Out on the Town

"Before anything, I need something to eat and drink; any suggestions?" You ask your two companions. You're sure you look liked a motley crew, with you the most outrageous - Kelsey speaks first.

"What're you hungry for?" She asks.

What follows is a back and forth between you three, which would've been comical if not for how hungry you were. After your Goblin companion complains of her sensitivity to some human cuisine, and Kelsey mentions wanting you three to eat healthy, you settle on a small tavern she knows, with her promising to provide a meal to you as a group. With a wink and a grin she paid for your meal. It all was delicious and made you forget a few hours before you had sucked a dick, and had cum into a diaper a bit after.

"Alright, Kelsey, I want to pay you back for that meal. What sort of work is in this area? Any, erm, quests for the intrepid adventurer?" You ask. This was some medieval area RPG. It had to have quests or something of the sort.

'You're an idiot and I'm bored of watching you eat. Have a free teleport, on me.' Emma's voice crackles into your ear, and you find yourself/your party instantly transported in front of a counter, Kelsey and your Goblin companion none the wiser.

"I'll ask again, before I can hand out a quest, what's your Class?" The bored boy at the counter.

"Uhm, I'm uh...." You hang your head in shame. "Undefined Sissy."

He sighs in boredom and types it out. "Rare class. Can I see your ear?" He asks it with such bureaucratic nonchalance that you nod, only for him to instantly pierce your ear, and turn your neck to pierce the other; holding up a mirror for you, garish bronze hoop earrings now decorate your lower ears. "Right, you're ranked a Bronze Adventurer. Quests on the board."

You've been marked a Bronze Adventurer!
Great work! Civilians may now come up to you to solicit quests.

Kelsey and the Goblin accompany you over to the quest board, and you have three options on the board; all of them seem interesting, with varying details. One just directs you to explore a cavern connected to a grotto, with the two others asking you to be a servant in someone's house or fight some rats. You opt for the latter one, and received a notification of quest acceptance. No mention of money or what exactly you were doing popped up, but it sounded easy enough: explore, come back, and etch a rough map out for the concerned party.

Problems occurred before you'd even left the city, with a guard stepping in front of you with his horse as you tried to pas the threshold of the gate.

"Halt, citizen. Due to ongoing concerns, we have to limit who's allowed out of the city to authorized personnel. State your reasoning." He says toughly. He was tall, taller than Kelsey, and was serious.

"I'm an adventurer. I need to go explore for a Quest." You say matter-a-factly. In front of this man, in his steel armor and on his horse, you're sure you looked positively like a wimp.

He nods. "Follow me. Rogers, take post, have an adventurer to sort out." Your party follows him to a guardpost nearby. When in private, he speaks up once again, pointing to you. "Dress up, if you please."

"For what reas-....." Before you can protest, Kelsey had flipped your bar wench's dress up, exposing your diaper as he shuffles through his desk. SHe whispers into your ear.

"Listen to him, okay sweetie? We need to get out of town." She rubs the front of your diaper and you gasp.

Pre-cum hits its material as he pulls a metal contraption from the desk. "Right, diaper off - anyone leaving town under the Sissy Class has to wear these. Monitors your life ****, and ensures you will be teleported back if you were to lose an interaction."

**** on words, you have Kelsey undo the diaper, taking the cage from the man, who roughly puts the device on your puny dick. From his mere touching of your dick, you feel an orgasm popping off, and you begin to gasp. He pulls his hands back, and Kelsey puts the diaper around your penis, catching all the dribbles of cum. He sighs.

"Thank you miss...." He raises a eyebrow. She smiles at him suggestively.

"You can call me Kels, short for Kelsey; you are....?" Kelsey puts her free hand out, the other rubbing the diaper to check your penis's eruptions. He takes it and kisses it.

"Sir Lloyd. You are in his party?" Kelsey's hand is pulled back, a blush on her face, and she nods.

He takes some time to scribble in an ancient tome, and then pulls a gemstone from the desk, closing his eyes. Kelsey had done little beside hold the diaper against your penis, but you felt a weird sensation from the cage as he murmured to himself. It began to tighten, and tighten, and tighten, and tighten....until you yelped and he stopped.

"Right. Your cage had to tighten a bit to hold the magic to transport a party of four back to this HQ, so apologies for the pain." He says with his first smile.

"Party of four? I know you humans aren't geniuses, but unless we're counting his tiny ween, there's only three of us." The Goblin said, making herself laugh, and causing the other two to smile.

"Well, I'll be joining you three, so that makes four." He said with a smile. Everyone nods, and he turns to Kelsey, who seemed to enjoy holding the diaper. "I was perhaps convinced by her beauty."

You groan internally. Great. A knight and his love for Kelsey was now your problem. Before you consider any more how annoying that was, Sir Lloyd and the Goblin left you and Kelsey alone, who gave you a quick change, diapers appearing from her a magically appearing diaper bag lookalike.

You check your GUI once you are well past the town's walls, Kelsey riding on top of Sir Lloyd's trotting horse, with your Goblin companion walking alongside your waddling. It tells you nothing you don't know.

+1 to SissyWimp for Feeling like a Bitch
+1 to SissySilverTongue for having five party members: Sir Lloyd and his trusty Stead have joined your party

+1 SissyBaby for cumming into diaper

Player gets more addicted to non-penetrative sex....Player has been caged! Player's ability to have penetrative sex is disabled

A special notification pops up.

Player unlocked Special Ability: Teleport to Safety

Teleport to Safety - Due to your caged dick and a bit of magic, you and your party will be magically teleported back to safety if your life is critically threatened.

What is there to do on the way to the Grotto?:

- Nothing occurs, and you reach it with no problem.**- Your meal hits you....**

- The spell holding the Goblin as a friend fails, and she aggros....

- Sir Lloyd and Kelsey begin to flight more openly (cuck, ntr)

What occurs at the Grotto?:

- Open to suggestions