was new and there were a lot of different complex hookups the average person didn’t understand. But because I was working at a video store I was a master of all things VCR and TV.

“I appreciate you taking a look at my system. I don’t know what’s wrong with it. Oh, and can you see if you can get the sound to come through the stereo when I watch a movie on the VCR?”

“I’ll take  look at that.”

“A couple of my girlfriends may be stopping by for a sec to drop off some stuff for a bridal shower we have to go to next week, okay?”

“I don’t care. You do your thing and I’ll see what’s wrong with your system, Betty.”

I’m down on the floor in front of their entertainment system checking all of the leads, wires and plugs. At one point I even had to move it away from the wall a bit and climb behind the piece of furniture.

I can hear the doorbell from the other room and Betty chatting with several other women.

But then it gets a little quiet. I’m checking the RCA audio/video cables and making sure red is right and white is left and yellow is direct video. I remember I had brought some really good gold top cables from the store. (Paid for with my employee discount of course!)

I came out from behind the unit to see several attractive ladies standing together giggling at the edge of the living room. They were whispering and smiling at me. Betty introduced me as her friend Chaz who was “helping” her with her video system from the store. I smiled and waved, and went back to the task at hand.

In a short time, I heard the front door close and Betty returned to the room.

“I think I fixed it, Betty. Watch.” I flipped a few switches and grabbed the remote. Everything was working fine and the sound was coming through the stereo now.

“Thank you, Dr. Video!”

I liked that title. “That’s me! At your service, Miss.”

“That was my friends. They thought you were cute.”

“They seemed nice.”

“I wanted them to see you. I was showing you off to them… my boy toy.”

“Is that what I am to you, Betty?”

“Of course. Come here and join me on the sofa.”

I obeyed like a dog. She welcomed me into her arms and we kissed. I loved kissing Betty. She was just so beautiful and perfect.

If she wanted me to rob a bank with her I would have done it.

She takes my hands and looks into my eyes. “Listen Chaz. We have to talk about a couple of things.”

(Here we go…) “Okay…” (Is this where we plan to rob a bank?)

“We have to have some rules. We can’t fool around in this house.”

(What’s she talking about? We haven’t even done anything yet!)

“You can’t drive my car, and we can’t fool around in my car. We can’t ever have sex in my bed either. I can only see you when I can because I’m the one with everything to lose here. I’m the one who’s married.”

(This all seems a bit premature, but I’ll say whatever she wants at this point. I just like seeing her.)

“I understand, Betty. I’m just happy to know you and spend time with you. I’d never do anything to make you feel uncomfortable in any way or jeapordize your marriage in any way.” (But in reality, it was she who called me and started this whole affair. But whatever.)

“That’s good, Chaz. We can have a lot of fun together and I think you’re a sweet guy. I just need to set some guidelines at the onset of this.”

“I totally agree, Betty. You’re right. I promise to respect your wishes and will make every effort to protect your interests.”

(I can almost hear my father in this moment…)

“Thank you, Chaz. That means a lot to me. I just don’t want any complications.”

“Me either, Betty.”

“C’mere…” She pulls me to her and kisses me deeply. It felt wonderful to hold and kiss this lovely woman with caramel skin. Her raven tresses tumbled over her shoulders like a moonless river.

I wasn’t falling for Betty at this point. I had already fallen for her the first time I laid eyes on her in the store. It was instant. But I never dreamed I’d be here with her right now. It was all a miraculous dream. I felt resurrected after failing to become a rockstar in Los Angeles. Here I was still able to pull the talent. I still had my mad game no matter what I did for a living. I had come so far from the timid, loser of my early teen years. Now I could get the kind of girls I could never have imagined would even talk to me in junior high school. But here I was. Making out with the lovely Betty Ann.

Most men dream about getting women they fantasize about when they meet them in real life. But I had become a magnet for this in the summer of 1980 in Wildwood and later in LA.

We wrestled on her sofa like a couple of high school kids. I don’t even remember what videos I brought over and I know we didn’t watch them. It was exciting. It was probably something Betty missed in her life now. She missed the rush of a new guy. A new face. A young man. Boundless energy and a fiery libido in its absolute prime. I was just happy to be in this simple teenage-like intimate moment with her. We were like a couple of kids just making out on the couch and doing a little gentle touching.

“I really appreciate you listening to me tonight, Chaz. It means a lot to me that you’ll respect my wishes and stick to my rules. I needed that.”

“Of course. I completely understand.”

Betty smiled and held me tightly. Her warm perfume swirled about me as my face disappeared into her dark mane that was like ribbons of coal.

At that moment, I knew.

I knew what I had to do. I was now determined to a singular mission.

I was going to break EVERY ONE of those rules and Betty Ann was going to like it.

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Wildwood Daze – Betty Ann – Part 3 – Lipstick on your Collar

Spring, 1984

I called Betty and assured her I was on my way. I had the necessary videos on the front seat of my car.

Betty lived in a nice house in a lovely neighborhood in Absecon. As I pulled into the development, it was as if they had simply poured asphalt into the shape of a road through the woods and dropped a few elegant houses in there.

I parked away from the property and approached her house. (What if something crazy happens and I have to make a quick getaway?)

