What's The Longest Relationship You've Ever Had With A Boy *without* Locking Him Up Forever?

What's the longest relationship you've ever had with a boy *without* locking him up forever?

Not long enough! I think longest-lasting boy was three boyfriends ago. He lasted about three months before curiosity got the best of him. He was a pretty big talker and loved to make fun of the boys I keep locked. Motorcycle dude. You know the type. The more he learned about what I do to boys, the more hilarious he thought it all was. In fact he got in trouble several times in the court of Agni because he kept mocking the guys who came to see me for their unlocking.

We were messing around after dinner one evening; he was naked and trying to get me off the computer and into bed. While he waited, annoyed, he absentmindedly fiddled with the cage that I keep on display. He was pretty familiar with it because he loved to twirl it on one finger and grin like a wolf any time a locked boy was present.

Him: “I don’t think I’d even fit in one of these things.”

Me: “You would.” I was only half aware of him, busy with my work.

Him: “How do you know?”

Me: “I’ve personally put that thing on hundreds of dicks. I know exactly what size of dick it fits.”

Him: “Are you saying I have a small dick?”

Me: “I’m saying you’re a big dick and that you have an average sized penis.”

Him “No way…”

He put it next to his flaccid penis, sizing it up.

Him: “See. I’m too long.”

Me: “By a quarter inch. That’s just the right size.”

Him: “It’s not wide enough.”

Me: “It is.” I went back to my emails.

I didn’t notice what he did next. After several minutes he sort of huffed.

Him: “Huh. I guess it does fit.”

My attention was suddenly yanked from the computer.

Me: “You didn’t!”

Him: “What? I just wanted to see if it would fit. I didn’t lock it.”

Me: “Jeff! It doesn’t matter! You put that on your dick! It already changed you. Your brain is being rewired so fast right now and you’re just sitting there. Take it off! Now!”

Him: “Ha ha! Whatever! I’m not like one of your idiot circus freaks. I’m just messing around. Sheesh.”

Me: “Then why haven’t you taken it off?”

Him: “Because it bugs you that I’m wearing it. It doesn’t hurt and it’s not hurting anything.”

Me: “Of course it doesn’t hurt. It feels fantastic, doesn’t it? It feels like nice cool grip on your cock.” I slid from my computer chair to sit next to him on the love seat. I ran my hand up his leg toward the cage. “Jeff, if you don’t take this off now I can’t be held responsible for what it’s going to do to you.”

I remember his face in that moment very clearly. It was the face of pleasure drunkenness. He was trying to macho if off but the dumb little smile and dilated pupils told me what I was afraid of. It was too late for Jeff. He snorted at my assertion but still didn’t take the cage off.

Me: “And if you think that feels good, you have no idea. You haven’t really experienced it until you feel the cool metal ring slide behind your balls. There’s nothing like it. With the whole thing on it feels so snug and so perfect.”

He turned the ring over and over in his hands, considering my words.

Him: “No, I know what you’re doing. No thanks. I’m bored. Can we have sex now?”

Me: “Sure! Just take it off, Jeff.”

Him: “You take it off.”

Me: “Jeff, I know you want to feel the ring. You’re going to start getting hard any second and it’ll be too late. Now or never, Jeff.”

Him:  “Fine! But then we have sex.”

Me: “Sure.”

He slid it around the base of his cock and I helped him close it up without pinching him. I put the lock in the hasp but didn’t lock it.

Him: “It actually does feel pretty good.” He adjusted the cage and hefted it. He played with it a little, jiggling it and bouncing it to get a feel for it. “Kind of like a really deluxe cup or something…but better.” He stood up to walk around in it. He hopped a bit and jogged in place. I remember giggling at naked Jeff jogging in my living room. “It’s sort of heavy but it’s amazing how it hugs the body. I thought it would fall off but it’s just, bam! Just right there.”

Me: “Feels good, doesn’t it?”

Him: “Actually, yeah. Feels great.”

Me: “You don’t want to take if off, do you?”

Him:  “I could wear it for a while if I had to.”

Me: “Could you? I don’t know, Jeff. You aren’t exactly the patient type.”

Him: “I’m patient! I put up with you, don’t I? I could wear this for a long damn time.”

Me: “You couldn’t last two days in that thing. You’re not as strong as the weakest of my boys.”

Him: “Not strong?! Care to make a bet?”

Me: “Sure! Two days. No asking for release. If you make it I owe you twenty bucks and a blowjob. If not, then you wear if for a weak.”

Him: “You’re on!”

I motioned to the lock and he snapped it shut. I could see the little latch in his brain flip at the same instant, as if that was what made the “snap” sound. He got that drunk-looking vacant expression as he tugged at the cage, that face that I love so much, the expression of a man who is slowly coming to grips with the fact that he no longer has access to his favorite member, the realization of true loss of control.

