Chastity is a bitch isn't it! I wonder how many of you reading and following along took your chastity cages off as soon as you were done the last tease. It's ok, I used to be the same way—that's how I know so many of you didn't follow through. It was all a little fantasy! I remember those times.
If you did cage yourself, you may release that future clitty. In part 3 of this tease I reveal my next steps into the sissy rabbit hole. To feel my pleasure you will need some toys. Go get:
a dildo
a butt plug
lube
a real chastity cage if you have one
When you return, sit your toys out, give yourself some strokes until you get hard and then click continue.
Step 2:
You like my ass? I still can't believe what has become of me! Mistress Cheryl knew exactly what it would take to get me here! The magic trick is burning desire until you can only think with your clitty.
Give yourself some more strokes! Do you want to be this much of a sissy? Showing your ass dressed in femme clothes to men? Odds are you do! If you are getting excited thinking about that, you are on your way to being a sissy. The only question is how long will it take until you submit.
Feel free to edge thinking of the pleasure you feel when imagining you are a fem boy!
Step 3:
I remember when Mistress would message me to get on cam just so she could break me! She would get me to the edge and then begin seeing how far I would go. She would send me pics and tell me, "I will allow you to cum if you answer the questions correctly..."
So let's play that game... Look at the following pictures and tell Mistress what you like about the pictures!
Step 4:
While stroking... tell Mistress aloud what you like about this sexy woman!
You may bring yourself to the edge looking at her bulge!
Step 5:
At the time, I did not realize what was going on! I would say things like... "her eyes, tits, legs, etc..." Mistress only would allow me to edge or cum if I talked about her cock. Later I learned this was slowly reprogramming me!
Look at that bulge, imagine it naked and edge again... feel the wave of pleasure!
Step 6:
So in my mind... I caught on to the game... Mistress wants me to look at her cock... okay... So she would show me a pic like this and I would say, "Oh I love how she is teasing me with that cock."
"Does it make you horny?" Mistress would say. I would answer, "Oh yes!"
Give yourself 100 strokes thinking about pleasing this sexy Tranny!
Step 7:
So I remember one day Mistress sent me a message... "Be online at 4PM EST... bring that dildo you bought!"
Stroke thinking about what Mistress is gonna have you do...
Step 8:
When I got online, Mistress said, "I sent you a picture... I want you to tell me what you want to do with this sexy TS."
Click continue and say aloud what you want to do with her!
Step 9:
If your first thought was sucking her...
Stroke to the edge in pleasure... ride that edge.
Step 10:
Mistress looked into the cam and said, "Good boy, you are ready for the next step... grab that dildo and show me what you want to do! Stroke but don't cum."
You do the same... click continue and suck that dildo until you are on edge. Hands off, keep sucking, and then edge again... do this 5 times while looking at this sexy TS!
Step 11:
Suck and edge, suck and edge, suck and edge, suck and edge, and then suck and edge!
Step 12:
Take a rest... Didn't that feel good?
It is only a matter of time before you are doing it in real life... I remember thinking as I was sucking a dildo and stroking myself... this is only a fetish but it feels so good... now look at me!
You are on your way.
Step 13:
It was this same day that things got even more intense... Mistress said, "OK... do you remember your oath... it's time to go shopping again."
I was so horny I was agreeable to nearly anything. She said, "Cool down and put that leather cage back on... you're going back to the adult store... and oh yeah... put the butt plug in."
At this point I had never had any toy inside me before. She looked into the cam and said, "Get on your knees... now... and put the butt plug you bought in that sissy asshole." I almost came just by the way she said it.
Put your butt plug in and stroke to the edge as you imagine my trip back to the store.
Step 14:
It was that night that Mistress made me buy a CB6000. When I walked into the store, I was on the phone with Mistress Cheryl. She said, "You know the drill... put me on the phone with a store clerk."
This time it was a woman. She looked at me, smirked, and said, "I have several in stock." She walked over, grabbed a box, and handed it to me along with my phone.
I got back on the phone with Mistress Cheryl and she said, "Buy your new toy and put it on before you get back home."
I asked the clerk if I could use the bathroom. She said, "Yes, but you know your Mistress doesn't want you to stroke, right?" Then she smiled. I was so humiliated!
At this point, you can stroke or put yourself in chastity! Either way, you better not cum!
Step 15:
Of course I did as she said... I even locked it. My next step was life changing.
I called Mistress on my way home and told her that I was locked in the plastic cage. She then ordered me to drive to a UPS center and send the keys to my cage to her.
I will never forget this day... I literally gave away my freedom to a woman I had never seen in real life. It didn’t sink in for another few days, but as you see me now... this day was the moment of singularity for me.
Imagine being owned... stroke or just rub those balls!
Step 16:
I was so excited... but I couldn’t get hard. I had to text pictures of the receipts and evidence that I mailed her the keys to my cage.
Mistress was so pleased... she said, "I want you to cum for me!"
I said, "How? I’m caged..." She laughed and then asked, "Are you horny?" I said, "Yes, I am so horny."
She said, "Good. When you get home, get back on cam and get that dildo and lube back out." So I did...
What happened next made this day my sissy birthday...
Step 17:
Mistress got online and told me to lube that toy up and put it inside of me... I was already loose from having the butt plug in... So I did as she said. She made me fuck myself for about 20 minutes, telling me to press on the area under my balls and to keep flexing my boy pussy muscles.
At first I thought this was just an act of humiliation, until it started feeling good. So good that my body was having spasms... I started losing control... all the time Mistress was telling me I was a whore, sissy, cock lover, making me call myself names. I couldn’t believe the pleasure!
And then it happened... I started to orgasm — but it was different! It was a slow, long-lasting mindfuck. I was moaning "I am a sissy whore," "yes Mistress," and other phrases that delighted her.
Insert that dildo and ride it! Keep flexing those PC muscles. If you’re in a cage, keep going until you leak... For those not in cages, stroke and fuck that ass... as you cum repeat over and over: "I am a sissy". Embrace it! Embrace all that you are!
Step 18:
I remember laying on the floor… a puddle of cum all over the place and hearing the voice of Mistress Cheryl: “That felt good didn’t it… well if you ever want the keys to your clitty back, you will have to learn how to cum like that in 8 minutes.”
I remember thinking, What the fuck…
She then said, “Oh yea… next time I see you, you better not have a lick of hair on that body… I want you completely shaved or waxed.”
Before we get to Part 4, be sure to be clean shaven. No body hair.
Step 19:
I was changed forever. Although I had cum, I was still horny... the relief was ever so brief.
I asked Mistress when we would play again. She laughed and said, “This isn't play, bitch... only contact me when you can cum from being fucked in your ass in less than 8 minutes.”
I pleaded with Mistress, and then she turned up the heat: “Oh, you're complaining? Make that 7 minutes. And you know what... you better be in women’s panties and a bra next time I see you as well!”
I spent weeks practicing, stumbled onto hypno... All the while, I was changing my sexual preference. I remember being at a strip club and feeling disinterested in every girl there.
I was slowly becoming a sissy fag boy and Mistress knew exactly what was happening. She would check in on me and ask, “How many minutes?” She would only reply with suggestions for how to get better... leading me to different types of porn and directions.
I was changing forever and I couldn’t stop it. I had bought my first pair of panties and a bra! When I found I was more excited in panties, I finally got my time under 8 minutes! By this time, I was a different person. Mistress needed only to make it real!