Betty Knight. The prettiest lady that came in our video store. How was this different from California? Those days in the early 80s were full of debauchery and recklessness. I was back. But I lived with my parents for god’s sake. I failed out there in L.A. My career or, my imagined career in music was already over. Why? How did that happen? All I ever wanted was to be a rockstar and now here I am.

I sang in a band in Philly, played guitar in a band in Wildwood, and played more rock in L.A., and none of it amounted to anything. My favorite thing in the world wasn’t going to happen to me. What was to be my fate now? Was I just a leaf cast upon the winds of my whims and dreams only to be cast asunder in some grinding domestic life from now on?

But all of the magic things happened in the summer of 1977, 1980, and 1983. I was on a 3-year success cycle there. What happened? It’s 1984, and I thought my luck had run out. My transformation was over. I’ve had my laughs and had my fun with all the girls, I need to buckle down and fly right.

But here I am. Walking up the pathway to this lady’s house. This stranger. This beautiful woman that looks like a Mayan queen and smells like the first day of spring. No matter what I do I always end up here. Walking up to the next adventure. The next extraordinary affair in my life. Why do I keep doing this? Maybe it’s not me, and it’s the forces trying to get me back on track as to where I’m supposed to be.

(This is her front porch. What’s behind the Green Door?)

I was nothing in the ’70s. Then I rose up. But there were those who seemed superior to me. Undoubtedly these things had been allotted to the beautiful, the athletic, and those with clear skin. This stuff was for them. Not a loser like me.

But here she is. I’m at her house. Not a girl. Not some teenager hanging at my side by the pinball machine. This was a woman. 10 years my senior. For some reason, she’s chosen me. It can’t really be happening.

Is my co-worker Tyrone some sort of cupid or even a wizard in matters of love?

I didn’t know what love was back then. Any love I ever felt for anyone came at a price. Whether it was scorn or the sweetest touch of a hand in mine.

I knocked on the door. There’s the moment. You’ve made a sound. Has it been received? There is nothing in the world right now but you and your waiting.

Do you knock again?

No.

Wait.

Knock again. Use the brass knocker on the door this time, buster.

I can’t believe I’m standing here right now. In this neighborhood, knocking on this customer’s door. I look down at the two plastic tape cases in my hand. Rod Stewart and Eddie and the Cruisers on Beta.

The door opens.

Betty is dressed in casual clothes. Light blue button-down blouse and jeans with white Keds. Those dark eyes and raven mane though…

Nothing alarming here. Gotta stay cool. She welcomes me into her home.

She’s lovely and relaxed. I on the other hand am a cluster of nerves and anxiety. I almost can’t describe the feeling. It’s as if I’ve been the miraculous winner of some exotic lottery.

We exchange pleasantries and I set the vids on the table. Her house is how one would picture the home of what appears to be a wealthy person. I know she drives a light blue BMW 5 series, but I don’t know what Betty does for a living.

She takes me on a tour of her house. It’s clean, neat, and nicely appointed, but nothing that points to extravagance. But it’s a really nice house in a very nice neighborhood. We go down a flight of stairs that lead to the basement. Now don’t get me wrong, I don’t mean the basement in some John Carpenter film, it’s a finished basement. As we head down the steps I see some framed photos that appear to have been taken at the Grand Prix. This part of the house is giving me a strong male vibe here.  We walk through a finished playroom area complete with a bar and pool table. Spider sense is tingling like mad now.

“Well, I guess you know I’m married.”

“Umm… No, I didn’t. I hadn’t thought of that, Betty.”

To be honest, if a lady is renting little mermaid videos she obviously has a little daughter. If she has a little daughter, she might be married. But in my blind desire for her back at the store, I can honestly say I didn’t think about any of that. I know I should have, but at that age, I only saw what was before me and what I liked and wanted. I think that’s simply a trait of youth. You act before you think of the repercussions of your decisions. I know I did that well into my 40’s! You want what you want when you want it, and nothing is going to stop you from getting it. You only see the end goal and not all the hazards along the way to your destination.

“My husband, Dick works at the Showboat Casino.”

“Is he in the mob?”

“Oh gosh, no. I wish everybody would stop assuming that just because someone works at the executive level in a casino they’re associated with the mafia.”

“Sorry. I didn’t mean…”

“It’s fine. It doesn’t matter. Follow me.”

Betty then takes me into the laundry room. (Is this where I get murdered and no one ever hears from me again?) I doubt it. Betty is 5’3″ and 100 lbs. She reaches into the dryer and pulls out a man’s dress shirt. She holds out the collar to me.

“Look at this.”

“Okay… Hmm…”

“What does that look like to you?”

“That looks like lipstick, Betty.”

“Yea. The lipstick on your collar always tells the tale on you.”

“I suppose so… I wouldn’t…”

“And look at this.” She reaches behind a cup on the shelf above the washer and produces what appears to be a woman’s earring.

“I found that in his car.”

Things don’t look good for Dick at this point. Who named Richard goes by the name Dick anyway? I would love to know the question’s when, how, and why.

“Wow.”

“Yea, what does all of that make you think of?”

“Well if that’s not your earring and that smear on the collar of his shirt is clearly not your color, I’d say your husband is probably cheating you, Betty.”

“Yep. That son of a bitch.”

Clearly, she’s pissed.

