"So, now what?"
"We should probably get you cleaned up. I sent everyone home for the day, so if you'd like to come up to my apartment you can get washed off properly."
"Up to your apartment?" asked Paul, "You live in the building?"
Molly nodded. "Me and most of my staff live in the building. Floors sixteen through nineteen are apartments. I have the whole twentieth floor to myself. Perks of being the owner."
"You're staff? Will they see me like this if we move to your apartment. I can wipe myself off, but I don't really have a change of clothes with me."
"No. I have a private elevator that goes straight to my place. It will just be the two of us. You should come up. It will give us a chance to talk while we get cleaned up. We aren't done getting dirty for the day... probably... but we smell of cum and sweat and my shower is huge. I want to wash you."
"I like how straightforward you are about all this. Wish I was as confident, it always feels awkward when I say things like that. 'Let me fuck your tits'," Paul said using a sarcastic voice. "It's a weird request when you say it out loud."
"Maybe don't say it sarcastically. I get your meaning though. It's not really confidence, but pragmatism. All you can do is say no, right?"
"I could run. Flee through the streets as you chase me with your Godzilla cock."
Molly laughed and approached Paul with a package of baby wipes she had picked up from the table. Paul had used some of them earlier after the first time she came on him.
Before she did anything, she leaned in and kissed Paul.
Molly wasn't sure why she kissed him. She wasn't sure what was happening yet, but it was different from the other times she had hired for this position. Simply put, Paul was better.
She backed away a step and pulled out a few wipes and wiped Paul's face free of the residual cum before leaning in and kissing him again. She could feel his cock poking her, she looked down and saw he was hard again. She wanted to play with it. She didn't want to do it here, though, they had done enough damage to this room. The cleaning crew was very understanding about this sort of thing, but no need to make it worse.
Paul was happy to have whatever Molly was offering. Right now, she would lean forward, kiss him for a moment, then back off so she could wipe off some of the more egregious globs of cum. It was only a few minutes before she was done.
"Are you coming up?" asked Molly. "I want you to stay the night. Don't worry about your suit. I will send it out to have them dry cleaned in the morning. If you stay, you most likely won't need them for a while anyway."
"I didn't come here planning to stay the night. I want to, but it's not just clothes. I don't have a toothbrush, or any sundries for that matter, and if I start work tomorrow, I will need other work clothes."
"I have extra toothbrushes, and I'll have one of my staff get you a decent set of clothing for the morning. You can go home if you want, but I'd really prefer if you didn't."
She took his hand and started to lead him to what he assumed would be the elevator. He followed easily behind, watching her ass as she walked.
"No need to make a decision right now," continued Molly, "just think about it. Grab your clothes and let's get out of here. You at least need to come shower."
The trip up to Molly's apartment was exactly as she said it would be. Short and private. The elevator doors opened right into the main room like it was an actual door.
Paul was floored by the size of Molly's place. She wasn't exaggerating when she said the whole top floor was hers. The space was massive. Even more surprisingly to Paul, however, was that he didn't notice many walls. It was an almost entirely open concept. You could stand anywhere in the apartment and see anywhere else.
There were spaces as you would expect for any home. A bedroom, a living room and a kitchen, among other areas, but none of them were walled off. The only walls he did notice were off to the side. Some next to the kitchen and just some off center from the bedroom area.
Bathrooms.
Paul also noted the apartment kept with the theme of having sparse, but purposeful, decorations. Nothing much hung on the walls, and if Molly had anything in the way of 'Live Laugh Love' posters, she hid them, along with any other personal nick-nacks she might own.
"This is it," said Molly, "open and minimal, but spacious. As I'm sure you've noticed."
"Very nice. Different from what I'm used to, seeing as a live in a shit box with walls."
"Walls are dumb. I'd have an open bathroom if I could, but I do occasionally have guests and I don't think they would want me watching them pee."
"You can watch me," Paul said, surprising himself. He didn't know why he said it except that maybe Molly's habit of being forthright was rubbing off on him. He felt awkward and tried to save himself, "you know, if you're into that sort of thing."
"I'll even hold it for you," she replied, no mirth in her voice to suggest she was just messing with him. "For now, we should probably shower."
Every time Paul had thought he had a handle on Molly she would throw him off balance again. He was getting the picture that the woman was eccentric. The way her building and her apartment were decorated, the interview itself, the way she kept being honest with him about her intentions and what she wanted him to do, it all fit well into that odd box he had been putting together of his experience with Denton Publishing so far.
