Without thinking too much I hit send.
Suddenly it hit me what I just did. I had described more of my desires to one person that I had to Chrissy. This guy knew more about me than my own girlfriend. This guy who I had only known for a week and already had me. He pretty much owned me. Not literally obviously, but I knew it. I knew I would do those things for him, even the maybes.
The wait killed me. Eventually I distracted myself with homework.
Bing!
There it is. The reason for my anxiousness.
Good job filling out the list. I'm excited to teach you about the things you don't know. I'm also excited to be testing your limits. I'm going to assume your experience is very low to barely existent which explains both your lack of knowledge and most of your interests as "maybe." Except the things we've tried.
Now, you did an excellent job doing this quickly. Tomorrow, make sure you leave your car security off. Lock your car with your keys or the button on the door.
You can jack off today. ONCE. The one time you do, take a camera and film yourself and send me the video. Also, in the video I want to see you taste your own cum.
Last, hang out with your girlfriend. At the end of the day, email me again with your thoughts. Tell me where you're at with everything.
MT
I read through the email three times before it finally all sunk in. I was supposed to film myself jacking off and eating my cum. Then send it to the guy. And I was only supposed to do it once. Just once. How would he know if I only jacked off once. But I knew I only would jack off once. I knew deep down that it would happen.
The morning passed slowly after that. Nothing exciting happened as I did my homework. I had lunch and then went to hang out with Chrissy.
We enjoyed the afternoon just walking around a park and laying on a beach. The time together reaffirmed my feelings for Chrissy. I loved hanging out with Chrissy and spending as much time with her as I could.
Our evening finished at Chrissy's house. We were both fairly horny from the afternoon. After dinner we laid snuggled up on the couch. Both of our hands were all over each other. Suddenly I remembered Thomas's words to only jack off once. Although, I figured this wouldn't count as jacking off.
Chrissy and I made out and swapped oral. I enjoyed the whole experience. Both of us had intense orgasms from each other's mouths. Chrissy drank all my cum, and I drank all her juices. We just laid in the afterglow of our orgasms until about 10:00. I finally called it a night and headed home after I gave Chrissy a good night kiss.
When I got back home, I immediately went to my computer turning it on. I opened up a new email and started thinking about what I was supposed to type:
I know for sure that I really like my girlfriend. I don't know if I am in love with her but I definitely care about her a lot and like spending time with her. I really want to stay dating her. I definitely still feel guilty and don't know how I could tell her about whatever we do.
I am excited to see you tomorrow though. I definitely missed seeing you today.
Alex
I hit the send and waited. I was quite content from Chrissy so didn't feel the need to jack off.
Bing!
Nice job with the email. I am sure that as we go on they will get longer and more detailed. I am surprised I haven't received your jacking off email, but I assume you did stuff with your girlfriend.
Now, you lost your time to jack off. Remember no touching yourself unless I say so. And remember to turn off your car security. There will be a present waiting there in the morning with further instructions. And to help with you missing me I attached a photo.
I hope you enjoy. See you at 9:00 sharp at the gym.
MT
I don't know what it was about him, but every time he congratulated me, I felt proud. It was silly, but that was how I felt.
Thankfully, I had remembered his earlier instructions about my car so I didn't have to go out. But the present intrigued me.
When the picture loaded, I immediately regretted it. My dick got instantly hard as I saw Thomas's huge cock pointing straight at my cum-covered face. My face in the picture was incredible. I looked happy and excited to have cum on my face. The picture made my face remember the feeling of having the cum on my face. I remembered feeling it drip down over my eyes and down my cheeks. I sorely wished I hadn't lost my opportunity to jack off. I knew I'd put it off, but it would be a struggle.