Sex & The Chocolate City – Entry #5

Got a moral dilemma that I need everyone’s help with!

There’s this guy I see on the train sometimes. He’s tall, built, adorable, brown skin with long dreads…totally my type. He always smiles, stares at me and say’s stuff like“ Nice smile” or “ Have a nice day dimples”. The type of stuff that makes me turn bright red and I rush off the train before embarrassing myself. He seems in great health, well put together, smells nice (which is important) and relatively intelligent. There’s just one MAJOR problem. See, whenever I see him, he’s moving from car to car on the train with a crew, playing African drums, and asking for donations. In other words, he’s train entertainment, one step up from the kids who sell candy and ‘get light’ and two steps up homeless beggars (or what Malik-16 would call, “BUMS!”).

I talked to my roommate about him, and she suggested that he could just being doing it as a side hustle, that he probably had a day job but I find that unlikely since I’ve seen him on several occasions, during different times of the day, when I have nothing but change to put in an empty hat. Originally, I never gave him a second thought. After all, who the hell talks to a dude you met performing on a train. Then I realized my reaction to him was horrifyingly judgmental.

A part of me feels guilty for thinking so low of him. I know nothing about him yet I’m jumping to conclusions based solely on what I see alone. But what I see is speaking volumes! Could I really see myself dating a dude that made his money on the A train? What if someone asked me what he did for a living, what would I say? He’s an artist of the streets? And if he DID ever ask me out, where could he really afford to take me. And even if he did take me somewhere, I’d only feel guilty that he spent the little bit of change he made on the train that day on me. Worst of all, I think I would just be embarrassed even being seen with him. And here lies my shame. I feel terrible judging this man who’s pushed aside his pride to go on the train every day, asking for money. Sure, some may say, he doesn’t have a real job but neither does the rest of 10% of the population that’s unemployed. I’m an unemployed student myself. But at least he’s doing something and not sitting on his ass waiting for money to come find him. Who the hell am I to look down on anyone…and yet…a girl’s gotta have some standards, right?

So the question is should I risk letting this man that puts this ridiculous smile on my face every time I see him pass me by again? You decided and I’ll give you an update next week!



  1. I say, it doesn’t hurt to be with someone who puts that sort of smile on your face. You really never know his situation until, well, you know his situation. You could grab a coffee and find out he’s dumb as a box of nails- you never know until you try!

    That’s my 2 cents 😀

  2. This is seriously the funniest blog entry I’ve seen in awhile. Bravo, Tiff. Bravo.

  3. How many men have put smiles on your face before that? And what happen to them?
    A smile came only last for so long… you do the math.

  4. […] mixtape; THE ZOLOFT FILES Vol.1The 2011 Legalization of Cali Bud & The Death of the Good GirlSex & The Chocolate City – Entry #5WWW.MALIK-16.COM (it still […]

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