Fresh Dakota Skye

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HoldingIt

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

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

10

Failed edge after a long session

10

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

35

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

21

I made a mess (prev link was broken)

27

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

19

Couldn't last long enough to claim his prize

46

Like a broken tap...it kept leaking!

57

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

15

He was not allowed to cum

20

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

I couldn't stop it mid way

29

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

30

I couldn't hold it any longer

12

He never had a chance!

11

Spilling my load

39

soooo close.

28

And here's some more ruined orgasms

19

Failed challenge = Ruined orgasm

12

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

Sometimes, its simply not possible

26

Oh, fuck.

14

Ruined after the prayer

74

Ruined With an Hair Band

14

Close, but no

40

So. Very. Close.

57

Is four-on-one even fair?

25

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

17

Fleshlight surge ruined

17

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

47

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

She tried so hard, but

71

Yes its hard. But you must hold it

34

I knew he couldnt hold it

20

He never had a chance

26

Was pretty backed up (messy ruined orgasm)

10

Ups . Opened my hand just in time

18

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

after 2 hours of edging

34

I couldnt hold back

43

Not allowed to cum

13

Perfect time ruined

17

Look at how much life you wasted!

12

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

15

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

10

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

17

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

53

Edging with two ruined orgasms

38

6hrs of edging, i had to milk it

12

6hrs of edging, i had to milk it

Ruined by fleshlight

19

I was so close

28

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

13

Table Service

17

I tried to hold it but i was so horny

40

Made a mess

10

Fuck, ruin, spray, repeat

15

Couldn't hold it in

11

I came like a water hose

30

Having a couple of ruins, got a bit messy.

14