Jizz

Pic from a dhgate sale that would have had me doubled over in pain if I were currently locked up.

chastity

Finally got my Mature Metal back with a proper ring size and spent my first night in it.... pain...

chastity

Decided to add some pain to my self lock session.

chastity

I love it but wow the pain :)

chastity

Bought a metal cage with 19cm urethral tube and I'll never regret it. Woke up to this awesome pain a few nights ago.

chastity

Arrrgghhhh. The pain is real.

chastity

[DOM][KIK][GFE] I want to make you MINE! Cuckolding, chastity, pain or denial all in my power.

FetishSelling, Sexsells

Day 2/3: woke up to a painful erection. I don't want to have erections.

chastity

I sorta miss the painful mornings of starting out.

chastity

Day 2/3: woke up to a painful erection. I don't want to have erections.

chastity

painfully exposed caged dick

chastity

My pig embarrassed me by disrespecting another Goddess. His next month of chastity will be extra painful

FemdomMatriarchy, femdom_gifs

Goddess Mandy is living up to her promise of making my chastity painful and tortuous

FemdomMatriarchy

The most painful fun I have ever experienced. PM's are welcomed ;)

chastity

Day 7 of lockup, day 21 of no orgasm. Dull achy pain in right testicle. Is this normal?

chastity

Got woken up by a painful erection in my cage recently, and the frustration kept me up all night...

chastity

"sounds like *your* problem" (Miss's response to my complaint that I wake up with painful erections in the middle of the night)

chastity

I don't have a chastity device for my pathetic sissy clit yet so I thought I should at least pretty it up like a good girl and make sure to do it up nice and tight so it's painful like a good sissy bitch.

Sissies

I love this cage! Slept the whole night through without a painful night erection, not that Miss cares.

chastity

Only a temporary tattoo for now.. How painful would it be (in that area particularly) to have this done permanently?

chastity

In pain after my first overnight lockup

chastity

It is her right to abuse you. It is your privilege to please her with your pain. [Femdom], [cbt], [chastity]

xxxcaptions, keyholdercaptions

First night locked up, any tips to stop this (very painful) chafing?

chastity

Morning wood: “It looks painful”

chastity

You crave the teasing, don't you? You crave that delightful pain you feel as your cock tries to get hard. You crave the knowledge that she's not going to let you out, that she owns your dick and she likes to keep it locked.

chastity, u_TheRopeIsForMyBoat

Painful, but true

chastity, u_TheRopeIsForMyBoat, SmallPenisHumiliation, stuffthatturnsuson

Pleasure for her pain for me

chastity

1st night in chastity: Can a thighter ring fix the pain?

chastity

Second day in chastity - First night without any pain or issues - Im really happy im getting used to my Chastity Device

chastity

Going through reddit is painful

chastity

Painful Boner

chastity

24 hours hours complicated sleeping at night is hard morning hood is painful ? every up vote will add one hour every comment will add one day daily my locked clit photo will be uploaded until days end

chastity

Too Tight? [Chastity] [Malesub] [Pain] [Humiliation] [Goon]

xxxcaptions, keyholdercaptions

It's painfully hard to stay soft

GayKink, CockBallTorment, chastity, foreskin

This was my 1st ever night locked up, my balls were so swollen and blue, the pain was exquisite

chastity

It wants out so bad it’s painful ?

chastity

Wow, the pain from getting hard in the spiked chastity cage has made you too scared to even have an erection when you're not caged...

keyholdercaptions, femdomcaptions, u_pitchardg

Well Fuck Me! after 72 hours, I just learned I have a very high pain tolerance, I thought nothing was wrong but this doesn't look or feel right. Ordered new cage, any advice on making it heal faster?

chastity

waking up together, teasing his painful morning wood

ChastityCouples, u_Theresia69, chastity, ChastityCuckolding, RealFemdomCommunity

Would a cage with anti-pullout spikes make erections painful?

chastity

Painfully hard

chastity

Morning wood is painful.

chastity

Trying oh so hard to cum from anal... Also first time managing to use my insert; it's painful but oh so nice

chastity

? Such pains ? Very shock ? Much wow ? I’ll [rate] your CBT – if you send your BTC (or Doge/ETH/cashapp/etc) ? CBT tasks, nerdy cock + cum [rate]s! Cums with a personalized graphical scorecard + 3 nude pics! ? Gentle [Dom]me, chastity, JOI, CEI, [GFE], si

Sexsells