Offer yourself

It's clear that the squire is interested in you, physically. The night before arriving, Ulfric allowed you to use his grooming kit to neaten your hair and shave your beard. Not being used to shaving, it's not a very close shave, and fine stubble remains over your jaw line. You're actually looking pretty presentable.

You look over the squire and take in his details. He's also freshly shaved, but his skill is greater than yours so his face is actually smooth. He's somewhat taller than you and of a similar muscular build. Squires are trained in combat and it shows. His biceps are well developed and you assume the rest of him is well toned. The only off putting thing is his expression. He looks at you with desire, but clearly he considers himself superior. Everything in his tone and posture screams arrogance. One thing, you note, Ulfric never seemed to do. He was your master and certainly superior to you, but he had more class than to push that in your face.

"Well?" asks the squire.

"I'm sure I can offer you what you want" you say quietly, blushing a little. You casually graze the back of your hand across the squires crotch while no one is looking to make it clear what you mean. The squire smirks and tells you to follow him. You weave through the fare, following him closely until you come to some stables. They're a temporary construction, but sturdy. Behind them, you're out of view of the rest of the fare.

The squire looks you over licentiously and rubs his cock through his trousers. "Show me your ass" he commands, watching you excitedly. You turn around and push your backside out a little. "I can't see through cloth" he mocks. You oblige by loosening your belt and lowering your trousers enough to expose your rump. From behind, you hear the squire approach and the sounds of his buckle being undone. Soon you feel the tip of his cock against your asshole. He doesn't feel all that big, you reach behind to fondle him and your suspicions are confirmed. Maybe 4 inches of cock which taper towards the tip. You almost laugh, but you still need to keep up your end of the bargain. You feel a wet splash against your butt-cheeks as he spits on your ass and his cock.

You arch your back to let him into you, which, after a minute or so of fumbling, he manages. He's not large, but your tight ass still aches from the intrusion; you gasp. "Yeah, you like that don't you, you love my big cock inside you". You grin to yourself but say nothing to upset him. The squire begins to thrust his hips forcefully. What he lacks in size, he make up for in vigour. He pounds away at your ass, clearly not caring if you enjoy it or not, if he was bigger it would probably have hurt. You relax as much as you can and minimise the discomfort.

Just as you start to enjoy the feel of the squire's cock sliding in and out of your ass, he makes an excited squeaking noise and a warm sensation spreads inside you and he shoots his load. He pulls out, panting and clearly self satisfied, wiping his cock on the back of your tunic. You pull up your trousers and turn to face him.

"Well? You said you could help" you say.

The squire grins and for a moment you worry that he'll renege on his promise. "Ulfric's a great fighter, but he's got two big flaws" the squire says.

"Which are?" you ask.

"Honour and naivete" he replies with the usual infuriating smirk.

"What do you mean?"

"Ulfric's biggest competition is Sir Langley. He's beaten him every time. Now, Langley isn't a bad fighter, but he's slow, slower than Ulfric on his best form, so...Langley makes sure Ulfric isn't on his best form."

"How?" you ask.

"Before they meet in the arena, Langley always comes to Ulfric with a bottle of wine. Knights often do that sort of thing, sportsmanship and all that. The wine is tainted though. Some **** in it that numbs the muscles, not so much that you'd notice, but enough to throw a fighter off his best form. Langley is immune to it himself, he's built up a tolerance just for this little scam. My Lord is aware of it, but challenging Langley would be more trouble than its worth. Besides, it's only the melee."

"Thanks" you say.

"Don't mention it. Don't be afraid to look for me again when your ass gets hungry" he says with undeserved self assurance.

"Yeah, sure" you say, thinking to yourself that your ass would starve to **** if it had to rely on such small meals. That thought goes some way to relieving the desire to punch him in the face.

You quickly make your way back through the fare, not forgetting to buy provisions.