Not even close!

Its warm, thick and probably a lot less than it feels like, but the contents of the condom is now sitting at the back of your mouth and tongue. You are unsure if you can swallow whats now in your mouth with the gag in place without gagging, "Aww... poor sissy can swallow my cock, but not a little cum..", they coached you on while stepping back to examine you, laughing some more.

Time didn't seem to be going at a normal pace, it was starting to feel longer than the few seconds it had been setting in your mouth, and you had to swallow it! It also didn't help that you were now fixated on the taste and texture, the way it moved around your mouth while you positioned your tongue or adjusted your head, trying to make the swallowing motion easier, trying to avoid the impending gagging effect

"Next time...", they are staring at you as they talk, ".. I'll put a bowl or something under you..", you moan slightly in confusion, your gag reflex opposing the attempt, your Sissy Master at least didn't appear to notice.

"You've been leaking all session!", you try and think what they are talking about and they explain for you, "Your newly locked cock...", you watch them reach down and out of your eyesight, roughly grabbing your caged cock. "...is crying with the joys of being my new Sissy!"

*Groan*, they rub and pull at your exposed balls, causing you to wobble in your restrained position, "Leaking from all the excitement! None of the other sissy maids leak this much!", they proclaim with a harder squeeze as you...

*Groan* and fall forwards, your Sissy Master and catching you just before your face hits the polished wooden floors uncontrollably. You cough at the sudden chain of movements and as they pull you up you have a clear view of the pool of cum on the floor with a string of cum or spit leading to your mouth.

[Quest Mode Active - Sissy's Blow Job Training - Pt 1] - Failed!

Reward: Cage Release and Equipment Lock Release

• Conditions:
• Provide Sissy Maid Dawn with a deep throat blow job - COMPLETE!
• Provide Sissy Maid Dawn with their first orgasm in 2 years - COMPLETE!
• Do not spit, attempt to swallow everything from Sissy Maid Dawn - Failed!

Failure Penalty: NPC Sissy Maid Dawn will retain key for Chastity Cage after session until an undisclosed point in time, or after additional conditions are confirmed.