He followed Molly as she made her way through the apartment towards where the main bed was tucked closer to one of the corners. It was a large bed with enough pillows on it to restock a mattress store.
Cock or not, she was definitely a woman.
"You can put you stuff anywhere, and I'll get it sent out when I can. Bathroom is through that door behind you. Feel free to use anything in the apartment, there is plenty of food and booze if you like."
"Thanks. Shower first?"
"Yes. Then I need you to titty-fuck me again, I need to test something," said Molly.
"Am I a guinea pig now?"
"Of sorts," said Molly.
"If shoving my dick between your tits is indicative of your experiments on me, I'm ok with it. Though, shouldn't I do that before we clean ourselves. Why wash off just for me to get us all dirty again?"
"I want your cum on me when I write, and I want you to cum from fucking my tits. That is what worked for me earlier. I want to see if it was a one-off reaction or if for some reason titjobs are a specific spark for me right now."
"Is that how it works? It's not all sex that helps you, but one act specifically?
"Only my third book was driven by one specific act. The rest were just from sexy stuff in general. Can't really control what works, you know?"
"I get it. Was it titjobs for your third book?"
"No," she said. "Anal. My girlcock was buried in my editor's ass while I wrote almost every word in that book."
"Neat," said Paul. He looked down at Molly's monster and shuddered internally. There was an inherent understanding that Molly was going to want to fuck his ass at some point, but knowing it and doing it were two sperate things.
They made their way into the bathroom and got into the shower together. Paul felt out of place in the unfamiliar, luxurious setting. It was made even worse when Molly insisted that she be the one to wash him down, instead of him doing it himself. His concerns were eased quickly by Molly when she made sure she was pressing and rubbing her wet, soapy body against him as she worked. Feeling her generous and slippery chest was especially relaxing.
Paul started thinking again as Molly took care of him. She had said that being the dominant partner wasn't much of a part of it for her, but she was the only one of the two who knew where this was going and what she wanted, so Paul resolved to let her take the lead as she saw fit. If he felt like being the aggressor later when he felt more up to it, he was sure Molly would be all for it.
They finished up in the shower with no more than a little groping and kissing. Molly was hard again but didn't seem in any urgency to take care of it, more concerned with Paul, who had been horny since his under the table oral session. He was aching for relief.
Molly dried them both off, still wanting Paul to stand by while she did the work. He wasn't sure why the washing and drying was a thing for her, but he was getting used to not knowing why Molly did most things
When she finished, she grabbed a bottle of lube out of the nightstand and handed it to Paul, then laid down naked on the bed. She was on her side and laying on the very edge, her front facing towards him. She spent a second to arrange her tits, stacking and aligning them one on the other and placed her arm on top to keep them in place and squeeze them down into the bed.
"There," she said, "all ready for you. Lube up and fuck my juicy tits like you own them."
"Are you into dirty talk? You've said things like that a couple times now, I don't know whether to respond in kind or just let it go."
"I like saying dirty stuff, could care less if you do."
"Sure, makes sense," said Paul.
He couldn't help but admire the way Molly looked in this position. She was all curves. Her hard girlcock was laying half on, half off the bed from being so close to the edge, and it was throbbing noticeably. That wasn't where Molly wanted his attention right now, however.
He poured the lube Molly had provided on her tits and rubbed it in, moving his hands all around the soft mounds and in between her cleavage, where she wanted him to fuck her. He used more lube on himself before pressing the tip of his dick between Molly's breasts and sliding himself into them.
It was like her body swallowed him; her tits were so massive.
It was a different angle then how he had done it earlier. Instead of stroking up between her tits, he was pressing straight in, like he was trying to stab her in the heart with his prick. They were the same tits, and it was still a titjob, like before, but somehow fucking into her cleavage this way made it feel new and different.
"That feels nice," said Molly as Paul fucked, "I was never all that into titty-fucks before this, doing it only when asked, which with tits like mine happened often, but I'm really liking it with you. It's soothing almost."
"Two thumbs up on my end as well," said Paul, actually giving Molly two thumbs up.
"I can't put my finger on you," said Molly, smiling at his antics. "Your professional, reserved, even proper at times. Yet you've taken everything I've been throwing at you absurdly well, including an oversized girlcock. You even make jokes."
"You're hot," he said, as if that explained everything.
