pretty sissy boi

After cleaning yourself up thoroughly, you came out of the bathroom to find mistress north eagerly waiting for you, some of your new sissy clothes laid out and waiting for you, as well as your new make up set out in front of the big mirror, but what grabbed your attention the most was the butt plug and chastity cage she had waiting for you.

"Come and stand here, the first thing you need to learn is how to do your make up right, and quickly." mistress north said sounding exceedingly happy "you're already a cutie, but with a bit of make up you'll be nice and sexy for everyone to look at.

following your orders, you listened to what mistress north had to say about the mae up and how best to put it on and in what order, following her instructions you carefully apllied it on yourself and while you were sure it took you longer than mistress north wanted, he was happy with the results.

"See! such a cute and sexy sissy boi face you just want to kiss and fuck." Mistress North stated as she stood next to you, a lustful look in her eyes as she looked at your reflection. "When you're hair has grown out some, i'll teach you how to style it, but for now a simple brushing and style will do. Now, onto the next step."

pulling the cage and plug closer you looked at them worridly, but was releaved somewhat when your mistress pulls out some lube from one of the counter draws.

"Now since you've been a good little sissy and followed all my orders, I'm not going to break your ass with my cock. yet" she sounded serious, slapping your ass hard making your wince as she squeezed the cheek as well, but she then took on a lighter tone "but I am going to fuck your sissy hole sooner or later, so this big boy is going to get you nice and stretched out first so you can take my cock easier. and this little beauty," she said refering to the pink platic chastity cage "is so that you don't play with yourself without my persmission, and i'll of course be keeping the key on me at all times. now what do you say?"

"Thank you mistress north" you reply, not exactly happy with what was going to happen next, earning you another hard slap on the ass, this time she dug her nails into your flesh slightly as she squeezed

"A bit more enthusiasm next time, but i can forgive you this time"

You watched as your mistress put the cage around your cock, it fitting snuggly as she locked it in place, giving your balls a small squeeze before turning you around and leaning you on to the counter so you ass stook out slightly.

"no, i don't think that'll do" Mistress north said to herself as she picked up the plug and smothered it in lube "Why don't you present yourself to me, try and convice me to plug you, sissy."

Thinking for a moment as Mistress north watched you, plug ready and waiting in her hand, you decided what to do.

Leaning doown so your top half was laying on the counter, you spread your legs slightly and reaching backm, you spread your red cheeks so your mistress could see your backdoor.

"Please plug you sissy boi, mistress, stretch my hole so i can take your big cock" you said with as much enthusiasm and pleading you could muster, but it was enough as you saw her smile happily and move behind you, the cold metal and lube pressing against your hole making you shiver slightly

"not bad sissy, how can I say not to that effort?"

feeling the plug push in, you held in a gasp and whimper as it stetched you more and more, closing your eyes tight you couldn't stop yourself from crying out as you were stretched to your limits as the plug got to its thickest point.

"Sshh, don't worry, it's okay" your heard mistress north say as she stopped moving the plug, giving you a chance to get used to it. "You've just got to get through the worst of it, like ripping off a band aid"

Suddenly the plug plunged forwards, making you cry out in blinding pain as it **** its way into you, your hole stinging and making you feel sick slightly as the plug sat in your ass, stretching you and making you feel weird

"that's a good sissy" mistrsss north purred as she leant on you and hugged you, kissing your neck as she held you, neither of you moving until you breathing calm, your ass still feeling weird, and you cock straining against your cage slightly. "now that worst of it is over with, lets get you dressed and looking nice and pretty"

Mistress north helped dress you, putting on the frilly panties, thigh highs and garder belt, the pink dress that barely covered the top of the thigh highs, showing off your garters and top of your legs when you moved,

"Goddess your so pretty i just want to fuck you right now." Mistress north growled into your ear as you both looked at your new frilly, sissy boi reflection in the large mirror. you couldn't deny you looked cute, and you knew any futa who saw you would want to fuck you "but i don't want to ruin your training, so lets move onto your next lessons"

giving your ass one last slap, she left the bathroom and, putting on your new pink mary jane shoes, you followed her.