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Well, she's already got a thing for the delivery guy, so why not the pool boy too?

Ann comes home from work a few hours early to enjoy a nice dip in the pool before the kids get home.  After getting out of her hospital garb and donning her favorite bikini, she lowers herself into the shallow end with a little sigh.  Just as she's beginning to relax, Ann hears a vehicle pull into the driveway...

Ann: (thinking)  Hmmm, it's a little late for my favorite delivery guy and the lawn crew doesn't come 'til tomorrow.

Pool Boy: S-sorry...I didn't think anybody'd be home this time of day.  I can come back later if you'd like?

Ann: Ohh, don't trouble yourself young man.  I'll just lay out, catch a few rays, and watch you work.  How's that?

Pool Boy: Ummm, alright.

Ann get's out of the pool and lays down on a lounge chair, adjusting her bikini as she goes...all the while making sure that the pool guy is watching.  The pool boy goes about his business, stealing the occasional glance, until...

Ann: So, pool cleaning.  With a job like that you must see quite a lot of half-naked women lounging around, right?

Pool Boy: I...uhhh...well...

Ann: Then you won't mind helping me get rid of these pesky tan lines?

Ann pushes down her bikini top and then slides the bottoms to her ankles as the pool boy stares on in bewilderment.

Ann: Do I have to spell it out for you?

Original Art by Gagala
Edits by Phillipthe2   

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Comments

Jeremy Edwards

Looks like they got caught by someone, someone's got some 'splaining to do...

Robert B.

If that was the actual 'Possible' perks of the job I would've gotten into that business along time ago. Unfortunately, the reality is it's hard work and there is usually no one home muchless a hot ass MILF, but then again that's why they're called fantasies.

phillipthe2

Originally I was gonna have Ann asking him something to the affect of pool boy / milf being an urban legend and then asking if he wanted to prove it to be true, but....meh.

phillipthe2

Was gonna be another tweeb drone thing...hence the wired angle his head is turned. Them proving that the boy pool / mild thing isn’t just an urban myth.

Robert B.

Sometimes subtle doesn't work, the direct approach is usually the best way when dealing with teenagers/young men, if ya give 'em time to think they'll scare themselves out of a sure thing.