"That's it?" she asked.
"You're very hot... and you let me cum on your tits."
"And my cock?"
"Hot so far," he said absently, caring more about his cock than hers at the moment.
Molly went quiet. The next few minutes were silent save for the slapping sounds of flesh against flesh. Molly's eyes were closed and she concentrated on the feeling of a hard dick sliding in and out between her breasts and letting her thoughts take her wherever they wanted.
Paul's eyes were open. He couldn't get enough of the way everything was laid out in front of him. He'd always been a visual learner.
He was also enjoying the buildup to his eventually orgasm. Each pump of his dick sent a wave of pleasure through him and an urgency to his balls.
"I'm close," he said.
"Good. Don't pull out when you do, stay in between my tits like last time, please."
"Ok."
Paul lost himself in bliss. He moved Molly's arm from where it was laying on top of her tit-stack and replaced it with his own hands. He leaned forward, using some of his body weight to press the soft flesh down harder, creating more, tighter friction.
He vaguely heard Molly gasp but couldn't spare the blood to his brain needed to figure out if the gasp was of pain or pleasure.
He put more weight down on Molly, wanting to choke his own dick with her cleavage, and came. His body spasmed each time a rope of his hot cum shot out from him until there was nothing left.
It turned out repositioning himself to be leaning over Molly's while he finished was fortuitous because he all but collapsed forward, draping himself over her side until his head and shoulders fell on the bed behind her.
He was breathing hard and not quite all there, lost in the intensity of his second orgasm of the day, but he made sure he held himself in a way that allowed his softening member to stay where it was and not slip out from Molly.
"Damn Paul," she said after a minute, "can't say I expected the ending you gave me. It hurt, but not in a bad way. Like pinching my nipples, except it was the whole boob."
"Sorry," he said absently.
"Don't be. I hope you take more freedoms with my body like that, keep me on my toes."
"Said no woman ever."
"You think men are the only ones who like experimenting?"
"It was a joke."
"I know. You can get up now. Would you mind getting my laptop for me, I'm going to grab a few other things before I start writing again."
"Sure," said Paul, extracting himself from their entanglement.
He walked across the apartment and retrieved the laptop for Molly and quickly returned with it. Molly had gotten off the bed as well and was currently rifling through a large wardrobe resting against the window on the external wall. When she turned around and started walking back towards the bed, he could see his cum dripping down between her boobs. She made no move to wipe it.
In her hands were two objects Paul recognized, even though he had no experience with them. They were butt plugs. They were different sizes, one about the two inches long and the width of his thumb, the other a bit longer and twice as wide at the base as the first.
She handed him the bigger one.
"Put this in my ass once I lay down again, please. You can use the same lube as before for it."
"And that one...?" he pointed to the smaller one.
"Is for you. I assume you're an anal virgin?"
"Correct."
"We need to start small then. You'll be surprised how quickly you can adjust though."
"This is so weird," he said, repeating himself from earlier.
"No. It's not. You won't be the first or last man to take a dick in the ass. Not even the first straight one."
"And here I thought I was special."
"To me, maybe, not in general."
They both balked at that statement. Molly had finally said something that even gave her pause.
"Thanks." Said Paul, needing to say something before things got awkward between them. "So. Who's first?"
Molly sighed, appreciating that he brushed passed her too soon admission, at least for the moment.
"You. Then me while I write. Go put your hands on the wall by the head of the bed and lean over a bit like your about to get a prostate exam, it will go in easier that way."
"Sure thing," he said a bit sarcastically. Not for the first time, he thought about how weird his day has been.
Molly lubed up the small plug and followed Paul. She placed the tip to his entrance and started working it. She was slow and methodical, never putting more pressure on his hole than it was willing to take. After a few minutes, Molly had it inserted to the base. She played with it a little more just to make sure Paul's sphincter wasn't going to push it out. Then she left it there to do its job of losing and widening.
"All done. We will go up a size before we go to sleep, but this is perfect for now."
"Great," Paul grunted.
"I'm going to write now."
Paul watched as Molly laid on her stomach and planted her elbows down into the bed. Her laptop was in front of her. She opened it and immediately started to type.
"Did the titty-fuck work like you suspected or is this just the 'in-general' type of spark?" asked Paul, genuinely curious how this was all working for her.
"Titty-fuck. Quiet now. Need to concentrate. Butt plug, please."
