Do you allow pegging on a first date?
u/MissyGraves — 4 hours ago
r/sissifymecaptain
If I asked you to wear this, wouldn't you be afraid to stay after the party with me and my bisexual friends?
u/bright_sunshine1818 — 10 hours ago
your mouth exists to service me
u/MastodonAfraid7013 — 14 hours ago
Should I fuck your mouth or your ass first?
u/Goon4Brains — 21 hours ago
u/Crazy_Lengthiness448 — 17 hours ago
It doesn't matter what I say, your dick will always be smaller than a peanut
u/Crazy_Lengthiness448 — 17 hours ago
u/Gingerbreadcharlie19 — 1 day ago
u/Gingerbreadcharlie19 — 1 day ago
Write "yes" if you want me to fuck your ass
u/Ulaena — 19 hours ago
â–² 12 r/sissifymecaptain
If we started dating, would you let me fuck you hard or slow?
u/TrinketThick — 16 hours ago
Curious how many guys would actually enjoy pegging every day
u/Cowg1rI — 1 day ago
If you find I love turn guys into my anal whores , would you be one of them?
u/MastodonAfraid7013 — 1 day ago
This picture is an invitation. A very direct one
u/TrinketThick — 1 day ago
Will you let me make you cum once, or do you want something smaller in your ass?💬🖤👿
u/bright_sunshine1818 — 1 day ago
the only thing you will be able to choose is where you want it first
u/Ulaena — 2 days ago
u/Crazy_Lengthiness448 — 1 day ago
â–² 11 r/sissifymecaptain
How small is your penis? I'll decide what punishment you deserve
u/TrinketThick — 1 day ago
u/wiiolinist — 3 days ago
I want to help your tight ass get loose
u/gorggirlmia — 3 days ago
u/MastodonAfraid7013 — 3 days ago