Welcome to my first tease. This is a story based on a true story. My true story.
This is the first tease in what may become a series. In this story I outline how I was led into this life as a sissy. The story starts out unassuming but then takes drastic twist and turns so please stick with me.
In this opening chapter I outline Dezmond's early start into submission. I know you see that picture and say wait, is this a gay tease? You see, things weren't always this way.
To really understand you need to get naked and follow my suggested instructions to really experience what I did—to understand how I got to a place where my legs were spread for another man.
When naked, click continue.
Step 2:
Here is a list of ways to earn naughty points. I would suggest copying it down.
Naughty points:
Peeking ahead in this tease: 1 point per page.
Looking ahead to the ending: 5 points.
Touching your clitty sexually: 2 points, doubling for each offense.
Cumming without permission: 10 points, doubling for each offense.
Not doing a task and not wearing panties on the same day: 1 point for every day since you last did a task or wore panties. (e.g. Skipping 2 days in a row is 3 naughty points: 1 point for the first day, 2 points for the second day).
You may also be subject to random inspections. Failing them will earn you naughty points.
Step 3:
It all started when I was bored and horny in college. I decided to check out a chat room to see if there were any ladies in there. In hindsight, I should have known from this moment that I was a loser, but at this time it didn't make sense at all.
Back to the story—while in the chat room I received a message from a young lady. I was so excited.
Stroke 50 times to feel the excitement I had that day. Then press continue.
Step 4:
Cassie was really cool, I remember how the first conversation went...
"asl?"
"Hi my name is Cassie, I am a 19y/o, female, from Maryland."
From the first moment we had a good vibe, but as you can expect, the conversations we had quickly began to get sexual.
She would dare me to touch myself in the computer lab. Confess secrets I had about girls I knew from the past and present. She would ask me to explain the details of so many things that were in my mind.
All the time, I loved it.
Stroke 50 times to an edge to feel the power she began to have over me. Look her in the eye and say, "Yes Cassie."
Press continue when done.
Step 5:
I remember the first time Cassie really pushed me to see how far she could take me. She kept asking me how horny she made me.
I told her I was so horny for her I would do anything. She then laughed, "LOL, oh yea... I dare you to strip naked and jerk off while fingering your butt hole... that would make me horny."
To this day I remember thinking, "EWWW"—but I was so hard, and the thought of doing this at her request made me even more excited.
After about 15 minutes of convincing me, Cassie broke me. She sent me a picture to let me know she was pleased with my action. She had even promised to get on cam with me if I video chatted the whole thing.
Again, I was so excited that I eventually caved.
Spread your legs and do as Cassie asked.
Lube your finger, slide it into that boi hole, and slowly stroke 50 times. No cumming—you know the rules!
Step 6:
I was so turned on by this. I couldn't believe that I was going through with it—and I couldn't believe that Cassie wanted me to do this—but I was. She had me! She had me real good.
I will never forget that day. It was also the first time I was ever called a whore.
Cassie got on cam, laughed, and said, "...you are a good fucking whore!"
I felt so humiliated. I remember asking her, "What do you mean by whore?"
She laughed again and said, "You are on cam fingering your hole. You are a whore now."
I was ashamed... but still so aroused.
Cassie never wanted to see me cum. She wanted me to do these acts. As humiliated as I was, all I wanted to do was jerk more for her.
Stroke to an edge and then hit continue!
If you cum, you need to ruin it. Cassie never liked to see shooting jizz!
Step 7:
After that day, Cassie and I's relationship changed. She was much more blunt and called me names all the time. From that point on, I was whore, bitch, slut, boytoy, or lover.
She made me tell her how I felt! I told her I was humiliated but still turned on. She told me I was a submissive... Up until that point, I was pretty clueless about BDSM and fetishes, but from how she described it, I knew that I fit the bill.
She made me commit to her in a relationship. I called her my girlfriend, but she explained that I was just a whore for her to play with during her free time.
She made me kiss her goodbye at the end of our chats and video sessions. She was the first person to take ownership of my cock. I remember she made me get on cam, strip naked, and then beg her to let me touch myself.
I couldn’t believe that I was following these orders… but I was. She made me swear that my cock was hers. It excited me so much, I began thinking about her all the time.
Stroke 50 times while looking her in the eye. Tell her, "I want to offer you my cock."
Repeat it over and over until you’ve stroked to your quota.
Step 8:
I'll never forget the day when Cassie made me prove my devotion.
She made me go into a chat room and invite 15 people to join our conversation.
She made me tell everyone that I was her whore and that I was devoted to doing whatever she asked of me.
She then told everyone in the room that she was taking requests. She knew just how to use me.
She had made me stroke to several edges before we entered the group chat. By that time, I was too weak to say no.
That day I was exposed as a true submissive. I was made to stroke and finger myself, dance sexy, pour milk over my body, try on panties and a bra, eat like a dog, and confess to everyone that I was a sub fag sissy.
That day was the first time I had even heard the term, and I guess it was a foreshadowing of things to come.
Get on your knees, stroke to an edge, but DO NOT cum!
Look Cassie in the eyes and admit that you are a sub sissy fag.
Say it over and over until you edge: "I am a sub sissy fag" "I am a sub sissy fag" "I am a sub sissy fag."
Then press continue.
Step 9:
I still think back to the first time that Cassie actually wanted to see me cum. Like most things in the relationship, it was new, exciting, but ultimately humiliating for me.
I remember she asked me, "What do you think of my tits?"
I said, "I love them!"
She then asked if I was willing to see them. I was so excited! I was like, "Yes baby."
She said, "Ok... but you have to do it exactly how I ask you to."
I was so horny even at the thought, so I eagerly agreed.
She then made me strip naked and get on my knees.
I had to stroke for 15 minutes while telling her how much I enjoyed our time.
She made me tell her how much I loved getting on cam and completing her dares.
She even made me talk about each humiliating task that I did and how I felt.
I had to thank her over and over for each dare she allowed me to do.
After 15 minutes I was ready to burst.
She then made me only stroke with my index finger.
She made me promise to put my hands on the floor like a dog whenever I saw her tits.
I agreed. I was too horny to know better.
What happened next changed me forever!
It's your turn. Get on your knees. Stroke with just your index finger.
You must have both knees on the ground, and one palm on the ground.
Keep stroking this way until you are on edge.
Get right to the edge and then hit continue.
Step 10:
She then pulled down her top and said, "HANDS ON THE GROUND NOW."
(Put your hands on the ground and look Cassie in the eye)
She said, "You are pathetic and you are not worthy of a regular orgasm in front of me... Therefore, you are gonna reach between your legs and rub that tiny cock until it begins to leak... the second you begin to drip that cum... hands on the ground and thank me."
I followed the directions and never felt so humiliated before!
Now your turn. Ruin that orgasm and let it drip to the ground.
Put those palms on the ground and thank Cassie for allowing you to cum!
Step 11:
I remember being so weak! I was in sub space, but at that time I didn’t know what it was called.
This day was also crushing because it was the last time I ever really talked to Cassie.
She looked me in the eye, laughed and said, "I think I am done with you."
I began to cry and asked why. She said she had her fill of me and that she was moving on. I was devastated.
I spent weeks trying to change her mind, even suggesting new dares I could do to please her—but she ignored me.
I spent the next few months lost! But it was only a matter of time until I found a replacement. This time it would be a mistress!