Why is she showing me all of this so early in our first meeting? It’s as if a message and a motive need to be sent. As nervous as I am at this moment, I kind of like the rush and intrigue of my current situation. I don’t know why, but I’ve always been like this. The nice innocent guy who is somehow drawn into the darker aspects of existence. This is a precarious position I’m in and the bigger question is… where is Dick right now? Cheater or not, I’m in the basement of the guy’s house with his wife right now. I don’t know where the escape routes or heavy sharp objects are in the house. But I’m getting ahead of myself.

“Where is he right now?”

“He’s in Chicago on business until Tuesday.”

(Sigh of relief.) Oh… okay. Well, I’m sorry this is happening to you, Betty. You seem like a really nice lady.”

“I am, but I should have expected something like this to eventually happen. Let’s go back upstairs. Would you like a beer?”

“That would be awesome.” (Alcohol would be the perfect remedy for my nerves right now.)

We get up to the brightly lit kitchen. “When you said you should have expected this, what did you mean?”

She takes a bottle of Heineken from the fridge and pops the cap. Pouring it slowly into a pilsner glass I notice how dainty her hands are and how lovely her vermillion nails are. “Well, that’s how I met Dick. A leopard doesn’t change his spots.”

“Go on…”

“I was his secretary. He was married before. I worked for him in my early twenties and he started having an affair with me.”

“He left his wife and married you?”

“Yep. So I suppose I should have seen this coming. Maybe he’s tired of me now that I’m 32. I wonder who he’s fooling around with this time.”

Her sadness mixed with betrayal and scorn flashed before me. She’s so beautiful and perfect that I can’t imagine a man wanting anything but her. But I was young. I’m jaded from being in bands and living in L.A. for a couple of years, but youth is still a place I can’t escape. I take a deep swig from the ice-cold beer for solace.

“I’m sorry, Betty. I’m glad you feel comfortable enough with me to tell me how you’re feeling.” (I’m navigating new waters at this point.)

“Yea… Hey, come look at my cul-de-sac. I love my cul-de-sac.”

Okay, at this point I have no idea what a cul-de-sac is. Is it french for some sort of sexual thing? No. Can’t be. Is it something in the house? I’m lost here. I had heard the word but never knew what it meant or what it was.

She walks me over to the kitchen sink. I look down. Okay… drain, spigot, dish sprayer thing. What am I supposed to be looking at?

She points out the window over the sink. “Look. Isn’t that a lovely cul-de-sac?”

All I see out there is the end of a street surrounded by other nice houses in a circle with no apparent exit. It’s just a street that ends with no passage. I’m confused but I have to play along. I look intently out the window at the view. “Well, I must say, Betty… that’s about the best-looking cul-de-sac I’ve ever seen in my life.”

“I know, right?”

But as I turn around and away from the window, Betty is standing right there in front of me. Like, right there. Like six inches in front of me. My heart quickens as I look into her dark eyes. I can feel the familiar searing burst of warm color that explodes in my mind and heart.

This is ignition.

I set my glass on the counter and kiss her lips. It feels like I’ve kissed her before. But it’s brand new. But there’s a friendly familiarity to her kiss. We fit naturally together like I’m exactly where I’m supposed to be in the universe right now. I take her in my arms and we kiss deeply. It’s amazing. I’ve been kissing girls all of my life. but now I’m kissing a woman. A beautiful, exquisite, experienced woman. My god, she’s beautiful. If Dick walks in here right now and shoots me dead, I’ll die willingly knowing the last thing I ever did in this life was to kiss this lovely woman.

The kiss comes to a conclusion and she hugs me tightly. She smells incredible. What is that fragrance? Is that Red Door? I don’t know. I can’t think straight. There’s too much dopamine firing in my brain. I lean back on the counter and look at her. She smiles and her eyes twinkle as she tosses her raven mane to the side. My god… what did I do to deserve this moment?

Instant love.

“You’re cute, Chaz. I like you. Bonus points for being a great kisser.”

I blush like mad and look down. “I always liked you, Betty. Ever since the first time you came into the store. You were my favorite. You’re the prettiest girl that comes in the store. I’m glad Tyrone said something to you now.”

I didn’t know it at the time, but this is probably what she needed to hear from her husband. She was over 30 and had a 5-year-old daughter now. No longer the spring chicken she was when she met her husband. No longer the forbidden fruit that he spent time with at the office every day. Most men never leave their wives for the mistress, but this guy did, and then cheated again.

“I always thought you were cute and nice, Chaz.”   Get your beer. Let’s go into the living room. and watch a movie.”

We watched Eddie and the Cruisers. It is a cool story, with a great soundtrack, but is a cliche-ridden mess. But I didn’t care, I was just happy to be sitting on the couch with this pretty lady. There were more beers drank and more sweet kisses stolen.

We watched some of the Rod Stewart video because she loved him. Most girls from that generation loved Rod Stewart. I never understood it, and neither did my mother. “What do they see in that skinny big nosed Scotsman?” she would say. But what was happening here now was no place for thoughts about my mom.

After some cuddling on the couch and more kisses, it was time to wrap up the day. I smooched her one more time before opening her door and making my departure. We planned on getting together soon, and I didn’t ask any questions. It was her movie and I was merely an actor in this one. A very willing actor.

I think this was an audition for me. Betty wanted to see what I was like outside of the store. She felt comfortable enough to bring me to her home, so at least there was that.  But would I get a lead role in this affair?

Only time would tell.