Always so polite, thought Paul.
He crawled onto the bed next to her while she typed away at her keyboard. He lubed up the plug she had given him and made to do as she asked but stopped. Her ass was perfect, much like the rest of her. He bent down and kissed one of her cheeks.
She wanted him to take freedoms, so he was.
He sat there kneading and playing with her firm, round ass, and brushed his finger across her hole as he played. He applied a few drops of lube directly to his finger and started working it around Molly's rim. He would get to the plug eventually, but right now he wanted to use his fingers.
He inserted one finger, one knuckle deep. Then two knuckles. Then two fingers. He lost himself in thought, again, as he toyed with his new boss' ass.
He thought about whether this job was really the right move for him. Given what he'd experienced of it so far it was going to be a lot of sex. Great sex, probably. But was that the best way to advance in his career? He'd essentially be sleeping his way to the top with a co-author credit on a book he didn't write. It was a dilemma he never thought he'd have to work through.
Then there was Molly herself. She was professionally impressive. It was obvious her apartment was built for one, though. One nightstand by the bed, one chair in the living room with a couch that looked best used for looks rather than for guests to sit on. She's been alone a long time. Once she was done with her book, would she want to be alone again?
Would he?
Then he thought again about the actual logistics of this job. The sex. The blowjob earlier. Even the butt plug he currently had lodged in his ass weren't so bad. He found he liked what he'd done so far.
Being fucked in the ass by a girlcock that would look more at home on a large sea mammal rather than on a beautiful woman, however, he didn't know if he could do it.
He knew he could back out whenever he wanted, she couldn't force him to stay. He thought he had made this choice already, but every time he turned around, or got off in this case, the post-nut clarity made him question everything all over again.
He imagined what it would be like to have Molly inside of him. To stretch his ass until it gaped and she filled it with one of her massive loads. Would he like it once he got used to it? Did he want to get used to it?
He came out of his thoughts not really knowing how long he had spaced out. He was still using his fingers to massage Molly's asshole.
Molly had stopped typing. He didn't know when, and her hands were still positioned on the keyboard like she meant to be typing, but her head was laying down on the bed. She looked to be sleeping.
"Molly?" asked Paul quietly, testing to see if she was awake.
No response. Her breathing was smooth and melodic. The look on her face serene and beautiful. He removed his fingers and sat back thinking on what to do next. He was in a strange house, naked, sitting next to an equally strange and equally naked girl. He had nowhere to go and nothing to do. He looked at the plug still in his hand, he was supposed to put in Molly, but he'd not gotten around to it during his anal ministrations.
He didn't have the answers he wanted, nor did he think he would get them tonight. There was one thing he could do, though, to help his qualms. He could continue this path. He could stay with Molly and if not enjoy, then endure, whatever may come of it. He could also stick the bigger butt plug in his hand in his own ass and at least put in the effort to see if he would like it.
After some experimentation removing and then inserting things into his butt, Paul was done and had successfully switched his butt plug for the bigger one. He was tired from all the action of the day so with his mission accomplished, he laid down next to Molly, pulling covers over them both, and fell asleep with a quiet mind.
* * * * *
Paul woke up the next morning to the feeling of something hard poking him the stomach. Opening his eyes, he was equally confused to find a large and perfect pair of tits sitting only a few inches away from his face. It took putting the two sensations together, a hard poke and a giant pair of tits, to bring him back to where he was.
His boss's apartment.
He looked around to find that either his body had slid further down the bed, or Molly had slid further up from where he had positioned himself the night before. Looking to where Molly's head should be, he found her laying quietly on her side playing on her phone. She turned to look at him and smiled.
"Good morning," she said. "Sorry I passed out on you last night, must have been more tired than I thought."
"It's okay," replied Paul.
"Would you like coffee?"
"Very much so."
"I hope you like it black; I don't keep any milk or cream in the house. I have sugar though."
"Black is great."
"Grace should be here soon with some clothes for you."
"Ok," said Paul. He couldn't help but notice that Molly was acting a little differently than she did yesterday. Her otherwise blunt and honest personality seemed subdued.
"Is there something wrong?" he asked.
"No," she replied. "Thank you for tucking me in last night. It was also very... nice... waking up next to somebody again. It's been a while."
That was more like it, thought Paul.
"No problem. You look adorable when you sleep."
She blushed.
"What was that?"
"What?" asked Molly.
"You blushed."
"So?"
