Welcome to part 2 of my story. In part 1 of this series you read and felt the pleasure I learned from my first online dominant relationship. In part 2 you learn about the rabbit hole I entered when I began serving my first mistress.
You see this picture of me? I wasn't always so sissy! I bet many of you know exactly what I am talking about. It is amazing how giving up control of your cock can cause you to give up control of everything.
Get naked and begin rubbing that cock of yours. Enjoy it! If you keep following my path you may just lose that privilege forever, if the right dom or domme gets a hold of you. While rubbing your cock look at me, look at what I have become. I am online with a caged clitty! So horny, my only relief now comes from a vibrating Anerous!
You see this Mistress? She is so damn hot isn't she? Look at her! Look at her with lust and envy!
Give yourself 100 strokes while looking at her sexy body! Do the last 20 strokes staring her in the eyes! Tell her that you want to serve her! Say it as you do those final strokes.
"I want to serve you... I want to serve you... I want to serve you... I want to serve you..."
You see, we all desire to serve a Mistress that looks like this sexy Goddess. There isn't one man in this world that wouldn't do anything she asks. Well, guess what? That is a fantasy! That's not how this story goes.
Real mistresses don't always look like that! I learned that very quickly with my first Mistress.
Give this goddess some more strokes! Stroke until you get to an edge! Hold it, let it feel real good! The first step to becoming a sissy is constant horniness! That's how I feel all the time; it's kind of addictive right?
Feel the wave of pleasure that washes over your body then press continue.
Calm down, hands on the desk! So, after I lost Cassie, I desperately wanted to fill that void with another online friend. I spent months looking for an online girlfriend. At that point I started to get into BDSM porn and knew that I was a submissive.
I created my first "submissivemale10" account to chat with women and find a dominant. I had some mild success. You guys know how it goes. 95% of the dommes online are pros, so I either had to pay or move on.
And then, the day came when I found Mistress Cheryl.
Start stroking that cock again, give it 50 strokes but don't edge and you know better than to cum without being told.
Meet Mistress Cheryl, she was a 52 year old BBW mistress with a huge sex appetite. I remember our first conversation.
"Hi sub, how are you? asl"
I remember being so excited to talk to her. I told her who I was and thanked her for talking to me. She said, "I was looking for a new sub... do you have a cam, mic, and toys... are you willing to obey my commands?"
At this point I only had a cam and mic. She said I could only serve her if I promised to get the items she required of her subs. I remember thinking, "this mistress isn't like my fantasy mistress" but I loved her dominant presence.
During that first day she asked me 100 questions. What was my experience, what have I done, what were my limits, how often did I work, and so on. I remember being so hard the entire time. I loved every minute of being in her presence, so I didn’t care that she didn’t look like my fantasy. She allowed me to gently stroke as we talked.
"Are you stroking you naughty boy... you are allowed but never cum without my permission," she said.
Stroke to another edge while looking at Mistress Cheryl. Thank her for allowing you to stroke... say it aloud:
"Thank you Mistress for allowing me to stroke for you."
Say it over and over until you reach the edge, then hit continue.
Mistress Cheryl said, "Okay sub, here is the deal — you have to promise to serve me and take an oath!"
"I want you to get naked on your knees and spread your legs... arms out wide in the air. Repeat after me as you take the vow and look at me in the eyes with every word you say!"
Take the vow as you gently stroke yourself:
I remember being so horny after that pledge! It was the only thing I thought about for days. I could not wait for our next session online!
Give yourself 25 strokes thinking about how much pleasure Mistress Cheryl could provide you with!
I remember she sent me an email... She said something like... "Are you dreaming of me, pet?" I have a task for you, but you will need to do multiple steps to complete this task.
I was so damn excited to read this email! She said, "I want to go shopping with you. You will need to save about $200 and send me the address to where you live." She reminded me, "Remember your vow. Contact me with your address and let me know when you have the money!"
Stroke 50 times in anticipation of Mistress Cheryl's plans. Then hit continue.
I was so excited! It took me about two weeks to save the money. I immediately emailed her as soon as I could: "Mistress, I have the money and I live at 4578 Shadymaple..."
She replied the next day and said... "Here is my cell phone number xxx-xxx-xxxx, call me when you are ready to go shopping."
I immediately called her. She had such a sexy mature voice.
Give yourself 25 strokes thinking about her voice. Then hit continue.
She said, "Dezmond baby... I am laying here rubbing myself at the thought of you shopping with me... walk to your car, get in, and turn the car on. I have directions for you."
Without hesitation I did as she said. She continued, "We are going out to Gravel Road. Make a left." She guided me step by step to a strip mall about 20 minutes away.
All the while, she was moaning and telling me how wet I was making her!
Give yourself another 25 strokes... no edge and of course, no cum!
She said, "Baby, you are going shopping in that 'Adult Toys and Video' store." I couldn't believe how damn hard I was in public. "Walk into the store... come on, you can do it."
I said, "Mistress, I am scared." She replied, "Are you hard... this is gonna make me shoot all over."
