Bob Wingate's Blog

Diary of a Chastity Slave - 17

 

 

Entry 20

Longest Ever!

 

Oh, this is just crazy—insane! i have now been locked up for seven weeks. SEVEN WEEKS!

 

Can you imagine having a chastity device locked on your body for that long? i literally have not touched my cock in almost two months. i’ve been able to keep this plastic chastity cage, called a CB 2000, clean. It has little bars, like a jail cell. So each morning i can work liquid soap and shampoo in there, and get it between the bars.

Diary of a Chastity Slave - 16

 

 

Entry 19

Master Returns — Part II

 

So after i finished my 1.5 hours of cleaning, Master led me down to His bedroom and laid me over the foot of the bed. He put some kind of covering over my head. i don't know what it was—it felt like some kind of tight, white mesh. Extra tight over my eyes. Covered my whole head. Couldn’t see but could breathe okay.

 

Long ropes were looped through D-rings in the leather wrist restraints and pulled very taut to the headboard. i had no access to undo any knots that way. No hope of escape.

Diary of a Chastity Slave - 15

 

 

Entry 18

 

Master Returns — Part I

 

my Master has been gone for almost three weeks, and last night, i finally got to see—and worship Him again! i missed Him. i have been locked in chastity since before He left. In fact, we weren't sure last night how long i’ve been locked up. i figured out it’s been since before last month, so six weeks now! my longest to date.

 

SIR had me park in His garage for the first time—texting Him from the street to open the door. i pulled in, He closed it from inside and walked to His front door, where He was waiting.

Diary of a Chastity Slave - 14

 

 

Entry 17

 

Cum to The Homo Depot

 

i've been locked in chastity for so many weeks now, that the simplest things turn me on.

 

For example: a trip to Home Depot on Saturday morning... oh, Heaven! i fantasize about the sweaty, hunky guys in tight jeans, white tank tops and black boots (that need licking!) who go there. Grabbing me unexpectedly and throwing me, bound hand and foot, gagged, into the trunk of their car or bed of their pickup. To take me away where they’ll work me over and take advantage of me, even if i beg for release.

Diary of a Chastity Slave - 13

 

 

Entry Sixteen

 

So, picture this (i guess i’m channeling Sophia from “The Golden Girls”): i have had a chastity device—a plastic cage with bars—imprisoning my cock and rings locked around my balls, for five weeks now. An entire month and a week!

 

Can you imagine what that’s like—not having an orgasm for that long? Watching porn. Reading articles about kidnap, etc. and looking at photos about S/m, bondage, getting whipped, etc. All that lust building and building but getting no relief!?

Diary of a Chastity Slave - 12

 

 

Entry Fifteen

 

Called Back into Service

 

i’ve been locked in a chastity device for five weeks now and am going nuts! So today, i thought i’d tell You about how happy i was to get summoned back into service to my Master in December. How this second term began.

 

i started in chastity and service to SIR last October. We had hot encounters but then in December, He unexpectedly said He was going to be very busy and dismissed me. i was disappointed and missed Him but understood. Life happens.

Diary of a Chastity Slave - 11

Entry Fifteen

 

Contact from SIR!

 

i am soooooooo worked up and horny!!! It's been like four weeks chaste now.

 

And i think that only a Man in London and another in New York know i am locked up...

Diary of a Chastity Slave - 10

 

 

Entry 14

 

The Privilege of Service

 

i love cleaning and serving my Master. When i am locked up in chastity, making His life easier and better is the only way i can get some type of “relief.”

 

Recently, He summoned me over after work. i texted Him from the car and then He led me in. i stripped, and He locked wrist and ankle restraints on me—noting they were new. Master had given His pig a list of chores for the evening, which included buying spot remover for His carpet. i love it when SIR takes charge and plans my evening.

Diary of a Chastity Slave - 9

Entry 13

 

Pre-Cum Challenges

 

i thought i'd explain the unique challenges of pre-cumming when locked up in a CB 2000 chastity device.

 

i haven’t cum in four weeks—so long. So the pre-cum flows easily. Well, dribbles, is more like it. Especially when i watch S/m porn, look at photos of slaves tied up, being whipped, hooded, gagged or locked in chains or a cage.

 

Which i try to do often.

 

i also pre-cum when i communicate with my Master—either in person, writing Him or reading His emails. Or when i clean for Him. Or suck Him.

Diary of a Chastity Slave - 7

Entry 11

 

How it All Began

 

Okay, i can't believe i am going to write about this: This must show how incredibly horny i am after all these weeks of chastity!

 

But it might have been the start of my desire to serve, to be of use, to be abused. To show my respect and submission to other males who are cuter, better, smarter, more athletic and more like a man than me.

Diary of a Chastity Slave - 6

 

If you consider the email exchanges I posted the other day as an entry, the following would be Entry 10 from Chastity Slave. Sorry if this one reads like self promotion. Apart from the email correspondence we had when Chastity Slave ordered these videos, which started our correspondence originally, I have not directed any of these entries.

 

Entry 10

Tormenting Myself

i have been chaste for more than three weeks now. i am going insane! And my Keyholder is in Europe for two weeks. So no physical contact with Him. No sucking Him. No being tied up by Him. No doing chores for Him—none of that in my future at least two weeks... 

Although, i do love my email exchanges with Him. And am grateful He takes time out of his busy schedule to write His slave.

Diary of a Chastity Slave - 5

 

 

Over the last few days I've received the following emails from chastity boy:

 

Wednesday morning: Holy crap...! SIR is leaving for two weeks on Friday! i just asked Him if He's going to mail the keys back or wants me locked up the whole time He's gone...?

 

Wednesday afternoon: i have not heard back from him today about if i stay locked up while He’s away... (of course, what does He have to lose, so i’m expecting no release). Unless He says He wants to release me for safety reasons. Soooo horny…

Diary of a Chastity Slave - 4

 

 

Entry 7

Pleasing my Master

 

Today, i want to tell you about the simple pleasure Master let me have by serving Him. By giving Him pleasure. All about Him.

 

He summoned me over after work. i parked and texted Him, He led me in and i stripped. He pulled my head into His crotch. It was wonderful!

Diary of a Chastity Slave - 3

Entry 5

Oiling Up

 

my chastity device dries out—or more accurately, should i say, my dick dries out—half-way through the day. The cause? Urinating. Pee going through the bars washes away the lotion that i brushed on with a Q-tip at the start of the day.

 

If you don't lubricate your dick in the cage, it sticks painfully to the bars. But if you dab some oil on it, it moves around wonderfully. Not only is this much more comfortable, but the movement is a little sexual and stimulating.

Diary of a Chastity Slave - 2

Two more entries from my chastity slave:

 

Entry 3

my Fantasies

 

Being locked up in chastity, my fantasies go wild. When i told SIR this, He instructed me to write them out. This is the email i sent Him. He said some of these will come true!

 

Okay, Master, i brainstormed some fantasies that could happen—some of which i am afraid to tell You—as You requested:

 

• Being tied up and left, in a dark place (i know we’ve talked about it, but i haven’t had good ol’ tight bondage in a long time, so i can’t wait, SIR!)