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Expectations vs. Reality: Dating Somebody Older Than You

It sounds good in theory. After years of toiling in the shallow end of the dating pool, the idea of going out with an older (and presumably more mature) person seems enticing. The media doesn’t help this notion. Movies and television shows have gone to great lengths to portray May-December relationships as the holy grail. Whether it’s films like The Graduate or Wedding Crashers, or even songs on the radio (yes, Stacy’s mom has got it goin’ on), the idea of dating somebody older has constantly been portrayed as a mystical, passionate opportunity you’d be a fool to miss out on. In reality, these relationships are more complicated than you might assume. These are the expectations and realities of dating somebody older than you.

Photo Credit: CBS Studios

Open for business: The Mandatory Do’s and Don’ts of Open Relationships

Expectation: Older Means Wiser and More Mature

Reality: Older Means Same Maturity and Fewer Excuses

Expectations say that when somebody is dating a person who is older than them, usually the older person will be the more mature of the two. In reality, this is hardly the case. Most of the time, older people will date younger people because of their own immaturity. Have you ever heard the idea that girls mature faster than boys? It’s true and these relationships are proof of that.

Expectation: Spending All Day in Bed in the Throes of Passion

Reality: Spending All Day in Bed….Period

It’s an old joke. Dating somebody who is older (aka a “cougar”) results in lots of great sex, right? That’s what all the movies and television shows say. Unfortunately for our hormonally-charged friends, this is rarely the case. Yes, older people like sex just as much as younger people do, but it’s not their lifeblood. There’s no magic trick one develops as they grow older that makes sex better. They might become less selfish, for sure. But that’s the only “trick” there is.

If you find yourself spending an exorbitant amount of time in bed, it’s probably because you’re both too tired to do anything but binge Netflix shows or Lifetime movies.

Expectation: A Lifestyle of the Rich and Famous

Reality: Nobody Can Even Retire Anymore

Our economy kind of sucks right now. The idea of “marrying for money” isn’t totally obsolete (yet), but it’s not as easy as the movies make it out to be. Very few people are actually super rich. The assumption that younger people marry older people for the money is not necessarily the case. Many of the older people in a relationship can’t even afford to properly retire these days, so those who date older people likely do so out of love.

Expectation: Trophy Dates and Gala Events

Reality: Local Bars and Passing Judgment

We’ve all seen this scene, or something like it: Anna Nicole Smith pushing her wheelchair-bound husband down a red carpet, or Ashton Kutcher sharing a kiss with Demi Moore at a movie premiere. Younger people at the arm of somebody older makes for an unusual but extremely photogenic moment.

Unfortunately, for most of us, it’s not red carpets or fashion shows that serve as our evening’s entertainment. Most of the time, it’s a local bar and the lights are dim and nobody actually even really cares.

And that’s the biggest reality check we can take from these relationships: nobody actually cares. So feel free to love who you want.

 

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5 Benefits of Dating an Older Woman

Why You Shouldn’t Shy Away From Dating an Older Woman

Some people, especially those in relationships with significant age gaps, like to say that age is just a number. Of course, this is true: When it comes to relationships where one partner is significantly older than the other, it’s not age that matters most. Instead, it’s all those other little things — shared hobbies and goals, similar temperaments, mutual respect and understanding — that typically determine whether or not a partnership between two people is built to last.

Older men have no problem dating younger women, and the opposite dynamic of older women dating younger men is becoming more common, too. But why? Why would a guy seek out a woman who is five (or more) years older than him? Maybe it’s because they’re in on a little secret that you haven’t quite figured out for yourself yet. If you can’t already guess, there are a lot of benefits to dating a more “seasoned” woman.

If you’re still skeptical, let these relationship experts impart their knowledge upon you. You’ll be a firm believer in no time.

She’ll Likely Have a Wider Worldview

With age comes experience and wisdom, which is precisely why we often turn to those older than us for advice about everyday problems. They’ve been around the block, leaving them equipped with plenty of knowledge that can change a younger person’s viewpoint on whatever issue they may be facing. The same applies in a dating context.

“Some older women are more sophisticated than younger women because they’ve had more time to experience life,” says relationship expert and author April Masini. “They know about more things than younger women might, and they have a lot to offer because of this wealth of experience. The conversation is going to cover a much broader swath of life than it might dating a younger woman. For someone who is just starting to date older women, their points of view, and the way they see the world may be new, fresh, and exciting. This new perspective will affect a man who is sensitive and attentive — he’ll acquire an expanded sensibility and he’ll have the benefit of her experiences.”

She’ll Already Be Financially Secure

As Chicago-based dating coach Tripp Kramer explains, the older a woman is, the higher the probability that she has her financial house in order.

“This is because she is either a) later in her career, (at which point) people generally make more money, or b) she has been through a divorce, which can also grant her more money,” says Kramer.

This isn’t always a done deal, of course, but there are older women out there looking for a young stud like yourself that they can dote on. According to Masini, “When it comes to money, older women dating younger men may be looking for someone they can take care of and mold. Other women may be looking for a younger man who has his own money; it really depends on the woman.”

She Knows What She Wants and Will Be Honest About It

Younger women, like younger men, are often still trying to figure themselves out — what they like, what they don’t; who they can see themselves with; what things in life matter most to them. Older women typically have these things figured out already.

