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HoldingIt

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

19

Like a broken tap...it kept leaking!

57

Was pretty backed up (messy ruined orgasm)

10

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

Not allowed to cum

13

Yes its hard. But you must hold it

34

Couldn't hold it in

11

Failed challenge = Ruined orgasm

12

Sometimes, its simply not possible

26

Is four-on-one even fair?

25

I couldn't hold it any longer

12

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

28

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

Are you able to hold it back when your favorite Mistress is riding you?

35

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

10

I came like a water hose

30

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

53

6hrs of edging, i had to milk it

12

6hrs of edging, i had to milk it

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

17

I couldn't stop it mid way

29

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

Couldn't last long enough to claim his prize

46

I tried to hold it but i was so horny

40

I made a mess (prev link was broken)

27

The only way male orgasms should be. Ruined

48

Ruined after the prayer

74

Having a couple of ruins, got a bit messy.

14

I couldnt hold back

43

Table Service

17

She tried so hard, but

71

Edging with two ruined orgasms

38

He was not allowed to cum

20

So. Very. Close.

57

Ups . Opened my hand just in time

18

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

30

I knew he couldnt hold it

20

He never had a chance!

11

Oh, fuck.

14

Perfect time ruined

17

after 2 hours of edging

34

Fuck, ruin, spray, repeat

15

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

13

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

47

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

21

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

10

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

15

And here's some more ruined orgasms

19

it's just a kiss

21

Ruined With an Hair Band

14

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

Look at how much life you wasted!

12

soooo close.

28

Failed edge after a long session

10

Fleshlight surge ruined

17

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

15

I was so close

28

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

Ruined by fleshlight

19

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

17

Spilling my load

39