First Time Sissy Boy Phone Sex

I can hardly contain my excitement to tell you this story.  I love sissy boy phone sex, but when I get my paws on a first time, my heart starts to race!  The nervousness and shyness in there voice makes me smile and I can not wait to help my little boy turn into a sexy bitch.  I think every guy thinks about being a sissy one time or another, but it takes courage to actually try sissy boy phone sex for yourself.

First of all, I gave this pretty boy the name Erica and from here on out I will refer to “he” as “she”.  Erica has had the sissy boy phone sex fantasy for some time now, but has finally gotten the guts to give it a real college try.  She went through her wife’s clothes before the call pick out some of her favorite lingerie.  Letting my girls pick out their own first time outfit really helps me see their true personality.  Erica picked out a red lace bra and pantie set with matching garters and black thigh highs.

Of course I had to remind her to get some sexy heels too.

As she slipped into the bra, I could hear her voice shaking.  She was trembling with excitement and I knew this would a great fucking sissy bot phone sex call.  She struggled a bit to pull on her thighs highs and i could help but let out a laugh.  Being a girl is much harder than it looks.  I told her to stand in front of the mirror and get a look at her sexy ass.  With her voice hiked high, she told me it was hard to get her clitty to stay back.

Now MY favorite part of the fantasy took over.  I had Miss Erica find her wife’s dildo and lube.  It was time for her to feel a nice hard cock for the very first time.  I told her to squat down on the floor and get that dick nice and wet.  Although this wasn’t her first time with anal play, it was her first time with anything this large.  She struggled again, this time trying to push such a large head into her tight virgin ass.

Her moans were electric as she felt that first pop.  The head was in and she was slowly lowering herself down.  She got more and more aroused as each inch slid inside.  It wasn’t long before my sexy slut was pounding her ass like the cock loving slut I always knew she could be.  She came hard too, much harder than I had ever heard her before.

Good sissy boys are sometimes hard to find, but when you get one from the start, they never let you go!

Do you want to be a Sissy tonight for one of our Phone Sex Girls?