“Come with me. We're gonna go and have some fun.” Your eyes widened and you blushed deeply at what he said. Your thoughts went into a really wrong direction, but hey! Hope dies last... right?
He pulled you closer to loud music, down some stairs you had never noticed. A basement? They were having a party!
“Look who's here!”, Jesse announced to all of these people. “We're thieves with honor, ain't that right?”, he announced and the others agreed loudly. “How 'bout we show her some gratitude? The girl that gave us all of this!”, he said loudly, opening a suitcase full of cash, throwing it around the room.
The others whistled in approval, welcoming you into the party. “Let's have a drink!”, Ashe said and pressed a glass into your hand. Beer? Schnaps? A mixture? You didn't know. “I- I don't-” Jesse laughed loudly and screamed “Who's stoppin' you?!”, over the music. He was right! Your parents weren't around to scold you for drinking, your Aunt wasn't here to tell you that good girls stay sober, while drinking wine of course.
“To our lil' lucky charm!”, Jesse said and raised the glass. The others joined in and you timidly took a sip as well, blushing deeply. It wasn't your achievement. You just... ran away.
The night carried on and you drank a lot, getting to know Ashe and some of the other gang members. It was weird to hear about their vulnerable sides. You would keep your mouth shut of course, but still. You never saw any of them that way.
“Come here!”, Jesse drawled and dragged you away from the bar, dancing with you, softly cupping your face in his hands. You giggled and pressed your lips on his. Your clear mind was screaming at you. What are you doing! You're here, making out with one of the most dangerous criminals existing!
You couldn't care less with how good it felt. The alcohol in your blood made you care less about the consequences. There where whistles again, your mind and body completely drowning in the sensation, your hands clawing into his hair for some kind of support, his arms wrapped around you, one of them grabbing your ass, the other supporting your back.
You couldn't help it. You moaned at his grabby hand. You have never done any of this before but right now you wanted nothing more.
“Can we-”, you started and Jesse got the hint immediately. He slipped his hands away, guiding you out. Away from these people, out into the corridor. He then pressed you against the wall, his lips searching yours hungrily, your nails digging into his back. He then slowly kissed his way down your neck, your back arching the slightest bit.
“Mnh-” Your eyes were closed, your lips agape. Now you heard him chuckle, his mouth hovering over your neck a bit, whispering “I didn't know you liked me that much, sugar.”
You rolled your eyes and kissed his hair, his lips, his ear. “Take me to a bed, cowboy.”, you whispered and damn did he pick you up fast. He slipped his hands under your thighs, forcing you to wrap your legs around him, your arms on his shoulders, his lips constantly in your chest area, the soft bites made you hiss in a pleasurable way.
When you arrived in his room, he lit a few candles. You raised a finger after he threw you onto the bed, a bit of fear creeping into your chest. “Before we do this-”, you murmured, “I have to tell you that- well-”, you stammered but he already caught up on what you wanted to say. That you were a virgin.
“It's fine. I'm gonna be careful.” Your eyes that glinted with shame went back to look at his hazel ones. “It's really fine for you?” Jesse smirked and chuckled, pouncing onto you, caging you in between his arms, his face on the exact same height as yours.
“Oh darlin', trust me if I tell ya that I couldn't give less of a fuck about it.” That was actually a relief to you. Your arms went up to pull his face back down into a kiss. Your heated skin trembled at his touch.
“Now I gotta ask-”, he whispered right into you ear, “Do you want this, honeycakes?” You looked deep into his eyes. You were thinking about this. What could go wrong? Could you have regrets? Just one look at him denied that thought. He was caring and kind, considering what you felt.
He was so much more than just a bandit. He was a hero for you. He saved you from dying.
“Yes.”, you said and smiled. “Yes I want this, Jesse.” It felt weird to address him by his first name, even if he started to smile brighter than you have ever seen. “Sure that's not the alcohol talkin'?”, he asked with a deep chuckle. That caused a pleasant tingle in your stomach area. “One hundred percent.”, you answered. “If anything it gives me the courage to do... this!”, you said and dragged him down, kissing him deeply. You could feel his legs in between yours, his crotch rubbing against your most sensitive area which had him grunting and you huffing.
Jesse laughed roughly and let his hands slide under the vest, taking it off while kissing your neck. You wiggled underneath him a little, blood rushing to your face, painting it beet red. You avoided his eyes, scared of what might happen.
As if the cowboy sensed it, he softly put a hand on your cheek and looked you deep in the eye. “You trust me?”, he asked and you couldn't help but nod because you really did trust him. He smirked and said “Good.”, softly putting your arms up so he could get you out of the shirt. The cool air on your skin made you shiver for a bit, although that didn't last long since Jesse was stroking your sides adoringly.
He never stopped his hips from moving so you were kind of distracted, these sensations so unfamiliar to you that you bucked up against him, which he took as a sign of impatience, so he bit into your neck causing you to squeal. He was good at this. Very good. Shockingly good actually. You didn't really want to think about this more than was necessary so you tried to let go of your thoughts and Jesse was of good help with that. His large hands slid underneath your bra, removing it from your breasts with utmost care, his eyes never leaving yours. He saw how scared you initially were but he managed to lull you in with his confidence. Also, the way he touched you made your head crane back already, his skilled fingers massaging your breasts like it's something he had always known how to do.
