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  1. A surprise opportunity
  2. Try to find a job
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Rated: XGC · Interactive · Erotica · #1690111
The classic sissy diaper story about a boy whose life is going to be changed drastically.
This choice: Get up and go to the bathroom  •  Go Back...
Chapter #3

A surprise opportunity

    by: lifewin Author IconMail Icon
You pop out of bed, you have generally been a morning person, and wander in your underwear to the washroom. You pop into the shower, give your teeth a quick brush (no flossing), and take a crap. Just as your washing your face, there is a knock knock knock. "Occupado!" you shout through the door.

"Oh, it's just me honey," you mom says through the walls, " just letting you know that my friend Tanya passed on a job, apparently a friend of her's wants a babysitter or something. I left email on your bed, you can give it a read". You finish up in the washroom and scramble back to your room, kicking the door shut behind you. You throw some clothes on and leap onto your bed, grabbing the email print out as you land. Haha, figures mom would print an email instead of forwarding it.

It reads: Hi Shannon, was great to see you this morning at spin class. I know you had mentioned your son is looking for a job, I totally blanked at the time, but my co-worker mentioned she was looking for a young person to help with babysitting. I think she has one young boy, but I cannot remember exactly. But she told me to put her in contact with any people willing to take it on, she wants fairly full time, perhaps 4 days a week, 8 to 10 hours a day. Sounds like help around her place since her husband travels so much for his job. Man basically lives in another city. Anywho, get you son to give her a call, her number is XXX-XXX-XXXX.

My goodness, these ladies write like they speak, but it sounds interesting. May as well give it a call, you have babysat before, it's fairly fun. Oh, I also see she left off her co-worker's name in her rambling email. You wander downstairs, "hey mom, using the phone to check out that job".

"That's great honey, feel free to use the office phone for quiet," she calls back. You head into the office, closing the thick oak door behind you. Grabbing the phone, you give it a call.

"Hello?" an unknown voice answers.

"Um Hello, I heard you are looking for a babysitter, oh wait my name, oh yeah I'm Tanya's friend's son. And I'm called Daniel," you stammer out.

"Okay Okay, let's take a deep breath Daniel, I'm glad you called. My name is Penny. As you may have heard, I'm looking for a young man to help with some babysitting service around my place. My husband travels a lot so I'm often alone and would appreciate some coming over to .... help" that pause was a bit bizarre you think.

"Yeah, I'm interested, nice to meet you Penny, or talk to you. So how much would I be doing, how old is you kid?" You ask, calming down.

"Those are great questions, though I'd prefer to chat more in person. Give us a chance to get to know one another, see if you're a good fit. My address is 87 Coolledge lane, come over for 11am. Byeeee," with that she hangs up before you have a chance to confirm. You go tell your mom about the potential job offer. She congratulates you.
"Well the address isn't too far, I'm busy at that time so you will need to ride yourself over," she says.

"Sounds good," you go and eat breakfast. Chilling until around 10:30 when you pop on your bike helmet and set off. It's only a 20 minute bike ride, then again you do train bike racing so you may be a bit faster than most. Arriving to the street you slow down to scan addresses. 82, 83... 85, 87!. The house is a large, modern house. All the houses on the street are grand, but this one stands out. It seems to be a mixture of the original house, as the street is 80+ years old but mostly a large cubular house on top. You ride up the driveway, putting you bike against the side of the entrance walk-up. It only takes a single tap on the door.

The swinging front door reveals a gorgeous woman, about 5'10", fit but with good curves, wearing a short summer dress which reveal her long, clean tanned legs, and exposing her D sized breasts. Completely natural looking. "You much be Daniel," she stepping forward, giving you a hug instantly with your bike helmet still on. Her sweet tropical flower perfume relaxes you. She steps back, looks you up and down, grabs you helmet off your head, "follow me inside you handsome young man". Leading you into a, oversized living room entrance she sits you down. "As I said, I'm looking for a young man for babysitting service, now that you are here, I should clarify. My husband travels constantly, he knows I'm hiring help for the times her is away, mostly days, but potentially the occasional night. Likely 40 hours most weeks and I'll pay $18 per hour, plus it becomes $22 for overnight shifts. As well, there is one final note..."

You have the following choices:

*Noteb*
1. You will be the baby

2. You will babysit my kid but also will wear diapers

3. I want you to babysit me

4. Free Choice

*Noteb*
5. Free Choice

*Noteb* indicates the next chapter needs to be written.
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