Gladys von Wackenheim

You couldn't help but give a cheeky smile as you inserted a finger into Gladys' cunt while feasting on one of her K-cup tits, enjoying the squeals and gasps coming out of her mouth while you took advantage of her state. Her hands shackled above her head which left her bodacious body expose to your eyes and hands.

"My my. For a season warrior like you Gladys, I must admit you make cute noises." You teased the Castellan as you added two more fingers into her wet cunt, moving them around her to stimulate her senses as you sucked on her nipples.

"I-It's not over yet Y/N," Gladys gritted her teeth, trying to clear her mind from feeling your lips on her nipple and three of your fingers sliding in and out of the rebel leader.

"Not my fault you lost fair and square." You reminded her which earned you a flushed glare from Gladys, but you shrugged her look and continued ravishing her. Your fingers getting wet due to her womanhood reacting from your touch.

Gladys brought some of her rebel soldiers near the castle of Boan you now lived in, with the people from the capital inside. But she challenged you to a game of chess. If you win, she gets captured. But if she wins, you'll be executed. It was a long drawn game but in the end you won to everyone's surprise.

After imprisoning her, she tried to challenge another duel, this time in sex. And whoever cums first loses regardless who won before. You were more than eager to teach her a lesson and it was clear who's winning again.

Deciding to end this, you pumped your digits faster and harder into Gladys' vaginal hole whole sucking on her tits. The unexpected pleasure sent her over the edge as she moaned shamefully, her pussy clamped down on your fingers as juices coated it as she shook from the climax.

"Looks like I win again." You said smugly at the rebel leader as she held her face down in shame, unable to face you for losing twice. Unable to control your lust, you got a hold of Gladys' legs and spread them out as your poked her wet pussy with your 11-inch cock and sheathed it completely in the rebel leader.

"Fuck!" Gladys screamed from being filled by your cock as she arched her back. Had it nod been for the chains she would've collapse. Saliva dripped from her mouth as you got into position and began rutting her ruthlessly. "Not so hard!"

"You don't get to say a thing here." You reprimanded her as you fucked Gladys roughly, your cock stretching her walls to the limit as her juices from earlier provided easier penetration. Her K-cup tits bouncing up and down from her position. Gladys wiggled to get out but her hands were shackled which prevented her from moving away from you.

"Why resist Gladys? Seems like you're enjoying." You chuckled as you reached forward to pinch one of her nipples and rubbing it, all while thrusting into the rebel leader. Gladys moaned as she squirmed from your thrusts.

Thinking, you then switch position once more. You went behind Gladys without pulling out and groped her K-cup tits while licking her neck, ramming your cock into her dripping wet cunt. Gladys lad long given up resisting you and moaned with her tongue out.

"Seems you finally admit losing." You whispered in her hear as you lick the nape of her neck and groping her K-cup tits. Unable to contain herself, Gladys turned her head to lock lips with you as the two of you made love in the cell. Her hips crashing against your as her pussy accepted your thick rod with ease as.

Feeling your limit coming closer, you began thrusting them harder and faster in her as she moaned in your mouth. Finally, you and Gladys screamed in each other's mouth as you came. Her pussy clamping down again as hot semen breached her vaginal walls and flooded her insides. Gladys' mind went blank as she felt the warm feeling of cum pumping into her cunt as your cock twitch to deliver a load.

Some of your cum began dripping out of her cunt due to the amount it can't take in and began leaking like a faucet. After releasing the last load, your cock went limp and slowly popped out of Gladys. The two of you stayed in that position, sweating profusely but ultimately enjoyed the climax.

"Guess I'm your woman now Y/N." Gladys smiled as she kissed you again on the lips. You gave one as well as you nuzzled into her neck. "I'm yours and yours alone to fuck."

"Damn right." You said as you held Gladys close for warmth.