Dildo Challenge

Micro vs 6 inch dildo

Micro vs 6 inch dildo

Just a micro hard or soft

Snow White & the Two Black Cocks

Snow White & the Two Black Cocks

1

Sissy Snow White

Comparing to Dildo

Comparing to Dildo

1

The size difference is off the charts. That’s why I belong is chastity.

The size difference is off the charts. That’s w ...

1 1 2

Sissy in chastity vs dildo

Mistress E Have a seat on it and show how a good sissy takes a cock

Sissy Donna I did, Mistress. I have quite a bit now. It’s really big!

Sissy chastity dildo humiliation

Sissy chastity dildo humiliation

Chastised Sissy Permanently

Strapon goddess humiliates inferior dicklette

Strapon goddess humiliates inferior dicklette

7 1

Small Dicklette Captions

Tiny dick83 my tiny cock needs to be humiliated

Small pinky dicks can not compete with big man meat

Small pinky dicks can not compete with big man meat

3

Penis Rating & Humiliating

Help Donna deep throat some dick

Help Donna deep throat some dick

2 4

Sissy Cock Sucker Training

Femdoms Rule Gag on it sissy slut

Show Your Tiny Dick Liked and here's a comment for another one. Gag on that rubber cock lol

Juliegurl Take it all the way in

It doesn’t get smaller than this. No seriously, it doesn’t.

It doesn’t get smaller than this. No seriously, ...

Sissy chastity boy

Dildos feel better than small dicks

Dildos feel better than small dicks

3 2

Small Dicklette Captions

2small4u my ex also preferd her dildo. my job was eating pussy

Tiny dick83 it's true my wife prefers to stick her big dildos in her pussy rather than my tiny cock

Tiny Prick Terry vs Big Dick Dildo

Tiny Prick Terry vs Big Dick Dildo

1

Tiny Dick Terry the Fairy

Tiny Dick Terry

Precisedb30 I’ll suck those big fat balls while I jerk my hung cock and sit on that long rubber

Sorry sweetie, 3.5 will never equal 9.5. You will always be a micropenis sissy loser, DJ. Now gu ...

Sorry sweetie, 3.5 will never equal 9.5. You wi ...

1

Dildo challenges and comparisons

Compare your cocklette to my dildos

Compare your cocklette to my dildos

7 1

Show Your Tiny Dick

Tiny Cocklettes

Tiniestdickwimpever I can't compare to your dildos or real men's size cock's but I can compare my fully erect mi...

4 versus 10. I don’t think 4 will ever come close. I can dream though!

4 versus 10. I don’t think 4 will ever come clo ...

2

Dildo challenges and comparisons

10 inches versus 1 1/2. It’s not really a competition, is it?

10 inches versus 1 1/2. It’s not really a compe ...

1

Sissy in chastity vs dildo

Dildos compared to my dicklette.

Dildos compared to my dicklette.

1

Dildo Comparisons (toys were ex’s)

cjack Cute little dick!

Dicklette Failed the Dildo Challenge

Dicklette Failed the Dildo Challenge

1 4 1

Show Your Tiny Dick

Dildo Challenge

Sissy Donna That’s exactly how well I would do. Maybe worse actually

Dicklette vs Peter & Lex

Dicklette vs Peter & Lex

1 2

Tiny Penis Club Member

cjack Nice. You should sit on them until you have a sissygasm!

Jerkieboi TY, Sir … i have … and, i get pegged frequently by them.

Awe sweetie, you simply will just never measure up. That’s okay, you enjoy taking big dicks, don ...

Awe sweetie, you simply will just never measure ...

3

Cucky in women’s skinny jeans

cjack You’d love taking my big dick and my loads. You’d love being my little sissy!

Cucky Yes I would, Sir.

cjack Such a good sissy!

How did I do this time, Mistress? Not well, cucky, not well at all. 🤣

How did I do this time, Mistress? Not well, cuc ...

Pink V chastity

Micro penis versus 9 inch dildo. The winner is… not cucky!

Micro penis versus 9 inch dildo. The winner is… ...

Dildo challenges and comparisons

Comparing and dreaming of what I wish I had!

Comparing and dreaming of what I wish I had!

1

Sissy in chastity vs dildo

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