“Because they have more life experience, older women usually don’t want to waste time when they already know what they want,” explains Masini. “They’re usually quicker to make decisions than younger women, who are still deciding what they like and don’t like.”

Emyli Lovz, a San Francisco-based dating coach for men, shares a similar sentiment. “She’s likely been down the rabbit hole of a bad relationship or two,” she adds. “She knows what she’s looking for and doesn’t want to waste her time on the same old guy again. Keep in mind: patterns are hard to break for anyone, so she might be avoidant at first, if you’re not her typical type. In these cases, it’s best to get good at overcoming objections.”

She’ll Have Plenty to Talk About

Growing up a generation apart, or even just at opposite ends of a particular generation, nearly equates with growing up in different universes. Because of this, conversations with an older woman provide an opportunity to expand your perspective in ways you otherwise wouldn’t.

“Assuming that you’re referring to women who might be 38 to 45 … you should have deeper and more meaningful conversations compared to dating a 22-year-old woman,” says Lovz. “She might be more versed in what happened in the real world while you were still in high school or even junior high.”

In fact, Lovz believes that “differences in age are similar to differences in culture,” explaining how what she’s gone through can help you get through any hardships of your own.

RELATED: Pros & Cons of Dating Older Women

“They’re an opportunity to expand your perspective and step out of your own reality,” she adds. “Her experience can help you better understand various stages in your own life, too. She might be particularly helpful with transition periods like moving into a new role at work or navigating the purchase of your first home, if she’s already had life experiences like the ones you’re going through.”

She’ll Probably Have a Solid Amount of Sexual Experience

While it’s tough to generalize, older women will typically bring many years of sexual experience into a relationship with them, and there’s a good chance they will be able to teach you a thing or two in between the sheets.

“Generally speaking, the older she is, the more sex she has had,” explains Kramer. “So, if you are interested in kinkier types of activity or want to explore more of your sexual side, then it could be a great opportunity.”

If you’re looking to date an older woman, there are a number of places to meet one. Whether through friends or work, at a hotel lounge or upscale bar, through yoga class or via an app or website — wherever you may run into an attractive older woman that peaks your interest — don’t be afraid to see where things lead.

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Mary – Chapter 5 – Sunday, Funday

Another tale of one man’s journey navigating his way through the dating scene in Philadelphia.

I text Mary and ask her if she wants to have a drink with me on a rainy Sunday after four when I finish up at the salon. She agrees. She wants to hear the crazy story about Marisa because it all happened at the restaurant where Mary works as a hostess. (See Marisa – 2017 to Present – The Friendly Hostess) 

Mary and I like to hang out and drink, but we’re trying to keep our costs down. I suggest Doobies. She’s down for that. We meet at 22nd and Walnut. Umbrellas open we walk south to 22nd and Lombard.

Doobies is a bar that’s been in the neighborhood for a long time. It’s sort of a dive, but the food is good, and the drinks are cheap. There are all sorts of artifacts on the walls like any other dive. But the big theme there is David Bowie. There are pictures of him throughout the bar, and plenty of Bowie on the jukebox. Oh, and they only take cash.

We arrive, and the place appears to be closed. But it’s 4:30 on a Sunday, and the door is unlocked. We go inside to get out of the rain. I see a phone on the bar, and I call out hello a few times. Then some guy comes up out of trap door in the floor behind the bar. I greet him, and he says that she’s not here yet. I don’t know who “she” is, but it said they open at 2pm on Sundays. He says she normally gets there around 5pm.

Mary doesn’t feel like waiting around for a half hour. We thank him, and I tell her I have another plan. We go to South street, and walk over to 21st. Ten Stone is a bar there. A bit nicer than Doobies, but on a rainy day, we’ll settle. It’s a little noisy, because some young people are playing pool and darts in the next room. But it’s not too bad. It’s a nice crowd and the server is friendly.

Mary goes with red wine. Good choice on a chilly, rainy day. I go with some sort of hoppy beer and a shot of whiskey. It’s just been that sort of week. Just the stress of working at the institute, dealing with Marisa the other day, and just everything else that is exhausting me lately.

I tell her all of my stories and after a while I’m feeling much better. I don’t know if it was me telling Mary what my week was like, or the whiskey knocking the edges off. Probably a little of both.

The table where we were siting was small. It was a high top against a wall. We were having a great time laughing and talking, and I was a little worried about Mary’s wine glass.

Have you ever been out at a restaurant, and you just get that vibe, or that premonition that you feel like something’s going to get dropped, knocked over or spilled?

Well I got that feeling early on, and didn’t Mary knock over her wine? I knew that thing was going over. It splashed on her shirt, but didn’t completely empty the glass. She actually got one last mouthful out of that glass, before heading to the restroom to clean up.

She seemed a little buzzed. She got buzzed like this before that Pollyanna holiday party, two weeks ago. I needed to take charge of this situation. So while she was in the bathroom, I paid the bill, and called her an UBER. Normally I would be crying about having to pay the bill, but I dig Mary, and she always pays when we go out. Maybe she’s tired or drinking on an empty stomach. She comes out, and it looks like she got the wine stain out before it could set.

I put her in the UBER and send her home. I tell her to text me when she gets home, so I know she arrived safely. The rain has stopped and I’m close to home so I just walk. I light a cig, and reflect on the evening’s events.

