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HoldingIt

Couldn't last long enough to claim his prize

46

He told her he was up for the challenge, but he may have over committed

38

Ruined after the prayer

74

I not only forced an orgasm out of him by fucking him with my tight pussy, but I also punished him for it with post orgasm torture

65

So. Very. Close.

57

Ups . Opened my hand just in time

18

Look at how much life you wasted!

12

I am clearly struggling so much with these edges! Turn the audio on to hear my pathetic whining and moans

30

Table Service

17

Having a couple of ruins, got a bit messy.

14

I tried to squeeze the base but it was already too late

28

The first of 3 sequential ruined orgasms. He never had a chance

13

after 2 hours of edging

34

I made a mess (prev link was broken)

27

Failed edge after a long session

10

Her limits were being tested. Again and again

109

Damn, I am soooo bad at holding my loads while edging! Someone really needs to punish me

10

Perfect time ruined

17

Yes its hard. But you must hold it

34

He never had a chance!

13

Spilling my load

39

I couldn't hold back after my first ruin...

15

Oh, fuck.

14

soooo close.

28

He denies my pussy with my vibrator, keeping me right on the edge

17

My pet trying his best to hold back his orgasm. Do you thing he succeded by the end?

15

Chastity cage, plugged with a metal sound, pull the vibrator away but none of it can stop me from a brutal ruined orgasm and launching the sound out of my cock (More story inside)

11

Failed challenge = Ruined orgasm

12

I take a bit of time to just lightly drag my fingertip over his frenulum, which eventually sends him over the edge to a semi-ruined orgasm

61

Held the vibrator on there a little too long. Oops.

10

The end of a multiple ruined orgasm session.

11

Still thinking about last time i ruined it, all that cum and no pleasure

17

Ruined by fleshlight

19

He never had a chance!

11

I knew he couldnt hold it

20

The only way male orgasms should be. Ruined

48

My boy is doing so well holding back his orgasm for me

53

One single tear of cum from his desperate and denied dick. After that he was locked back into chastity indefinitely. At least he got to fuck his fleshlight for a short while.

24

I couldn't stop it mid way

29

My pet completely failing to hold back his orgasm

89

Fuck, ruin, spray, repeat

15

I tease his cock and balls with my hands and the feather duster and slowly bring him to the first of many edges. His moans and pleas fill the room. Little does he know that this only increases my desire to be mean and merciless.

39

She tried so hard, but

71

I couldnt hold back

43

Fleshlight surge ruined

17

Allowed out of chastity to fuck, edge and throb... No cumming allowed!

47

it's just a kiss

21

Was pretty backed up (messy ruined orgasm)

10

He was not allowed to cum

20

I couldn't hold it any longer

12

A perfect way to both tease my boy and deny him the pleasure of my tight pussy

19

I tried to hold it but i was so horny

40

Couldn't hold it in

11

Not allowed to cum

13

My boytoy failed holding back his orgasm while I was riding him. Do you think I should give him a strict punishment?

21

Like a broken tap...it kept leaking!

57

And here's some more ruined orgasms

19

Just a bit too much

13

Edging with two ruined orgasms

38

Sometimes, its simply not possible

26