Initially you were embarrassed at how wet you were beginning to get, but Jesse assured you that it's nothing to be ashamed of. It's a compliment to him, he told you, making you crack a smile. He quickly discarded his shirt, keeping his hat on though. You had to admit that you already missed the friction his clothed cock gave you. You whined at your loss, causing Jesse to look down at you, smiling.
“Get that bra off for me, will ya, darlin'?” You nodded after staring at him for a bit, sitting up and unclasping your bra, throwing the clothing to the side. “And now”, McCree announced, pulling you towards him by your hips, his mouth over your zipper, “I'm gonna show you how good it feels to be with me.” He undid your pants with his teeth, lowering you to the bed so you could help him kick them off. As soon as that had happened, his thumbs slowly slid into the waistband of your panties, a cocky smile on his face, watching you while he slowly dragged the underwear down your thighs. Your face was flushed red now, a hand covering your mouth in embarrassment.
“Hey,”, McCree said and nudged you a little, “No need to be embarrassed for your gorgeous body, honey.” and with that he hoisted your core up to his face, your legs dangling over his shoulders. When you felt his hot breath on your lower lips, you jerked a little, evoking a cackle from Jesse. Then he started working his mouth around your clit and you had to bite your lips to not moan just right there. “God-”, you huffed and held onto the sheets. That's when Jesse let off for a second, telling you to just call him Jesse and you rolled your eyes, even though it was funny non the less.
His beard was softly scratching the very sensitive skin of your core and you couldn't help but spasm a bit under his skilled tongue. And when he used his fingers too, you could swear that you were melting in his grasp. You craned your head back into the sheets, your hands clenched to fists in the soft sheets and your mouth agape, gasping for air.
You were still trying to keep your voice down, not wanting that anyone knew what you were doing here with him, but all of that was forgotten, when Jesse told you to let him hear you, to let it out.
The obscene noises his lips on your body made were so thrilling, all of this seemed so forbidden and it made you want all of this even more.
Yes, his fingers stung inside of you but god it was worth the little burn, the entirety of this sensation. With a loud smack, Jesse took his mouth back, licking his lips with a smug grin on his face. You were still gasping for air, sweat pooling on your skin. “Worked up already?”, he asked and latched his mouth onto one of your breasts, nibbling on the sensitive bundle of nerves. Your breath was shivering, your sight a little blurry around the edges and your body seemingly on fire.
“I haven't even started yet, honeycakes.”, he said and let go of you, working on his belt. You prepped yourself up on one of your arms, watching how he got his hard cock out of his underwear. Of course you were scared a little, but you wouldn't stop here. You wanted to go all the way with this mischievous cowboy. You wanted to be bad and damn it felt so good to be bad with him. Softly, Jesse pushed you back into the mattress with one hand, the other lining himself up with your wet sex. Your breath began to become more shallow, fear bubbling up inside of you.
McCree was kissing you all the way through it, slowly pushing himself in deeper, giving you enough room to gasp for air and to say stop.
It hurt at the beginning. Jesse buried inside of you hurt a lot but you couldn't bring yourself to stop him. You wanted this. You wanted this with him. Oh god you didn't realize how long you wanted this now.
“Shhh- I'll go slower.”, the cowboy announced because of your whimpers and the tears that were running down your face. You grabbed his hand, which was placed on your cheek, and shook your head. “N-no. Keep going just like this, please.” It would shift into pleasure soon, especially with a man as experienced as Jesse, you were sure of it.
He pushed himself into you entirely, evoking a squeal from your throat. Softly kissing your forehead, he kept whispering praises at you. How good you were for him, how pretty and how wonderful. You took deep breaths to cope with the pain. He was still inside of you, his breaths becoming heavier. It was hard for him to not move an inch when you were so hot and tight around him.
You gave him a sharp nod along with a small hiss and that was when he started moving, trying to relax, just like he told you over and over. You couldn't believe it but it started to feel- amazing. The way he stretched your inside, the way you could feel the movement of him in you, how it felt when two bodies were intertwined with one another, the heat that was radiating off of his body, his breaths on your skin, the low grunts and hisses, your moans and the way you couldn't catch your breath in a good way- it was just wonderful and you never wanted it to stop. It just felt like- you needed more. Just a little bit! Just a little faster!
And that's what you asked for. You looked up into McCrees eyes and stuttered out a pathetic “M-More!” He was just growling an approval, his movements speeding up drastically, his thrusts a lot harder and deeper. It felt like your muscles were protesting against all that was happening, they were twitching, your toes were curling and suddenly every single muscle was tightening, a low, shaky huff escaping you.
You felt worn out right now, and Jesse was still pushing into you, pulling out before coming and stroking himself to completion, cumming on your stomach and even a little on your face. Your half open eyes twitched at the feeling of this hot, sticky substance on you.
Jesse plopped down next to you and whispered “You should see yourself, darlin'. You look so hot.” You sleepily opened your eyes, deciding to be a little brat. You slid your fingers across the cum on your stomach, pushing the fingers into your mouth, licking them clean.
Jesse's eyes widened in lust. He growled something along the lines of “Guess someone can't get enough”, before he pounced on you again, turning you to face the mattress this time.
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