I get home and I have a text from Mary, saying she’s home. Another Sunday down.

 

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Clarice – Chapter 4 – Champagne Lady on a Beer Budget – Part Two

Another tale of one man’s journey navigating his way through the dating scene in Philadelphia.

Yesterday we left off here:

She shows me her profile on OKCupid, another dating site. She wants me to read her profile. It’s actually really good, it shows a smart, confident, independent woman. I like that. “That’s why men are intimidated by me.”

“I can imagine. But I dig a confident woman. Especially one as pretty as you.” The picture she has posted of herself is spectacular. She looks like a gorgeous woman in her forties. I notice the age posted on the profile says she’s fifty-six. I point to this and she laughs and says, “That’s my OkCupid age.” I laugh and get it. She looks great and ratcheted back her age five years. “I’m really impressed with that pic of you, Clarice.”

“Cause my tits look so good?”

“Umm… well, yes, but…”

“That’s pretty much all I got to offer. I got no ass! I got skinny bird legs!”

“I’ll be the judge of that.” I say, smiling slyly.

Here’s the great thing about dating older women. They are over all of their body issues. They don’t give a shit about all of the nonsense that clogs the heads of younger women. like her profile says: “I know what I can, and cannot do.”

We’re slowly munching through the tacos. She seems to like them. I order another Tecate. She starts looking at the wine list. (Here we fuckin’ go…) I can’t MAKE her drink tequila if she doesn’t like it. I tell her it’s okay to have a glass of wine. (I know! There goes ten bucks!)

She asks me about my artistic background. I tell her about my art and musical background. (I don’t want to epand on that here. That’s for future posts) She asks if I do anything artistic now. I tell her I do some writing.

“Has anyone seen it?” she says.

“No.”

“You should write a blog.”

“Really?”

“Sure! You know about all of these things around the city. What to drink, where to go, and what to do. It would be really interesting. You could even write a blog about dating. I’m sure it would be fun to read!”

“Do you really think so?”

“You should look into it.”

“I’ll see what I can find out about blogging.”

(Oh, the irony!)

Time goes by and she’s getting a buzz on. She starts getting a little affectionate. I ask her if this okay with her PDA rule in place. Apparently it is, because she kisses me again. She’s canoodling around my ear and neck. “Oooh you smell good!” (She’s into me. It’s so on.) “What is that you’re wearing? It smells sooo good!” I tell her I forget what fragrance I grabbed out of the vanity this morning. Maybe Aqua di Gio, by Giorgio Armani I tell her. (Bold faced lie. It’s Axe body spray, Phoenix)

She kisses me again. “Don’t you ever use tongue?” she hisses. “I do…” I look into her eyes, and then at her mouth and then look downward, then back to her eyes, just so we’re clear. I tell her when I kissed her at the Ritz on Saturday she seemed a little tight-lipped. She says she was right there ready for anything. Got a live one here. Maybe it was the tequila talking. Clarice has no idea who she’s dealing with here. Like a baby seal hopping into the water to cool off, just as the grey dorsal fin cuts through the water heading right for her. She kisses me again. Now her lips feel softer and more passionate than Saturday. I can tell the difference. She’s been thinking about me.

She orders another margarita. (Thank you!)  I’m feeling good and into my third Tecate. It’s nearly seven. Need to wrap this up soon. I promised Church I’d meet him at Sofitel. She starts talking about the Comcast Holiday show they do on the digital wall in the lobby of the Comcast tower. She asks me if I’ve ever seen it. I told her I saw it a couple of years ago. (Probably with Michelle and her mom.) She says we should go see it. I tell her I think it’s over by now. She looks it up in her phone. It was over the day after New Years Day.

“Aww too bad, I thought we could go see it after this. See? I’m trying to think of free things we can do together!” (points for that)

I apologize that we missed it, and also tell her I have to go meet with Church after this. He has some important stuff to cover with me.

“Oh…You’re always fitting me in! On our first date at Panorama you had to leave.”

“I had our annual holiday toy drive at Time for the kids at CHOP!”

“On New Years Eve you had to leave me again!”

“I promised my friend Carly weeks ago that I would help her set up a New Years wedding party!”

“Now you’re fitting me in around your friend!”

“He’s having some domestic issues, and my friend needs my support. We set this meeting up a before I made this date with you.”

“Oh…okay. I’m sorry.”

“No worries. I really like you Clarise. I want to see you, but I’ve had a lot of things going on over the holidays. I know now that they’re over, it should free up some time for us to be together.”

“My birthday is coming up, you know. I’ll be sixty-two on January 15th. Martin Luther King’s actual birthday, not the day we celebrate it. Do you have to work that day? It’s a Sunday.”

“Normally I do.”

“Well, here’s what I think you should do; switch with someone. Get on the train. Come out to Upper Darby around 1pm and I’ll pick you up and bring you to my house. You can stay until whenever you have to leave.”

“That would be great. I’ll see what I can do.”

Correct me if I’m wrong, but I think Clarice is making it clear she wants me to come over and make love to her. Which I am prepared to do. I like Clarice, and I want her.

The check comes. She had two margaritas, one glass of wine, and three tacos. So technically, not including tip, she will have only cost me twenty-three dollars tonight. Please don’t think I’m cheap, dear reader. If you have been reading this blog, you’ll know that I have spent thousands of dollars wining and dining all of these women.

