I [F]can never resist a hot, troubled daddy [M]

Even while I was with my boyfriend, as amazing as our lives (sex included) were, I found myself side glancing at for a bit too long the fit, salt-and-pepper-haired, ready-to-spoil men drifting by in restaurants or along supermarket aisles. I guess they’re my weak spot, or atleast they know it very well…

It all began when I began babysitting for a wealthy family and it was in one of those gated communities. I go to school in a big city (entertainment central) and my school is clustered between affluent neighbourhoods, making it ideal for picking up easy jobs as a student. I’d been searching around student ad boards, and found a middle aged couple seeking a babysitter for their two kids. I ripped off the contact details and called the phone, setting up an appointment with the parkers at 5pm the next day.

I ubered to the address I’d been texted, and after being buzzed in (thrice!) finally found myself in the foyer. A middle aged woman introduced herself as Mrs Parker and continued to interview me, apologising that her husband was away on business and that she’s been getting busier with her own philanthropic work and needs someone to assist with the kids when she has her charity events. The interview went smoothly and I was scheduled to show up to help after school three days later.

The next evening, around 6pm, I just hopped out of the shower after my workout when my phone started shrilling. I picked up to a slightly panicked and shrill voice, belonging to Mrs Parker, politely but desperately inquiring if I could do some emergency babysitting tonight. She offered to pay double the regular rates for short notice, saying that Mr Parker had some urgent work to attend to in his study and she had a a gala to attend. I’d just have to help the kids finish dinner and entertain them until their dad would get them into bed and I could wait in the lounge in case they needed anything, until she returned she said. Since my plans for the night involved nothing more than ramen and my Hulu watch list, I agreed and told her I’d Uber over in an hour.

“Oh, thank you so much for making it,” mrs Parker exclaimed as she opened her front door, with a young boy and girl bickering playfully and trailing behind her. As she finished gathering her belongings, she introduced me to the boys and read off her mental list of instructions which I noted. Once she left, I started chatting with the kids, both of whom looked polite enough, and since it was already dinner time, we trailed into the kitchen. As they ate dinner, I completed some of the other errands and then we headed to the kids playroom before bedtime. As I started fishing out the kids toys and they showed off their favourite ones to me, footsteps approached the door and I heard a quick knock,

“Apologies for my disappearance, I’m Alex Parker, and you must be the new babysitter. ”

I turned to see the HOTTEST dilf, neat trimmed and stubbled with those grey wisps, and a well sculpted body (I think he also worked in the entertainment industry, which makes a lot of sense?) and it took me a moment to compose myself and respond,

“Vicky, hi and nice to meet you. Your wife left in quite a rush and I’ve given the kids dinner, I was just gonna let them play with their toys for a bit and then disturb you for your help”

“It would be no disturbance. Thank you for your help actually, especially on such short notice”

As the kids threw down another box full of toys (how many were there??), Mr.Parker moved closer to me and next down on the carpet next to the tiny chair I had seated myself in. It was kind of embarrassing actually, since it to made me feel like a kid, but I figured he probably thought of me as one anyways, since I was newly 19 at the time and he was probably around his early forties.

Noah and Amelia, his son and daughter, were getting much more excited now, especially since their dad was there too. Mr.P loosened his top button and and moved closer to his kids and starting playing around with them, the kids shrieking at their daddy as he chased them around playfully. A few minutes later, Amelia had pulled me in and we were in the middle of the room assembling some toy contraption (trains involved?). As some more time went by, I shifted around on the floor to get comfortable. Even now for a 20 year old, I have a very petite waist and body and I need to buy really small sized bottoms, but my legs are longer than proportionate, and this becomes a problem when some of my shorts, like the pair I had on that day, aren’t the most appropriate for floor crashing. While I adjusted myself to get comfortable, my shorts rode up much higher, and were hugging my figure tight like second skin. Pretty much my whole thigh was exposed, but luckily the sprawled out setting didn’t make it weird. I noted Mr.P glancing down at my leg a few too many times though, and the naughty tease in me started stirring.

We were pretty much done assembling the toy now, and Amelia thrust a toy part in face,

“Pass this to daddy please”

I took it from her and watched her turn around and start playing with her brother, and turned to face Mr.P,
“Here you go Daddy” I said as let my legs spread and leaned my arms back behind me, watching his eyes flash with lust as he coughed to compose himself, and moved forward to grab the part. As he came close to my hand, he moved his own on to the front of my shirt, and so fast that I barely realized until it was over, squeezed my left boob through my plain, cropped, fitted t shirt. He took the part from my hand right after, and looked into my eyes quickly and when I didn’t object to his first feel, he brought his hand back and slipped it under the shirt this time, while keeping his behind my head to make sure the kids were still distracted.

After copping a few feels and squeezes, his hand dropped and he got up and announced that it was bedtime to his children. As I stood up and adjusted my shorts to cover the ass cheek that had revealed itself as my shorts had risen up, I reminded myself to change into more suitable attire before my next session. Amidst this, as the kids packed up their toys, Mr. Parker crept up to me and whispered in my ear,

“I have some more toys in my room if you want to continue playing in there”

I turned to him and smiled, this man was such a turn onnnnn, he stared at me like I was his next meal. I nodded and he pointed me towards his bedroom, telling me to go in there once he leaves with the kids and get myself “comfortable”

I’d been planted by the small couch in the bedroom when I heard him enter back into the room.