I couldn’t resist. I went into the store. She then said, "Ok, if someone asks you for help, give them your phone and I will tell them what you need." I pleaded, "Please, Cheryl, no."
She yelled, "What the FUCK did you say?... Do you remember your oath?" I cowered at her words—I was so humiliated and horny! Nearly 30 seconds later, a young man walked up to me and said, "Can I help you, sir?"
25 more strokes... no cum... no edging!
He looked at me with a little smirk and said, "Follow me..." He grabbed this leather device—which I soon learned was a cock cage—then panties, a bra, a sexy night set, fishnet stockings, a dildo, a butt plug, anal beads, and a big bottle of anal lube.
He asked Mistress Cheryl, "Is that all?" then gave me back the phone.
Mistress said, "Dezmond baby, you there?" I said yes... she started moaning, "OMG I am fucking cumming... ohhhh aaahhhhhh yesssss!"
The clerk looked at me like OMG... she was so loud I am certain he heard her as he stood across from me. I was so hard standing there at the counter. When she finished, she said, "Pay for your items and call me tomorrow, bitch!"
Stroke to an edge thinking about Mistress Cheryl cumming while you're in public!
Then go get every item you had to buy:
Then hit continue.
The next day Mistress asked me, "What do you think of your items?"
I said, "I am anxious but also horny!"
She said... "Do you want to make me cum again?"
"Yes, of course," I said.
She said, "Well, I want you to get on cam naked... and kneeling... this is how you will contact me from now on. Understood?"
I did so immediately!
Get on your knees and hit continue!
"You are my bitch... SAY IT"
I did...
She said, "I don't believe you... say it until I fucking believe you!"
I must have said "I am your bitch" 50 times until she was satisfied.
"Get dressed in those femme clothes," Mistress said.
I did, and I will never forget the feeling... I felt so damn amazing.
She said, "How do you feel?" I replied, "Amazing!"
She laughed and said, "You are a fucking SISSY." I said, "Yes Mistress."
"I am going to turn you into a cock loving whore," she said.
I was so horny I just agreed. She said, "Stroke for me."
Get dressed in all your sissy clothes if you have them and stroke for Mistress. Stroke to an edge!
Do not cum! Let the wave wash over your body!
She then sent me a pic of her feet in an email... She asked, "What do you think of my feet?" I told her they were gorgeous!
She said, "I want you to print out that pic... and put it on the ground in front of you." I did—it took about five minutes.
She continued, "When you come see me in person I want you to cum on my feet and then eat it up!... Are you gonna be a good boy and practice?" With tears of pleasure and humiliation, I said, "Yes, Mistress!"
She then reminded me, "Remember how your girlfriend Cassie made you cum... I liked that... I want you to ruin that orgasm and let it drip onto the picture of my feet."
So I got on my hands and knees and began rubbing with just my index finger. I was so horny it took less than a minute before I felt that pressure starting to release... I held my contractions, put both hands flat on the ground, and let it drip!
When I was done, she said, "Now kiss my feet, bitch... and you better use your tongue." It was the first time I ever tasted my own cum—I didn’t enjoy it, but I loved how deep in subspace I was. It was like being high! All the while, I heard Mistress laughing and saying, "Good Sissy bitch."
Get on your hands and knees and rub your cock on that spot on the underside just below the head! When you start to release, do not let your cock shoot—fight the contractions and let it drip!
Look at Mistress Cheryl’s feet and tell her “Thank you” over and over until you are done dripping.
Then bend over and kiss your pool of jizz! Do it!
She laughed and asked, "How did that feel?"
I was still kind of horny but no longer desperate. She looked at me and smirked, "Time to take this to the next level, bitch!"
Clean yourself up completely and only hit 'Next' when you are totally soft and ready to obey her again.
Mistress Cheryl said, "Now that you are soft... it is time for your cage! Strap it on! Hurry before you get hard!"
Put your cage on if you have one. Feel that rush of obedience locking you in... this will make the next tease so damn good!
Mistress looked at me and said, "You've made my week, pet. Now leave that cage on except for showers and bathroom trips! No stroking! I will know if you did."
She said, "I will let you know when I am ready for you!" I was still in subspace so I did not understand the gravity of what was happening. Every day after, I thought about what I did for her! I couldn't wait.
Soon after I realized that I was under control, so horny every day but with no relief. I checked my email every 10 minutes until I received my next task.
Mistress teased me by sending pictures of men sucking cock, trannies, CDs, mistresses pegging subs... with quotes like, "This will be you... think about it... imagine this much cum in your mouth..."
The first few days I thought it was just a game, but after a week I would actually get hard thinking about her quotes. I started replying, "Yes Mistress, I can't wait..." and telling her which pictures made me so horny.
She then said, "Now you are ready for the next task!" This came after I said I was turned on by a picture of a guy sucking a crossdresser!
Leave that cage on until part 3 comes out! To become a sissy, you must learn the discipline of chastity! Trust me, a chastised sub will become whatever his dom or domme wants him to become.
Congratulations, you’ve completed the webtease!