Me: “Ok, now on to the sex that I promised. And since your cock is occupied with his new metal girlfriend I guess you’ll just be going down on me this time.”

You already know what happened to Jeff, don’t you good reader? He didn’t last two days. He lasted about 18 hours before he begged me to take it off so he could “nut”. I don’t think he even realized he was losing the bet when he did. It didn’t help that I wore yoga pants and a low-cut, tight-fitting top around the house the whole weekend and kept bending over in front of him with every opportunity. Woops!

Jeff and I stayed together for another month but his love affair with chastity grew out of control faster than he expected. By the time I finally let him down easy, he didn’t really even care that I was breaking up with him. All he seemed to care about what that I continued to be his keyholder to help him through, to support him in his transition to extended chastity. I was glad to do it and to add his key to my collection–just another locked boy.

PS: I’ve been seeing a new man lately. We’re taking it very slow. So far he’s lasted a couple months without succumbing to the lock. Root for him, guys!

PPS: Hey Jeffy! You say you don’t have a tumblr account but I know you perv me on here all the time. I hope your new metal girlfriend is treating you well! I do miss your cock on occasion but not nearly as much as you do.💋

More Posts from Dangerousangleofadream and Others

9 months ago
“But…”

“But…”

“I’ll just toss something right there.”

“On the fl…”

“Yes. And when you’re done you may lick until clean.”

I Think I’m In Love.

I think I’m in love.

7 months ago
Show Me Your Deepthroating Skills

Show me your deepthroating skills

Show your support or request custom captions via my Poof donation site: poof.io/tip/@worshipbrats

  • oyeai812
    oyeai812 liked this · 1 week ago
  • clim9y
    clim9y liked this · 2 weeks ago
  • jkof
    jkof liked this · 2 months ago
  • liberacci
    liberacci liked this · 3 months ago
  • kinkedblog
    kinkedblog liked this · 4 months ago
  • elithegentledemon
    elithegentledemon liked this · 5 months ago
  • anna1wh3q
    anna1wh3q liked this · 6 months ago
  • lockedandhappy
    lockedandhappy liked this · 6 months ago
  • nanananassdasasd
    nanananassdasasd liked this · 6 months ago
  • philipkthick
    philipkthick reblogged this · 7 months ago
  • philipkthick
    philipkthick liked this · 7 months ago
  • soton99
    soton99 liked this · 7 months ago
  • blogfromfranz-blog
    blogfromfranz-blog liked this · 7 months ago
  • lllo9
    lllo9 liked this · 8 months ago
  • thehornyhubby
    thehornyhubby liked this · 8 months ago
  • pallepulppu2
    pallepulppu2 liked this · 8 months ago
  • knowmewell
    knowmewell liked this · 9 months ago
  • luvingitall24
    luvingitall24 liked this · 9 months ago
  • dog20002
    dog20002 liked this · 9 months ago
  • beta2bbten
    beta2bbten liked this · 9 months ago
  • tymeup
    tymeup reblogged this · 9 months ago
  • lovemydominatewife
    lovemydominatewife liked this · 9 months ago
  • tmikee
    tmikee liked this · 9 months ago
  • femdomcouple
    femdomcouple liked this · 9 months ago
  • straponpeter
    straponpeter liked this · 9 months ago
  • orgasmdeni4l
    orgasmdeni4l liked this · 9 months ago
  • hotfire
    hotfire liked this · 9 months ago
  • another-random-dom-3
    another-random-dom-3 liked this · 9 months ago
  • houstonsubblog
    houstonsubblog liked this · 9 months ago
  • reg-joe
    reg-joe liked this · 9 months ago
  • davidnew1992
    davidnew1992 reblogged this · 9 months ago
  • keenmiracleyouth
    keenmiracleyouth liked this · 10 months ago
  • cataclystr0phe
    cataclystr0phe liked this · 11 months ago
  • stay-eternally-denied
    stay-eternally-denied liked this · 11 months ago
  • tonychastity
    tonychastity liked this · 1 year ago
  • qidynamics
    qidynamics reblogged this · 1 year ago
  • nytrogetb
    nytrogetb liked this · 1 year ago
  • qidynamics
    qidynamics reblogged this · 1 year ago
  • lifeat65mph
    lifeat65mph liked this · 1 year ago
  • foxprime007
    foxprime007 liked this · 1 year ago
  • hungredheadswitch
    hungredheadswitch liked this · 1 year ago
  • submissiveboy4miss
    submissiveboy4miss liked this · 1 year ago

dangerousangleofadream.tumblr.com/archive dangerousangleofadream.tumblr.com/random

9K posts

Explore Tumblr Blog
Search Through Tumblr Tags