“You’re quite a sexy little thing you know. Acting all sweet and innocent while you tease me in front of my kids. “

“I’m sorry, I was just trying to make them and you feel comfortable around me. It looks like you’ve have a long day of work and you and your wife need some extra help”

“Yeah, we’ve both become more occupied with our own needs and duties, but you’re the perfect fix to some of my problems.” By this time he had come up to the edge of the couch and was stroking his palm against my jaw as I glanced up at him, slowly batting my eye lashes as he spoke softly.

I get very aroused by men asserting some power on me while we’re involved sexually, and the way his hands cupped my jaw and thumbed my lips was making me wetter than I would’ve imagined. He moved his other hand to unbuckle his belt and his erect dick popped out a few seconds later. His hand moved from my face to the nape of my neck, and I brought my lips, still glossy from my chapstick, to the tip of his cock. As I continued to stare up at him, he moved his hand to the edge of my shirt and pulled it up, yanking it off over my head and letting my mouth fall back on his dick. This time, I opened up more and brought the whole tip of his hard, throbbing cock into my mouth, starting to suck gently. I moved my tongue around over the tip, rubbing in circles until his pushes against my mouth started. As he started motioning harder against me, I swallowed more of his shaft into my mouth, opening up to deep throat his cock as it moved inside me faster. His thrusting continued as he face fucked me, and his hand in my hair had now scrunched up and was moving my mouth even faster up and down his cock.

I continued licking and sucking his cock like a little girl with a lollipop, and then moved away to catch my breath for a moment. He moved himself away from the couch and planted himself on it next to me, and then grabbed my arm and threw my body across his lap, with my tits hanging over on one side, and my teeny shorts riding up my bum on the other.

“Baby girl, show daddy what you have under these. You’ve been a naughty princess and I need to punish you for it”

This was my first time doing the whole daddy play with an actual older man, and my pussy was soakingg. I felt a cloud of lust settled over me, and I stuck my ass out further into his hand; which had started stroking my ass over my shorts.

As I got up to remove my shorts, he walked over to the side to a cabinet, and came back with a paddle of sorts. Mr Parker sat back down on the couch slowly, and watched me slide my shorts down my legs and patted the side of his couch, indicating for me to get in position again. As I laid planted myself across his lap again, with my ass facing up and one hand groped around my tit, he brought the paddle against my ass and strokes it a few times, and then splat- he brought it down against my ass cheeks. I winced in pain, but found myself writhing over his lap and leaning into his palm as he thumbed my nipple. The spanks continued, coming faster, and now I leaned back in my leaning position to move his cock close to my mouth again. He has his arm stretched out to continue paddling my bum, while I begin sucking his hard, vein-popping cock in his lap. He began grunting, and the room was filled with sounds of his paddle and our moans.

His hand dropped the paddle a few seconds later, and his fingers moved down the crack of my ass to my crotch, and he spread my legs and placed his finger on my clit and starting circling. He slipped around my wet pussy easily, and I almost came from how good the pressure from his fingers felt on my wet aching cunt. As he rubbed me good and hard, I moved my mouth off his dick and licked my tongue over his cock down to his balls, giving each one a gentle suck,

“Fuck, yes baby, I want you to swallow me. Lick up daddy’s come and make sure you drink it all up”

I slipped his thick cock back into my mouth, swallowing him until I was almost choking on his dick as slipped a finger, quickly followed by another, into my tight pussy and began fingering me harder. His moans got louder as he buckled against my face against the couch, and sprayed his load down my throat after one hard suck from me. His grunts and moans filled the room as he emptied himself in my mouth, pushing his dick deeper into my throat and i continued sucking him as he came.

When I moved off him a few seconds later, I took deep breaths to swallow, and some drops of his cum dripped out of my mouth. As he caught his breath, he moved his finger up my chin and wiped it, sticking his finger into my mouth after as I licked my tongue around.

“Thank you for that. I’ve been very stressed out with work, and as you saw, my wife has been busy with her own engagements and you have been a delight tonight. “ as he spoke, his fingers had pinched both my nipples and he circled them around, rubbing and squeezing them as he leaned forward to kiss me.

“This was a lot of fun. I’m glad I could help you out.” I moved to glance at the time and began grabbing my shirt to put on.

He helped me redress and told me that the help had left plenty of food for dinner, and that we could go downstairs and watch tv and eat until his wife returned and I could leave for the night. We spent the next hour and half on the couch (mostly wholesome) until his wife came home and I left. He also gave me a very very generous “tip” with a wink at the end of the night along with the babysitting money, and both of them thanked me profusely for working on such short notice and that they’d see me two days later for my next scheduled visit.

—————-

I hope you guys enjoy this-Please note I’m just an amateur writing these, so don’t judge them too critically! They’re just here for my pleasure and if yall enjoy these let me know so I can do more maybe :)

Source: reddit.com/r/gonewildstories/comments/go39sx/i_fcan_never_resist_a_hot_troubled_daddy_m

8 comments

  1. Fun read! Thank you!

    A couple of editing points. The voice at one point said she was ‘just 19’ and then later was 20.

    Also the children were both boys at first, then a girl and a boy.

    All in all, really fun read, however! Thanks!

  2. As an older man that’s enjoyed a number of young women like you, it brought back my lustfull memories. I’d like to enjoy more but I’ll settle for more of your stories

  3. Did it go any further with the dad?

    I hope I’m lucky enough to have kids and that ican experience something like this with a babysitter

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