Tender slow and careful

Jack gave Hannah a small smile, a part of him wanted to throw her around the room, ride her hard and hang her up wet and all that. However he knew there would be time for that later. She would be his guest for weeks. Pleanty of time to fuck her like a cheap hooker. For now though he knew it'd be best to break her in slow. She might not be able to object to anything he wanted, not without being rude, but that didn't mean he had act like a total pig. Giving her a small kiss on the top of her head he slowly moved her flat on her pack with her head on the pillows. He spread her legs and positioned himself between her knees.

"Now Hannah," he told her as he shook his stiffening cock awake. Rubbing the hard head at the entrance of her pussy. "I'm gonna fuck you, I'm going to try to be nice about it this first time since you're still a virgin and all but I'm only here to cum my brains out using your pussy. If you can enjoy yourself, great, if not, well that's not my problem. Do you get me?"

Hannah nodded as she watched his now fully hard cock slowly tease around her entrance.

"I love my wife," Jack said as he lined the head up to her hole and slowly pushed it in, groaning as he felt the slick tight cunt lips grip the first inch of real cock it ever had. "This isn't the beginning, middle, or end of a great love story. I'm horny, you're hot, we're gonna fuck about it. It might hurt or feel weird so just bear with it. It'll get easier as we do it more during your stay."

If Hannah had a response, she didn't get a chance to say it as Jack pushed his cock forward, leaning his weight on top of her and gripping around her shoulders. The shock of that first thrust stole the teen's breath and as he pulled his hips back she groaned.

"F-fuck," Jack moaned into her ear as he started to build up a slow rhythm. He had fucked a few of his guests over time, but they were usually his wife's friends, older women with some experience. Good fucks but nothing like this. The tightness was incredible, Hannah's petite pussy was barely able to stretch to fit his cock. She was wet enough to allow movement, but even with that lube the grip was out of this world. He couldn't help but grunt with every thrust into her, each time slowly driving deeper.

Hannah whimpered when he finally hit bottom and gave himself a second to catch his breath.

"Tell me," he whispered into her ear. "Tell me how it feels."

"Ummm yo-you feel...really big," Hannah whimpered as a small shudder ran through her thin frame. "It's-I-ugh, there's a pull or something, down there. Stretching me."

"Hmm, good," Jack began to thrust again. He did his best to build up his speed, trying not to get to impatient with the girl. She was a delight under him. Moaning and hissing and gasping on each of his thrusts. It didn't take long before he started to speed up, and soon he was driving into her. The sounds of their bodies colliding filled the room. The rhythmic slap of flesh on flesh was only barely covered by their mutual vocalizations of pleasure. Jack didn't know if Hannah was close, he doubted she even really knew. He also didn't really care. He knew he was close and that's all that mattered to him at the moment. A few more deep thrusts and he felt his climax slam into him. Shoving his cock as far as he could into the girl below him he let loose a flood of cum right past her cervix. Her precious womb reduced down to little more than a wad of Kleenex for his cum.

A final gasp left his mouth before he all but collapsed on the girl, letting his sated cock slowly deflate inside her, a few unhurried spurts of cum following the aftershocks. Hannah for her part was still breathing as if she just ran a mile her body clearly confused as to why the good feelings suddenly stopped right as she was getting used to it. After catching his own breath, Jack rolled out of her and sat back on the side of the bed. Looking around, he found Hannah's skirt on the ground and used it to dry a bit of his cock. Cum, slick, and a little bit of blood stained her white skirt as he wiped himself down.

"I'm gonna hit the shower," he told her as he stood. "You can hang out here for a bit or you can head downstairs and get a snack or something. We still got an hour or so before the girls get back so it's up to you. If you do leave get dressed, my wife gets pissed if our guests get my cum all over the house."

"Hmm, yeah," Hannah started to shake herself back to reality. Suddenly, she blinked a bit as she ran a finger down her slit and seemed to just realize what happened. "Hey, umm, did you like cum inside me?"

"Huh? Yeah, I don't really like condoms so I never bother with them. Katey is on the pill so it's not an issue. We're both clean so it's not a problem."

"Yeah, but like, I'm not on the Pill? So umm...what's that going to do?"

"Ah," Jack gave her a small shrug. "Well shit happens, I guess. We're going to be fucking a lot while you're over so maybe just hope for the best with that. I've only knocked up one other guest that I know about."

"But," Hannah whined. "I don't wanna be a teen mom. I got college coming up."

"Well that's hardly my problem, Hannah. You're a guest here, and being a good guest means putting up with getting fucked by me and I fuck raw. If you get knocked up I can't be held responsible for that. It's just a risk you're going to have to take as long as you are staying under my roof. If it happens, it happens, you'll just have to go on being a teen mom to my kid, put your life on hold for a few years or more and deal with all those consequences. I'm trying to be nice by letting you stay over, but you can't expect me to totally change up my routine just to accommodate something as minor as you not wanting to get knocked up at 18. That'd be pretty freaking selfish."

"'M sorry," Hannah muttered. It was clear she was not happy about the risk he was taking with her future, but she wasn't going to argue more about it. She was raised to be a polite guest and part of being a good guest in Jack's house meant letting him play womb roulette as much as he wanted with her. The blonde teen simply sighed as she slid over to the edge of the bed and began to collect her thoroughly soiled clothes. With a grimace, she started to put them on. Her panties slid up first, quickly soaking up your dripping cum, then her bra followed by her tank top, the cum now dried all over the front making it very obvious what had been done to it. She gave Jack a look and he smiled as he handed her the skirt, still wet with the various fluids wiped from his cock. She slid it on getting a little bit of cum on her hands that she wiped on her shirt without a second thought.

Jack headed into the en suite bathroom as Hannah headed downstairs for a snack.