We walk outside and she takes my arm. I walk her to her subway stop. I walk her down to the first landing and kiss her. She’s surprised and pleased. I offer her what I did not before in a kiss. She smiles and kisses me back.

I hear the roar of the approaching train. Time to go.

 

Thank you for reading my blog. Please read, like, comment, and most of all follow Phicklephilly. I publish every Monday, Tuesday & Wednesday at 8am EST.

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Clarice – Chapter 3 – Champagne Lady on a Beer Budget – Part One

Another tale of one man’s journey navigating his way through the dating scene in Philadelphia.

After our New Years Eve date, and the date the next day with Mary, I started thinking about my money. I’m approaching this correctly, but operating at this level has a price. Limited time and resources. But when you have a solid pool of candidates, it puts you in a position of power. I’ve begun to realize this as I make this journey. Valerie was my maiden voyage. I was in the mindset, that if I didn’t feel something deep, I couldn’t go forward with her. She was simply an expense, and there was no return on my investment. June, was fun, but I simply wasn’t attracted to her. Fair enough. If one or two fall off, there are always others waiting in line to get onboard. But I really like Mary. She’s cool and fun, and had great history. I’m attracted to her. Same with Clarice. I want her, but I can’t be dropping a load of cash every time I see her.

There are always a few out there circling now. That’s good. That gives me the advantage. The other big advantage here is that I’m younger than both of these women. Normally I’m the old guy dating the younger women. I have real value, but youth is king. An older man will always be beholden to a younger woman due to her obvious youth and beauty. But if the tables were turned, it now puts me in the position to call the shots. What if I simply tell Clarice that I really like her and love spending time with her, but I can’t drop that much coin on her anymore? What’s the worst thing that could happen? The older woman leaves me because I’m not buying her enough drinks and dinners? Fine. She’s a gold digger and always was a gold digger. What do I get from her leaving me? One less expense that’s not yielding me any return on investment.

Mary has been pretty good with paying dutch on some things, so the issue is not with her. It’s with Clarice, and I’m about to solve it.

I told Clarice I was available on Wednesday evening and would like to see her. She agreed. Clarice texted me the night before and asked me what we were doing. The reason I hadn’t locked it down was because at the time I was struggling with how I was going to solve this situation.

I decided to simply call her. Just talk to her the old fashion way. She answers the phone: “To whom do I owe this great honor?”  I find that endearing because I say that when I answer the phone when somebody I like is calling me. She wants to know what we’re doing. I flat-out tell her that I really like her, and want to spend time with her, but I can’t spend fifty to a hundred dollars every time I see her. She says she agrees, and says I need to be more creative. I like that answer and it’s not a farewell. She suggests she just come to my apartment. (I find that a bit forward and a veiled suggestion for sex) I tell her Lorelei lives with me and I can’t be dragging strange women through the house with my kid there. I can tell this caught her off guard. She was married thirty years ago, but the marriage yielded no children. So she never thinks about kids. I also mention that if she likes, she could kick in on the bill occasionally. She says that since she just spent a bunch of money on a load of food for a holiday party she recently threw, that’s not happening.

Which tells me some things, about our confident, empowered, CEO. Good looking lady. Former opera singer. (No money in the arts) Runs a company (or maybe just works for a company) that sells marketing materials to companies for promoting their brand. She’s the CEO of a company that does marketing for non profits. (Non profits have no money to spend) It sounds like a company she made up which makes her the CEO. Just like my friend Alice is the CEO of her company. She revealed that she is looking to get a job with the African-American Museum here in the city. (She’s looking for a job!) Hot lady has no money!

So even though she is eight years older than me, this further lowers her value. But… she is charming, beautiful and fit. I am attracted to her, and I will use all of this to my advantage without doing anything dramatic. I will simply be myself and change the game.

I was seeing a client down at 12th and Locust, (It’s a gay bar) and when I walk out at 4:15 I hear someone calling my name. I look around and don’t see anyone I know. Then I see a familiar car parked right there. It’s Church!

“What are you doing down here?” I say.

“I was gonna ask you the same thing.”

“I’m seeing Jay at the club to pitch him my new bar leadership program.”

“Or you’re hanging out in a gay bar!” he quips.

“Yea, and you’re parked in your car out front of that gay bar cruisin’ for dudes.”

“Hop in, I’ll give you a ride, sailor.”

I told Clarice to meet me at El Rey, at 20th & Chestnut at 4:45. It’s best to get there before 5pm because the happy hour fill up because it’s so awesome. Dollar tacos, two dollar Tecate, and five dollar margaritas. How’s that for getting creative?

We’re parked out front of El Rey, and I see Clarice walking towards the bar. “Okay, this is my five o’clock appointment, dude. Thanks for the ride. I’ll meet up with you at Sofitel after seven.”

I wait for her to go in, and Church doesn’t ask who I’m meeting with so I don’t mention it. I head in and she’s at the bar taking off her coat. I stride towards her and nearly call her by her blog name by accident!  We hug, and squeeze ourselves into the seats at the bar. It’s a little tight. This used to be the old Midtown Diner III. They kept the affixed seats and the counter when they remodeled the place into El Rey.

