Category: babysitter

Babysitter Secrets

Valerie 844-332-2639 Ext 243

Over on phonesexcandy, I shared with you how I became someone’s diaper chastity keyholder, but here, I wanted to not tell you about the babysitting secrets I learned on my first day! In an age regression session, a boy a little younger than me was interested in playing dress-up. However, he didn’t want to explore his mom’s or sister’s closet; he wanted to see what I brought in my bag of fun.

I showed him some soft nylon pantyhose and a bra and panty set I’d brought just for him. As I started to help him put everything on, I realized how uncomfortable the stockings would be if he didn’t shave his leg! We agreed it would be best If I taught him how to shave his legs so he could fully enjoy the secret we were sharing. It wasn’t long after he was silky smooth and dressed that he confessed another secret I probably shouldn’t tell you.

Continue reading “Babysitter Secrets” →

Babysitter Valerie Is Here

Call Girl Valerie 1844-332-2639 Ext 243

*Knock, knock* Hello! Guess who’s here! Babysitter Valerie has come to save the day! I know how scary it is for a baby when Mommy goes out for the night. Whether it’s for work or play, the baby gets so sad and lonely whenever she is away. However, there’ll be no tears tonight! It’s okay to be nervous, though; Babysitter Valerie understands how strange it can be to trust a stranger. Will you just promise to try to be brave for me as we get to know each other? After tonight, we’ll no longer be strangers!

I’ve read over your Mommy’s to-do list, and it appears like we have a few things to accomplish before we start having all kinds of fun. We have to make and eat dinner, then clean up from dinner and clean you!

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Anna 1-844-332-2639 EXT 203

Are you a good little boy or a naughty little boy?

Come and tell me about all your cute little outfits. I want to hear about alllllll of them, what colour are they? how many do you own? And which one is your favorite special one to wear? Do you wear them every day? Or will you only wear them for me? Do you fold them neatly in your drawers, or are they all nicely hung in your closet? I’ll take good care of you, you just have to trust me.  If you’re really good, you’ll get a nice treat at the end.  I promise I’ll make you blush.

Continue reading “Where are all the good little boys?” →

Kayla Cumsalot 1844-33-CANDY ext 357

My sweet Davey is such a good reader, but sometimes, reading out loud makes him nervous. I thought it would be a good idea if instead of Mommy reading Davey a bedtime story, it would help him practice if Davey reads to Mommy. After he’d showered and got into his nighttime Diapee and PJs, Mommy sat at the head of the bed, and Davey snuggled back between my legs.

His back rested against my tits, and he held up his e-reader. We picked a dirty erotica story about a hot mommy in shiny pantyhose who took a stranger home and forced him into pampers. My hands played in Davey’s hair as he began and at first, he was okay. Then the story started to affect sweet Davey, and he began to trip and stumble over his words.

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Sylvia * 844 332 2639 * 428

Lil Jack and Jill are twin siblings who enjoy being around Nana Sylvia any time she will take them.  At an early age, I would love to show them off to my friends.  My daughter would never dress them alike and didn’t want me to.  They were like dolls to me; so of course I dressed them as such.  They loved climbing up into my lap in the big rocking chair by the picture window so they could see out.  In the summertime, I had a special pool just their size rather than the big one out back.  After kicking and enjoying the pool outside we would relax in the rocking chair where I would cuddle them and give them their dinner when they were young.  As Jack and Jill aged, I noticed they were more aware of each other.  Jill was the most curious and asked the most questions. 
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Sylvia * 844 332 2639 * 428

Stormy weather really upsets Bobby.  He is my neighbor’s boy which I care for sometime when they go away.  We play games on his IPad and I read him stories from his favorite storybooks.  As we finished dinner the thunder started.  He started being concerned right away and started asking me questions about the thunder and what was going to happen.  Pulling him up onto my lap I tried to express to him about the weather and that everything would be fine.  Assuring him that Sylvia would always protect him from any harm seemed to calm him down.  Giving me a big hug he told me he knew I would.  He is just a loving boy; with the biggest blue eyes.  Deciding he was way too excited to finish his dinner; I suggested getting our baths and getting ready for bed.  His boats and ducks were waiting on him.
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Cindy (844-332-2639) ext 435

I confess that I have always had a massive crush on him. And I have always wanted my handsome stepbrother to take my sweet virginity. There have been so many nights of me masturbating to this very thought. He then stands up and pulls his pants and underwear off. I had seen cocks in videos and pictures before, but… this was real. He pounced on me, pulling my shorts off and my shirt up. I undid my bra, and he was naked before me. Luke’s strong arms separated my legs, spreading my pussy, and kneeling at the edge of the couch. Then he slowly pushes the head of his cock into me. He is gentle at first. We look into each other’s eyes as we fuck like animals.

Continue reading “My Step-brother Takes My Virgin Pussy – Parts 3 of 3” →

Cindy (844-332-2639) ext 435

 I stroke your soft dirty blonde hair as I watch my diaper boy son suckle at my nipple. You’re totally focused on my breasts, suckling on one while you rub the other. You’ve been dreaming of this for the last four days. My breast is even better than you thought. The best part is that I love you sucking Mommy’s nipple. You feel me breathing softly, and you hear a soft moan periodically. This makes your cock even harder in your diaper. I remember feeling so good the first time I breastfed you, but this… This feels amazing. I love to make you feel nurtured and loved. However, I didn’t expect to enjoy it so much. I’m getting horny for my diaper, baby. My pussy is dripping, and my panties are getting wet. I look down to see my nipples are also wet from you, eagerly sucking away at them. My breathing gets faster. You suck harder.

Continue reading “Night Time Nursing With My Diaper Boy “ →

Kayla Cumsalot 1844-33-CANDY ext 357

“Kayla, please!” Stacey whined into the phone. “He’s like a super nerd and doesn’t even leave his room. He’s a good boy. Babysit for me this one time, and I’ll fill in for you next time you have to sit for the Johnsons, I swear!” Stupid Stacey had agreed to a date night with her long-time crush on the same night she’d agreed to babysit for the town prude. I’d seen her and her perfect son around the school before, and it wasn’t a job I wanted to take. But how could I refuse a girl a chance to get laid by her dream cock?

“You owe me, Stace.” She screamed so loud I thought my ear drum would burst. Finally, after three hundred ‘thank yous,’ she hung up, and I grabbed my bag and headed to the most perfect house in the neighborhood. Continue reading “When A Bad Girl Babysits A Good Boy” →

 

Deviant Phone Sex – click here to read part 1 if you want a little hot refresher. 

I whisper to you to get underneath her as I handcuff her hands behind her back. No distractions at all, no hair, or hands. Now Alison can focus on her body, how it feels, and me, how I look.
I push you down to the floor, with Alison on top of you. You protest. I stick her handcuffed hands around your jumping cock and tell you to enjoy.
Then I kick Alison’s legs open and stand over her. I kick off my stylish winter boots and put two pencil-thin stilettos on. Six inches. Strappy. Metal spikes. Very dominant. Your cock really starts moving.
“Alison,” I say as I lift one foot up, “the quicker you make my man cum the quicker this ends.”

Continue reading “Deviant Phone Sex – Keeping Our Word Part 2” →