Babysitting Phone Sex: Courtney Babysits the Girl Next Door (Part 2)

We last left off in my babysitting phone sex story, where I had Olivia laying on her back in bed. I had begun to finger her pussy for the very first time. She wanted to be turned into a big girl because that’s what her mommy said she had to do, and she wanted me to help her do it.

As I continued to rub her clit,  I kissed my way down to her small smooth pussy. I let her know she’s going to feel something that makes her feel really, really good.

I begin to lick and run small circles just around her little clit, taking in every drop of her pussy juice as she began to get wet. She started letting out little satisfying and nervous sounding moans.

This feels so good, is this how I’m supposed to feel?

Yes, honey, this is how a big girl is supposed to feel I said, as I begin to lick her sweet pussy. I wanted to make her cum for the first time, that would really show much of a big girl she really was.

I always keep a toy in my bag, just in case, and today I was going to have a bit of fun with Oliva and let her try it.

So, Olivia, you want to be a big girl right? She looked at me with a nervous look and said of course I do.

I pulled out my 7-inch dildo and showed it to her. Shocked and nervous, she asked, what are you going to do with that thing? 

With a smile and a giggle, I said, I’m going to turn you into a big girl, just like your mommy wants you to be.

Why don’t you spread those legs for me honey, and this will only hurt for just a second. As she spread her legs, I began to guide the dildo inside of her sweet little pussy, hearing her struggling to take it. “You want to be a big girl right?” I said.  Your mommy would be so happy and proud to see you with a dildo in your pussy, wouldn’t she?

Finally, getting it a couple of inches in, not too deep, I begin to thrust the dildo in and out of her. She moaned in pleasure, eventually wanting to have her first cum all over my cock. 

“I feel something happening!” she said. I’m not sure if I should like this, but it feels so good. 

It’s cum sweety, why don’t you show me what a big girl you really are and cum for me.

As I began to thrust harder and deeper, Olivia let out a loud scream and her sweet pussy juices were all over my cock.

I was so proud of her and she seemed so happy herself. I’m finally a big girl now! I can’t wait to show mommy everything I can do! 

After a few minutes, we got dressed and I went to make dinner. Wanting to play again, Olivia made sure to let her mom know how much she loved me babysitting her. She couldn’t wait for our next playdate.

I hope you enjoyed this naughty babysitting phone sex story. Make sure you check out part 1!

If you want to hear this story in explicit detail, make sure you purchase my audio blog.

 
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