Woah!

It is Day 8, I have made it a week in the Chastity and it hasn't been bad, it's been a little over 10 days since my last orgasm but made me all the more submissive. Yesterday I found a guy on craigslist that offered to have a torture session, he was older, a lot older, but with as submissive as I got Curiosity took the best of me. I will give you the details.
I was told to wear a shirt that I didn't want anymore, I got to his house he opened the door and told me to have a seat at the table, he had his cuffs laying on the table, he asked what I wanted and I told him to do what he does,(he doesn't want sex just the fantasy of whipping, flogging, and torturing) he placed the cuffs on me put a blindfold on me and then we went to the "dungeon" my hands were tied behind my back and my shirt was ripped off. He began to flog my chest I would say about 30 lashes, he then took me to the wall where he hooked the cuffs on to the wall with me facing the wall, he then flogged my back. he had this table kind of thing that you had to lean over so your ass was out, he stripped me of my pants and gave me a few spanks, he then grabbed his flogger and flogged my back and ass a few times, he used his whip too. He untied me from there and took me to his stretching rack. He tied my hands and my feet and then cranked it a bit. He oiled me down with god knows what and then massaged my torso. he then lit a candle and let the wax play begin, he dripped wax all over my torso until his candle ran out, there wasn't much left of it but he managed to cover my nipples and get a bit of my torso, he also got my underarms and if you have never had that I strongly wouldn't recommend that for those who can't handle pain. He took me to the wall again and got his pliers. he had another screwdriver tool that was pointy and he grabbed my nipple with the pliers and I honestly thought he was gonna pierce me lol. He pulled my nipples with his pliers and it felt great. he then applied 3 clothespins to each nipple and then got a ruler and began smacking my stomach. We went back the the rack and he tied me the opposite way. He grabbed his plasma wand and began waving it over my torso getting closer and closer to my nipple and then, ZAP!! he did this for a few minutes then came the final flogging, he had my hands spread as far as they go then he told me that he was gonna whip/flog me 100 times and I had to count them out loud. here is the catch, If I stopped counting or lost count we would start over, he grabbed his whip and 33 whips 1 right after the other, then he grabbed his flogger and used that 17 times before moving me back to the wall, he used his small flogger 16 more times then he grabbed his big flogger and finished off the 100 lashes. that was the session and it was great, I do wish he would have focused a little more on flogging, smacking, or spanking my ass but I will say that it was fun.
As Always,
-Gabe :)

Day 6

As day 6 begins my mind has started easing off the fact that there is a cage around my pathetic, worthless, good for nothing dick, my ass is stuffed full with a plug which is what I think about most of the time now, it's been nearly 9 days since my last orgasm and I still have 86 days until my release just thinking about that excites me, knowing that I won't have an orgasm for 3 months, it has sure made me all the more submissive. I have to sit when I pee like a little bitch that I am as Master says. I'm getting ready for a little vacation in a few weeks and I have to go through airport security but I'm not scared as it is a silicone device and plastic lock so I won't set off metal detectors but I do have to go through a body scanner, I wonder what is gonna run through that security guards mind when they see it. College starts tomorrow for me which is  gonna be rough, seeing all these hot people and not being able to do a damn thing about it, oh well as long as my chastity device isn't noticeable I am fine with that!
Gabe :)

                                                         Can You Tell Im In Chastity??

Sitting down to Pee like a Bitch

Day 5- Home Alone

It's Day 5 in chastity and I am finally accepting the fact that I no longer have control of my manhood. I went out last night and sadly knew that I wasn't gonna get lucky. Master Said that at all times I am to be plugged as well. I am to Plug my man pussy and then tape the plug in Place, that is until I get a Better Plug, one that Master approves of. Today has been a good Day, My dad took My baby brother to look for a new car so I got the house to myself. When I am home alone I am always naked, it's been a habit since I can remember, The only thing on me is my Chastity and Duct Tape across my ass to hold my plug in. Only a Matter of time before My house will be finished and I will be naked at home all the time. Being dressed only when I go to work or the gym. I tried running on the treadmill today while plugged and that was a new experience, not very easy. Sorry For Today's update not being very interesting, but stay tuned and hopefully soon I will do another Anal Cumming story if Master lets me do it again, after all Master Said I could orgasm, I just had to do it Anally.

As Always

-Gabe :)

Day 4 and My First Anal Cumming Expirence

So as my 4th day begins so does the want to come out, totally kidding, but a release soon in the future is not happening, I was told by Master last night that I won't be let out for 3 months!! This is my first time going 3 months straight in chastity as last time I removed it to clean it every day, I recently found a bottle that I can use to clean it so there is no need to remove my device, Master also told me that I have to tell everybody about my first anal cumming experience,
My Story
It was a few weeks back, I was locked in chastity and I asked master to let me cum, thinking that he would let me remove my chastity and jerk off. Boy was I wrong, he told me to get a beer bottle and the largest ass plug I have, I am glad he let me use lube too, because sometimes if he is having a bad day then I don't get to use lube. I was laying on my bed naked and he told me to start fingering, after a minute or 2 he told me to get my plug and begin fucking myself with it. 5 minutes went by and it was time for the beer bottle, I lubed it up and began fucking myself with it in many different positions, first on my back with the computer between my legs, then I had to ride it and call out Masters name, "oh thank you master, harder master, I'm your little slut boy master!" He told me I was to fuck this bottle for 15 minutes but after about 6 it happened I CAME, ANALLY!!! Most amazing orgasm of my life, master called me a little bitch boy and made me keep going to pose for pictures he was taking! I make some ugly faces when I have something up my ass but I feel like we all do. My ass was stretched for a long time after that, Master told me to find duct tape so I could tape a plug up my ass because he said "a Boy's Pussy Should Always Be full"
Thanks for reading as always!!
-Gabe :)

My Chastity Journey Begins, Day 3

As of now it is the end of my 3rd Day in chastity. I have not had an Orgasm in 5 days. I haven't served Master in a few weeks either, last night when we talked I was telling him about how I enjoyed being a sex slave and in Chastity and he sent me the following messages:

-you are a worthless sorry excuse of a guy
-you serve as a cum dump
-and a urinal if needed
-might as well strap you in a pulic bathroom and charge guys 50 cent per minute for your ass
-peeing is free
-most pathetic part is, while most guys would kill themselves after going through that
you'd sit there, soaked in cum inside and out...with what would be a raging hardon if it weren't for the              cage keeping your supposed "dick" in place
-but hey...it's not like you need it anyway
-you're a bitch
-and bitches get fucked
-they cum while getting fucked
-much like you did before
-do you remember, faggot?
He also told me that I won't be cumming for a few months. I am looking forward to this, well kind of. Master always knows what's best for me, all of me. I am fairly new to this and will hopefully get better at updating it. I Do plan on updating it every night before bed so keep checking back. These pics are from today!
-Gabe :)

About Me!

Day 3,

My Name Is Gabe and I am A slave. I am 19 Years old and currently run 3 businesses. The Irony of my life is that I boss people around all day to come home and be bossed by Master. I have never seen my masters face, as I serve him through Skype, but that changes nothing. I have served master for nearly 2 years. I have very recently got into chastity and boy do I enjoy it. Having my manhood taken away from me and given to Master has made everything better. The Longest I have been in my device is 12 days. I intend to for more days or even months without release, after all it is all up to him. I am very kinky and believe me I will share details with you. If you guys have any requests please don't hesitate to email me. By the way I crop my Face out of the picture and will not post any with my face just to let everyone know. I do hope you enjoy reading this, I guess you would call Journal about my Chastity Journey. Thanks For Stopping By,

-Gabe :)