One Boy's Journey Through Chastity

Chronicling my evolving desire to lose control. Would love to hear from any and all of you (especially other guys in NYC) and answer any questions you have. You can reach me at [email protected] or red_head_m69 on Y! Messenger

[bedstuyboi]

what part of new york are you from

I'm originally from around Albany but now I love in NY (Queens specifically)

[chuhnky-deactivated20140423]

Everyone who reblogs this will get a dare in their inbox Whether you choose to accept it or not is your choice But you will get one

[bedstuyboi]

Finally relocked and heading back to the gym for the first time in ages too to start working off that winter weight

[bedstuyboi]

What could be better on a cold snowy morning than long underwear, wool socks, hot coffee and cinnamon rolls, and most importantly warm cuddly bf? Nothing that I can think of :)

[bedstuyboi]

If keeping your boyfriend's dirty jock under your pillow because you won't get to see him till after the holidays is wrong, then I don't want to be right!

[collegespank-deactivated2017100]

"Pleeeeeease?"

"Come on, you’re the one who is always whining about me embarrassing you in public."

"Well, yeah, that’s just when you threaten to spank me. Or actually do spank me. Or grab me by the ear and drag me to the bathroom to pull down my pants and-"

"Where are you going with this, bud?"

"It’s just that we’ve been out aaaall niiight, and I’m so tired I can barely stand. And you’re so awake, and big, and strong, and manly, and nice, and so, so awake. Did I say that alr-"

"Fine, but only for a couple blocks."

"Yaaay!"

The little rascal leaps into my arms. He snuggles into my shoulder, sighing contentedly. Within a dozen steps, he’s out. His steady breathing sends pulses of warmth down my arm. I roll my eyes. I’ll have to carry him all the way home, like I knew I would.

I smile.

[mosthottestmen]

[bedstuyboi]

So hot

[mansmells]

[armpitluvrs]

mansmells - Because a man…

[bedstuyboi]

So true, Thankfully, Sir never fails to smell like a man.  Mmmmmm

[thebiggerthebuttthebetter]

Cute Bubble

[getttingfatter]

;)

[bedstuyboi]

That's the kind of butt I want to get!

[bedstuyboi]

I have a question for all of my followers out there and I hope that now that my followership (everything is a real word on the internet, don't judge me) is growing I might actually get a response to this question.

We're rapidly approaching 3 months since I started seeing Sir and 3 months locked by him. I feel like I should do something for him to commemorate the occasion and thank him. Any ideas?

Feel free to send me a message through tumblr or my contact info is in the blog description. Hope to hear from some of you soon! And yes Sir, as my most loyal follower you are welcome to chime in too.  ;-)

[zweelovethebeauties]

[bedstuyboi]

Awww

[shootinmypit]

[westendpig]

Heaven.

[bedstuyboi]

Agreed.  I know Sir and I are both happiest when my face is buried in his pit.  Although....he does like it when it's buried in his ass too

[bedstuyboi]

Besides the photo of sir in the background, my favorite part of looking at my phone. Counting how long I've belonged to sir and how long since I've last been allowed to cum. Isn't technology great? !

[thefootfiles]

[spezialauftrag-deactivated20180]

Mhmmmm…. What’s happening next….???

[bedstuyboi]

What indeed

[goldfarts]

A good boy.

[bootbrushpup-deactivated2018030]

Who couldn’t be happier: kneeling at your Mans feet, His boot between you legs and allowed to hug His leg…

[bedstuyboi]

Agreed. I love kneeling at Sir's feet

[bedstuyboi]

For the second weekend in a row Sir has gone off on out of state adventures where he has limited cell reception. This has had the unfortunate effect of making me more distractable, unfocused, and in all honesty a little glum and irritable. Interestingly today we've been more chatty and ass soon as we started talking more I got happier and more cheerful. Who needs antidepressants when they could just have a Sir?! Haha

As we approach the end of my second month without orgasm I've also been left rather susceptible to my increasing bouts of horniness. I'm getting a bit frustrated with myself over it though. Not for the horniness. That is to be expected after two months. And it pleases Sir that I'm having a harder time controlling my urges to cum and started being him. So that is a high point of my dilemma.

But I'm frustrated with myself because when I'm not regularly speaking with him my horniness tries to turn my libido outwards. It makes me want to drop to my knees or bend over when I see a nice bulge. And don't even get me started on the gym and tumblr!

Now naturally I haven't acted in any of these urges or heaven forbid given into my horniness and cum,  though I have been masturbating and edging (and before anyone cries foul Sir is aware of the fact that this occurs and is happy that it has begun to result in my begging). But it feels like there's an element of betrayal involved. When I'm with Sir he's all that I need to be satisfied. So why is my mind wandering? When I speak with him I snap back to being focused on him and when he cums while I service him I'm satisfied even more.

It's this all normal? Or at least as normal as it comes when dealing with Sir/boy relationships that involve long term chastity? I don't know. All I know is that I'm a confused boy. I hope you enjoy this new view into the inner workings of your boy's mind as much as you have the others. And any thoughts and comments are more than welcome.

[bedstuyboi]

Day 50: Got news that I'm getting a promotion at work. Sir asked how I would like to celebrate. Obvious answer! Beat my balls and let me cum! Cut to me tired to the bed frame. The evenings festivities included electro, ball clamp, wartenberg pinwheel, collar, rope, blindfold and an amazing sweaty jock for a gag (have I mentioned how much I love the way he tastes and smells? Is especially good after a few days without a shower. Yum!) Now cut to the end and his fist around my balls squeezing the life out of me and occasionally touching my cock. He asks if I'm close and I have to be honest and say "No Sir". His response... "I guess tonight isn't your night" and I feel a big load of his cum shooting onto my thigh.

<SIGH> He's amazing...