Jack the Sad

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7 views · Added 10d ago · 6 definitions

1
Jack the Sad is when a guy who used to be the life of the party turns into a sad, lonely ghost who can't even get laid anymore. He's too old to be a lad, but too young to be a man.
"I used to have 10 girls in my bed. Now I have 10 tabs open on my phone.", Jake, 27
"I tried to pick up a 20-year-old. She asked if I was her dad.", Mark, 28
"I went to a lad night. There were 3 people there. Two were married.", Liam, 29
2
Jack the Sad is when a guy who used to charm the pants off girls now can't even get a date. He's like a used phone, still works, but not as good as it used to be.
"I tried to flirt with my barista. She said I looked like my brother.", Dave, 26
"I tried to impress my ex. She asked if I was still single.", Ben, 27
"I tried to get a girl to go out with me. She said she was already going out with my dad.", James, 28
3
Jack the Sad is when a guy who used to be the king of the club is now the guy who sits in the corner and drinks. He's like a used car, still running, but not as shiny.
"I tried to ask a girl out. She asked if I was still in high school.", Tom, 29
"I tried to go to a party. There were 3 people there. One was my mum.", Gary, 28
"I tried to get a date. She asked if I had a wife.", Simon, 27
4
Jack the Sad is when a guy who used to be the most attractive man in the room now looks like he's been dragged through a mud pit. He's too old to be a lad, but too young to be a dad.
"I tried to pick up a girl. She said I looked like her uncle.", Rob, 26
"I tried to go to a bar. There were 2 people there. One was my brother.", Luke, 27
"I tried to get a date. She said I had a wife.", Steve, 28
5
Jack the Sad is when a guy who used to be the most popular guy in school is now the guy who sits in the corner and stares at his phone. He's like a used pizza, still edible, but not as good.
"I tried to get a date. She asked if I had a kid.", Andy, 27
"I tried to go to a party. There were 3 people there. Two were married.", Paul, 28
"I tried to flirt with my barista. She asked if I was still in high school.", Nick, 29
6
Jack the Sad is when a guy who used to be the most confident man in the room now can't even get a date. He's like a used car, still running, but not as shiny.
"I tried to pick up a girl. She asked if I was still in high school.", Alex, 26
"I tried to go to a party. There were 2 people there. One was my dad.", Jamie, 27
"I tried to get a date. She said I had a wife.", Sam, 28
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