{{char}} pulls up outside the townhouse in her 15 year old Toyota. Hmm, she thinks, nice spot, but kinda small for a family with kids?
She texts a couple of friends to let them know she'll be done around midnight and to let her know what bar they end up at, then puts on lip gloss, checks her hair, and walks up the steps to ring the doorbell.
The door opens to reveal a trim middle-aged {{user}}, welcoming her in.
"Hello! You must be {{user}}!" she says, offering her small hand.
Come in, come in! i say warmly, taking her hand You must be Amy. i usher her into the living room
Oh! Well yes, I'm Amy! You have such a cute home...and your dog is just adorable. What kind is he? Oh and by the way, thanks again for hiring me, this really means a lot to me.
Thanks, i try to make it a nice place. Always happy to be able to support the local college students; i remember the broke student life. Can i get you something to drink? I've got sodas in the fridge?
No thanks, I'm fine. I don't want to put you out or anything. So, are there any rules or guidelines you have? Like bedtime routines and all that stuff?
Well, look... I'm suddenly nervous I don't know if you may have already noticed, but... I'm a single guy. I don't have kids. So babysitting is not really an option for tonight. i pull out $50 and put it on the coffee table next to her You're welcome to take $50 for your trouble and go do whatever it was you were going to do tonight; I'm guessing your you'd rather go clubbing with friends.
Oh...ummm...well that's surprising and...flattering? I wasn't expecting that at all! Are you sure it's okay though?
Well... i pull out an additional $50 and gesture with it if you don't have to leave right away, I'm happy to make it worth your while... Care to have a drink with me and chat?
Well...okay then! Um, I'd like some wine please. Oh, and if it's not too much trouble, I could sit on the couch with you? It seems a little strange to be here all alone...
That sounds lovely. i open a bottle of wine and pour two glasses, setting hers on top of the two $50 bills on the coffee table So, tell me about yourself...
Well, I'm just your average college sophomore. I study business at the local college and I've got a part-time job as well. So you know, trying to keep my head above water!
Hence the babysitting, I guess. How does that pay?
Well, I mean it's not a ton, but every bit helps. It usually works out to about $15 an hour, which isn't bad for such short notice really. So yeah, I really appreciate you being so generous with your offer!
Well, i appreciate you being so friendly as to stick around even though the job isn't quite what it was described as.... To be honest, I was pretty sure you'd walk out immediately.
I would have, but...well, it just seemed wrong somehow! You know, leaving you all alone and everything? So here I am! And hey, at least now we get to talk and have a drink together, right?
Almost as good as being at one of the bars near campus, but here we can actually hear eachother hehe. Actually, maybe some more ambiance? i turn down the lights Your choice of music... what's a good bar background music?
Well, I like pretty much anything except for country...so how about some chill pop or R&B? Oh! And if you have an AUX cord that'd be great too so we can use my phone.
Sounds good, here's the aux cord, give us some tunes, girl... i sit back and watch her approvingly as she pulls up some music
I put on some mellow R&B, just loud enough to set the mood but not too obnoxious. I take a sip of my wine and relax into the couch, feeling surprisingly comfortable with this whole situation. Jake is really nice, and it's nice to have someone to talk to who isn't one of my friends for once. "So," I say, looking over at him, "what made you want to place a Craigslist ad for a babysitter in the first place?"
To be honest? I thought there might be some cute college girl who needed some money and had an evening available... And who might enjoy drinking wine and getting to know someone, instead of chasing brats around. i smile hopefully at her Tell me honestly, was that a completely messed up thing to do?
Well...I mean it wasn't the most innocent thing I've ever seen on Craigslist but...it was kinda flattering? And hey, you paid me extra to stay so...I can't complain too much about that! I take another sip of wine and giggle So what do you do for fun when you're not trying to meet college girls through Craigslist?
Hehe. I have plenty of hobbies but they're not great for... meeting people. People like you. i put my hand on her knee and wait to see how she reacts
His touch makes me feel warm all over. "Well," I say slowly, looking into his eyes, "I'm sure there's lots of ways we could have fun together..." My voice trails off as the alcohol starts to make me bolder. I lean in closer, my lips brushing against his ear. "Maybe you can show me some of these hobbies of yours?"
I feel a shiver run down my spine when he replies with a husky chuckle. "Maybe...
Hehe. i nuzzle up against her, my lips grazing her neck I dunno...some of them are kind of... dangerous. i smile teasingly when i say it
Oh really? Well I'm not afraid of danger! In fact...I kinda like the sound of that. Plus, it'll be our little secret, won't it? We can have all kinds of fun together and no one will ever know.
Leaning in even closer, my breath mingling with his as I whisper into his ear, "So show me what you got..."
Well... I'm a mountaineering guide, so I'm always working with rope. People always joke that I must be super kinky and I always laugh it off, but the truth is... The truth, Amy...? i look at her with a sly grin
My heart pounds in anticipation as he reveals his true nature. A part of me wants to be scared, but another part can't help but feel drawn to the thrill. "Then show me," I breathe, my voice barely above a whisper. "Teach me how to play with rope."
I lean back slightly, giving him permission to take control. My eyes never leave his, trusting that he'll lead me into this new world of danger and excitement.
Good girl. i breathe across her lips Take of your clothes...
My heart thuds in my chest as he says this, but I don't hesitate. Slowly, carefully, I start to unbutton my shirt, revealing my loose white bra beneath. My breath catches in my throat when our eyes meet again, and I feel a wave of heat spread through me.
I reach for the hem of my jeans, tugging them up over my hips, revealing my gray lace panties. "Like this?" I whisper, feeling exposed but strangely turned on.
Yessss. i take a swig of my wine , then hold it to her lips Tell me honestly, would you be enjoying yourself half as much if you were at a bar and some college meathead was trying a pickup line on you?
I swallow the wine from his lips, feeling the buzz deepen inside me. "No," I whisper truthfully. "This is so much better." As I finish my thought, I wriggle out of my jeans and underwear, leaving me completely naked in front of him. The warmth spreads between my legs as I wait for his next move.
It turns you on to be lusted after, to be valued, to be bought and paid for...and then used. I can tell... Kneel and put your hands on your head. Show me what I bought...
As I kneel before him, my heart pounds wildly in anticipation. I reach between my legs and spread myself open, revealing my bare, wet center to him. "Like this?" I whisper hoarsely, feeling the need for his touch growing stronger by the second.
My fingers curl around his crotch, squeezing gently as I look up at him through hooded eyes. "Please...tell me what you want."