Somehow it never occurred to Jim that despite him having such a short history of sex, he was surprisingly good at lasting longer than his growing list of partners. If he had, he would've realized that the reason Liz was so willing to share him with her friends was that he could outlast them all, or at least he could if they did everything in moderation. At that point in time though, Jim wasn't thinking about any of that. He was too busy focusing on the feeling of Sam's wet slit on his tip as she sat on his lap.
"So Jim, whaddya say we let the cum crazed couple have a little fun by themselves and you and I have a little of our own?"
Jim gulped hard as she slowly slid back down him and began to fit him with another condom. He noticed this one had a lot of ribs along the length, and figured that maybe it was the kind she liked. After getting him all dressed up, Sam climbed right back up him and dove right into a deep kiss with him, all while grabbing his manhood and aiming it right where she wanted him to stick it. Once she had him lined up, she began to slowly push herself down onto his thick cock.
As Jim's cock got deeper into her, Sam ceased kissing and put her head on Jim's left shoulder while squeezing him with her free arm for support. She wasn't planning to make the same mistake as last time, so she went slow enough that she would be able to enjoy him without losing herself immediately. After a good 20 seconds, Sam finally full of thick dick, and she kissed Jim again after reaching the end.
She wanted to move right away, but just getting to that point had proven a bit more intense than she had expected. She didn't get long to rest though, as Jim took her by the hips and began to rock her back and forth. The waves started to hit her hard, and Sam was starting to regret using her toy earlier to get herself ready. She had a small orgasm as Jim rocked her ever so gently, and as she came, she whispered into his ear.
"Fuck me as hard as you can. No mercy."
Jim wasn't expecting this, but nevertheless, he knew the best way to do just what she wanted him to do.
"You won't be able to walk when I'm through with you." Sam moaned a little as Jim whispered back, and she nibbled slightly on his ear in approval.
As Jim was thinking about the best place to have Sam get into position, he noticed that the other two had moved over to the couch and were busy grinding their cunts against each other. He saw a brief flash of neon green between them, and realized they must have a small dildo inside themselves. He was amazed at the ways that women could satisfy themselves sexually. Compared to men, who mostly just stroke and eventually finish, they had all the fancy toys and whatnot.
His brief daydream over, Jim pushed Sam up off of his dick, which she wasn't happy about, but she wanted him to take control, so he was. He stood and made her do the same as well, then bent her over so that her hands were resting on the back of the chair as she stood upright. She was just the right height for him to do this, and he was glad. He leaned in closer to whisper to her again, and made sure to finger her a bit as he did.
"I'm going to fuck you now. No matter what, you cannot let go of the chair or fall down without my permission. If you do, I'm going to punish you." Sam gasped a little as his fingers found a good spot and she nodded her head in agreement.
Jim smiled a bit, and then nibbled her ear just as she had his, which elicited a small moan from Sam. He then lined up behind her and prepared to fuck her hard. He pushed the tip in, wanting to make sure he didn't end up in a different hole by accident, and once he was in enough to not end up somewhere else, he grabbed her by the hips and thrust in all the way to the hilt. Sam let out a cry of approval, and her hands dug into the back of the armchair. Her tail was stiff as it pressed against his chest, but it didn't hinder Jim one bit.
Normally Jim would be nice and go slow so that she could enjoy the slow build, but not this time. His having already cum twice before meant that he could be a bit reckless and not have to worry about blowing his load so fast, and that also meant Sam could get a thorough fucking the likes of which he doubted she'd ever had. That being the case, Jim held onto her hips tight, and began to fuck Sam mercilessly.
To Sam, it felt like hours had gone by, even though it really only lasted a few minutes at most. Jim was indeed holding up his end and fucking her as hard as he probably could, but it was the bit he had told her right before he started that was doing a number on her. Her legs were starting to go weak, and she was focusing on keeping herself up so much that the pounding she was taking was hitting her harder than she thought it would. She was holding out, but not for long. As orgasms melded together and she began to lose her focus, her legs gave out.
Sam fell onto the chair, writhing in bliss as her entire body was experiencing an orgasm. Jim stood there, panting heavily as Sam twitched all over from the heaven she was trapped in. As she started to come back down to earth, she looked up at Jim, who just stood there stiff and waiting while shaking his head.