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Like most of us, I have Googled ex-girlfriends from high school and college to see what they look like now. I’ve found most of them online, to no immediate fanfare – (Other than finding out one girl I made out with in high school is now a grandmother…) – but nobody has captured my social media imagination more than a girl I once dated in 1991 named Jenny Herren.
I have spent the better part of two decades wondering what happened to this girl. I have hunted Linked in, Google images, Myspace and Facebook hoping to see if Jenny was still beautiful, single and yes, even alive. (When I came across an obituary of a Jenny Herren in Houston last year, I was relieved to see that the woman was 89-years-old).
In today’s world, where the Government can track you every time you visit collegeorgy.com, it might seem impossible, but I was convinced that Jenny Herren had no digital footprint.
And then my sister alerted me that she had found her.
Jenny truly blossomed into my boner jam around 1991 when we randomly sat next to each other at a movie theater, watching the film If Looks Could Kill starring Richard Grieco. The film was so terrible, we mocked and heckled it together like we were boyfriend and girlfriend on a regular date. I was sprung, and within a week I had made her a romantic mixtape featuring my “closer songs” (Chris Isaak, Sting, Dire Straits) and had asked her out to the mall the following weekend.
The mall was fun, but I couldn’t get a read on her, so I took it as a sign to not present her the mixtape just yet. It burned a hole in my pocket. I dropped her off without so much as a kiss and went home and scribbled three pages into my journal about her sense of humor, her laugh and – well – her incredible tits.
A week later at a high school football game, I carefully planned a casual interaction with Jenny by the snack bar. When I saw her, I dreamed we’d be heavy petting beneath the bleachers by the end of the third quarter. Instead, our mutual friend Tanya Brightly cock-blocked me by taking Jenny away and leaving me with my hands dug way deep into the pockets of my Guess jeans.
Finally, I got the second date I was looking for. It was a month later and I had it all planned. I would get some weed from my stepbrother, take her to see Hot Shots at the $1.00 theater and then close the deal in the abandoned church parking lot at the top of Swan Road – a notorious make-out spot overlooking the city where horny teenagers tried to get past second base.
The movie was hilarious, and things were going great. We stopped and got ice cream bars at a Circle K and made our way to the church. I lit the pipe and passed it. I became horribly paranoid. We looked out at the city. Silence. There was that perfect awkward teenage feeling arising between us… I lightly brushed my hand against hers and grabbed it. I pulled her in and we kissed… Soft and beautiful, alone beneath the Tucson sky, awash in the possibilities of what lay out in the real world ahead… I was 16 and in heaven… And then a hesher dude named Paul Humphries shined a flashlight on us from his pick-up truck.
“GET SOME, SELWYN!” He yelled, blinding both of us in the process.
“Fuck you, Paul,” I screamed back. When I turned back around, I noticed that Jenny had walked away.
“I think you should take me home,” she said. “It’s getting late.”
On the ride home, Jenny said she didn’t think we should hang out anymore. She said she wasn’t sure why, but that something didn’t feel right. I tried every move in the book to get her to reconsider, but when I finally dropped her off, she took off running inside and I have not seen her since our high school graduation night… Until my sister found her Facebook page.
“Her name is now Jennifer Klein,” my sister informed me. “Married a guy named Mark Klein. Air Force instructor. They live in San Diego and don’t have any kids as far as I can tell.”
My sister should have been a private investigator.
I immediately began cyberstalking Jennifer Klein like a tween looking for “Shirtless Zayn Malik” pictures. I wanted to know everything. I was hoping she’d be open to a conversation – and maybe she could shed some light on our night together all those years ago.
Meanwhile, my wife was in the other room asking me what I was doing.
“Writing,” I responded, feeling guilty that I was busy looking up a girl I had made out with 25- years prior.
Many of my friends have spent hours digging into online profiles of exes, looking for something that proves that there was a reason it never worked out between them. My buddy’s wife found her ex-boyfriend on Facebook, posting about how great it felt to “finally be out of prison.” My other friend’s ex had nine children and was divorced twice. In fact, the majority of people I know have revealed how stoked they were to find their exes all out of shape, full of grey hair and still living in their hometowns.
Amazingly, Jennifer hadn’t aged at all. Her profile picture was taken in a bikini in Mexico, where she posted that she had been “marlin fishing” for a week straight. She posed holding a Corona. She was tan, supple and looked terrific. I added her as a friend and awaited a response.
When she did not accept my friend request a week later, I wondered why. I felt as nervous as I did the night I had watched her running into her house. I felt like a fucking teenager again.
Meanwhile, I got out my old high school journal. The one that I had kept since I was 14. I re-read the page from my date with Jenny – and I felt like a complete horny moron. I had written the following:
October 16, 1991 – I kissed her! After packing a bowl of dirty Mexi-schwag that my stepbrother traded me for a Van Halen CD, we made out at the church. (My old hookup spot – where I macked on Marni Thomas last year in my dad’s Jeep!) My hair looked good… like Luke Perry! But then that dumb hesher Paul ruined everything. Shit. I hope she calls me back I really want to feel those heaving melons.
October 23, 1991 – I have called Jenny 15 times and she has not returned my calls. I don’t know why. Do I suck? Am I ugly? Maybe she just hasn’t been getting my phone calls?
November 3rd, 1991 – I heard she told Tanya to tell me to back off and that she might get a restraining order. What the hell did I do? I feel like a creep… I just wish she’d give me a chance… Man. I’m so pissed. Luckily, this weekend is Adam’s party and there is some freshman girl named Daisy who said she thought I was cute. Shit, I’m almost 17 – ! I’m so old!!!
After three weeks or not hearing a response from Jenny, I re-checked her page. She had been there, alright, obviously ignoring my friend request. I reached out one last time, this time just posting something on her wall – something that I thought would be funny. I wrote:
Hey – I still have a mix tape I made you in 1991 – Any chance you want it?
Jennifer Klein never responded. But, the next day, a familiar person did. It was Tanya Brightly, who had commented on my post. She added the following: Unbelievable… 25 years later and Zach still doesn’t get the hint.
I was mortified. I had been lusting after this girl for a quarter century, and Tanya Brightly was STILL cock-blocking me.
I issued a response, including a photo of me and my family – saying that I was not a stalker – but just reaching out as an old friend who was trying to hold on to whatever memories I retained from my youth. I also asked Jenny if she remembered our night at the church.
Finally, Jennifer Klein wrote me a message.
Hi Zach – long time – I’m married to a guy in the Air Force – no kids to speak of – congratulations your family looks beautiful. Re: that night at the church… I have no memory of it. Sorry! Oh, I’d love to hear that mixtape!
I haven’t sent her the mixtape yet. I think I’ll let her wait around for me this time…
Ed. Note: Zach has since been blocked from Jennifer Klein’s Facebook feed.
WATCH ZACH’S MUSIC VIDEO “DONG ON THE WHITEBOARD!”