I explain the happy hour to her and after a few tries she gets it. She goes with the margarita, no ice. I grab a Tecate. She gets the drink and doesn’t like it. They served it on the rocks which is wrong. She says the drink is super tart. She is making dramatic faces to prove it. I’m finding it annoying. Former opera singer/actress drama. Too much. She grabs the bartender and he fixes the drink. No rocks, and I tell him to add a little more triple sec to lower the tart signature.

Clarice says she’s not a tequila fan, but she’s trying to keep with the “Dating on a budget” program that I am now enforcing. I like that. We order six tacos. So right now the bill would be thirteen bucks. I can live with that. (for now!)

We are chatting and I’m making her laugh as usual. She is beautiful. I ask her how her last date went. She said she cancelled it. Just wasn’t feeling it. I knew it. Once you’ve heard Led Zeppelin, you don’t want to listen to any other crappy bands. She tells me more about her ex husband, and some other guy she dated for five years. I’m feigning interest as usual. It seems to be working.

She shows me her profile on OKCupid, another dating site. She wants me to read her profile. It’s actually really good, it shows a smart, confident, independent woman. I like that. “That’s why men are intimidated by me.”

“I can imagine. But I dig a confident woman. Especially one as pretty as you.” The picture she has posted of herself is spectacular. She looks like a gorgeous woman in her forties. I notice the age posted on the profile says she’s fifty-six. I point to this and she laughs and says, “That’s my OkCupid age.” I laugh and get it. She looks great and ratcheted back her age five years. “I’m really impressed with that pic of you, Clarice.”

“Cause my tits look so good?”

Read the thrilling conclusion to this story tommorow! Where we’ll answer questions like: Will our hero win the heart of the girl before he runs out of money?  Do her tits really look that good?

 

Thank you for reading my blog. Please read, like, comment, and most of all follow Phicklephilly. I publish every Monday, Tuesday & Wednesday at 9am EST.

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Mary – Chapter 3 – New Years Day Brunch – Part Two

Another tale of one man’s journey navigating his way through the dating scene in Philadelphia.

Normally, a dating post like this one would appear on a Monday. But since I’m publishing three days a week now, to preserve continuity with the events of New Years weekend, this is technically the fourth installment of the events that occurred over my New Years weekend. Clarice, Carly, and Mary is a 4 part series that should be together.

Here’s where we left off yesterday!

We enjoy our free drinks and I pay the bill, but I told Mary that since she’s had so many medical woes lately, I wanted to do something for her. she’s been paying dutch normally when we go out, and I appreciate that. It’s New Years day of 2017, and I enjoy her company. I want to do something for her.

We step out into the late afternoon December sun onto Broad street. The parade is still going full force. We have to wait between sets to cross the street and head west on South street. I’m pretty sure Mary’s not done yet, and wants another drink. I like that in a woman. Chick’s got stamina. I respect that.

We walk up to 20th and Lombard and we decide to check out the new place called Lou Bird’s. It replaced whatever forgettable restaurant was across from Pub and Kitchen. I’ve never really been a fan of Pub and Kitchen. Not thrilled with the menu and the drinks are expensive. Lou Bird’s is owned by the folks behind Happy Rooster, so that’s a step in the right direction. Inside it is a very cozy bar. Back wall is brick. Only a few people in there, and a family at a back table in the other room. It’s a very comfortable woody bar. The barmaid is attractive and sweet. She is young and seems to lack some knowledge but she’ll do just fine.

Mary orders a stinger. I haven’t heard of that drink in a long time. A real old classic. It’s a pretty simple recipe. Just brandy and white creme de menthe. It can be served on the rocks or up. Mary goes for on the rocks. I have to tell the bartender how to make it. She doesn’t have any brandy so I suggest some the Remy Martin sitting on the shelf behind her. Cognac is brandy. The only way they can call brandy cognac is if it’s distilled in the cognac region of France. (You all knew that, right?)

I go with a simple Manhattan, up. Always a solid choice. It’s a really nice neighborhood bar. I like it here. Small place, all dark wood. Side wall is bare brick. I like that there are windows behind the bar so you can see out. We’re there for a bit, and mary insists on paying. This is always a good thing. I can see she’s got a buzz on. I like her a little tipsy. It’s New Years!

After our drink I tell her I’ll walk her home. We leave, and start walking north up 20th Street. We get to Chestnut street and Mary thinks we should stop in El Rey, for a final. I can’t say no at this point. I’m having such a wonderful fun-filled weekend. Little does Mary know, but I’ll be back at El Rey for happy Hour this week with Clarice.

El Rey is quiet. Mary orders a wine and I get a can of Tecate. I guess this could be considered a nightcap. Once we’re done there, we start to head for her building. At 20th and Market there used to be a vacant lot with an old food cart out front. Now there is a beautiful high-rise with a CVS downstairs. Across the street is a brand new Wawa. How the city has grown and changed over the last ten years since I came here.

Mary is laughing and tells me the food cart isn’t gone, they just moved him to another spot. That’s when I kissed her lips.

She’s drunk. My kiss is welcome.

She locks her arm in mine and I walk her to her building. She’s raving about what a wonderful, perfect day she has had with me. I have to agree with her. I kiss her again. Then she kisses me. She does this a few times. Her lips are soft and a bit more relaxed now. A bit more passion. She likes me. I’m going to see her more in 2017.

We say goodnight, and I wait until she is safely inside before I turn and make the sweet walk back to Rittenhouse on the first day of the new year.

 

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