When asked what my favorite kinds of sissy phone sex calls are, I always answer that a fun feminization role play takes the cake, with a good erotic confession (bonus if it includes cocksucking!) right up there with it! And my favorite kind of sissy role-play is when the sissy finds herself in the presence of a sexy, confident woman – not an official mistress – that she can’t resist submitting to. Well let’s face it, sissies don’t resist much of anything, lol.
Setting The Role Play Scene
The doorbell rings on a Saturday morning, and a pretty, smartly-dressed woman is standing there with a gift bag and asking for the lady of the house. You inform her that you’re the only person living there, and she looks confused for a moment…”I’m your local Avon representative, delivering an order placed online by A Smith. It’s quite a nice collection of cosmetics and great-smelling body products…” She checks the number on the door then looks at you again, and you’re blushing, eyes cast downward, trying to suppress an embarrassed smile.
The Avon Lady Loves Her Job
It doesn’t take the Avon lady more than a few seconds to put two and two together and come up with SISSY. You invite her in to leave the order on the table, and she offers to demonstrate the application of your new products. Your panties start to feel a little tight – this is a dream come true! A beautiful woman is going to make you into a beautiful woman too!
Where This Sissy Role Play Goes
Do you enjoy the make-up lesson and go out for coffee en femme with your new bestie?
Does the Avon lady vamp you up and take you to a bar to give bathroom blow jobs until the smear-proof lipstick gives out?
Does she find you so pretty and willing that she makes you her sissy lesbian lover?
Think of this as a choose-your-own-adventure tale, and let’s take it where you need to go!
Keep it sassy!
— Claire —
Hi Sassy Classy Claire!
I like your ideas about a sissy role play! It’s true not all sissy’s are desirous of that naughty cock sucking in their role play. The power in THEIR role-play is that confident sexy woman who has them dangling from the tip of her pretty toe, and transforming them into their ideal feminine self. So powerless to resist her armed with her pretty paints and powders.
So true: So many choices to play out these various scenes and I know you’ll have plenty of sissy’s lining up to have their own play time with you!
See you around the Empire!
Hello there Mistress Claire,
Yeah roleplay is great, Dominant and Submissive, Boss and Secretary, Aunt and Nephew,
I really like being the only male in a all female office, where they discover my dirty little secret
and transform to keep my job on the office staff, teach me all the girly secrets.