"You had me crawl under a table to suck your dick an hour after meeting me without hesitation or awkwardness. I call you adorable and your cheeks go cherry. It's interesting, is all."
Molly smirked. She wasn't sure how to respond to that, so she didn't. Sex was a part of her. Personal compliments weren't.
She got out of bed and walked naked across the apartment to the kitchen. She pulled two mugs from the cabinet and filled them from the steaming coffee pot on the counter.
Walking back towards Paul she saw where his eyes were locked. She looked to her girlcock to find it hard and pointing directly at him as she moved. She looked back to Paul who now had something of a contemplative look to his face, though he was still only staring at her swaying prick.
She reached the bed and handed the entranced man a mug, breaking him out of his thoughts.
"Thank you," he said. "Mind if we talk a minute, some personal stuff?"
"Sure," replied Molly. She sat back on the bed and sipped her coffee, waiting for Paul to start.
"You're hard a lot. Does it always mean you're horny, or is it a part of being a dickgirl?"
"I'm horny even when I'm not hard, which is part of being a dickgirl. So, both?"
"I put the butt plug I was supposed to put in you, in my own butt. I take it the idea is to increase the size slowly until it would be easier for me to take you?"
"I was wondering about that when I woke up empty," she said. "And yes. The plugs should make our first time smoother. For both of us. I like being fucked in the ass, too, and have good experience with it, but I still use the plugs if it's been a while. Which it has."
Paul nodded at that and went quiet, back to being contemplative.
"I was thinking last night," he finally said, "while I was fingering your ass an all."
"That felt really good. You pretty much messaged me to sleep doing that," said Molly interrupting. She wanted him to know she was not just ok with what he had done, but that she liked it.
"Glad I could help," he smiled, then continued his thought, "Have you ever been to the dentist to have any serious work done? Pulled teeth, cavities or the like?"
"Once or twice," she answered. I was an odd question.
"You know how when a dentist needs to numb you up, they do the same thing each time. The use a weak jelly-like topical first to numb the area where he will eventually inject the Novocain. The idea being to lessen the pain caused by the needle. I didn't, but that was the intent. There is no way being stabbed in mouth wouldn't hurt, no matter how much you tried to numb the surface."
Molly sipped her coffee and nodded.
"I always hated the topical way more than the needle. They would stick that jelly in your mouth and then leave for an hour before they started doing the actual work. I hated it so much that at some point I had to tell my dentist to knock it off with the jelly and just stick me, get to the damn point of it all, you know?"
"You think the plugs are like the jelly."
"I sure do," said Paul, "and I think I want you to skip the jelly and stick me, so to speak."
"You're afraid you won't like having sex with me," said Molly.
"No. I love what we've done so far. I'm afraid I'll hate being fucked in the ass. Which would be a deal breaker for both of us, I assume."
Molly nodded again. She had enjoyed they had done so far, as well, but there was no way she could continue being sexy with him and not need to fuck him for real. The odd thing was that she felt that she would refrain from fucking him if she could, if only to keep him. There wasn't enough willpower in the world for that to happen, though.
"Are you sure that's how you want it? The plugs do make it easier, unlike the jelly."
"How many size changes would you say I needed?"
"At least three. Four would be better."
"No thanks. That sounds like it would take too long."
Paul finished his coffee and set his cup down, getting to the real point of why he wanted this.
"I like you, Molly. More than as a boss. If we can't figure out the mechanics of this, I don't want to get any deeper with you than I am now. Job or no job."
Molly couldn't help but feel the same. It wasn't supposed to be like this. There weren't supposed to be feelings involved. Just art and sex.
"Fine," she relented. "But we do it my way, and we go until we finish. No stopping in the middle because you're unsure or uncomfortable."
"I can work with that," said Paul.
"Good," replied Molly, pulling something out her nightstand again before adjusting her position on the bed. She was sitting up with her back against the headboard. Her legs were spread so that her balls were hanging low, resting on the mattress, and her girlcock was sticking up at an angle, pointing towards the foot of the bed.
"Come here, please," she said to Paul, beckoning him with one hand while her other held a bottle of clear liquid.
Paul complied and moved over to where Molly was sitting. He had an idea of what she wanted from him and swung a leg over so he could be straddling her lap. It was reminiscent of yesterday during his interview when she first had him fuck her tits, complete with the feeling of her girlcock faintly rubbing between his ass-cheeks.
The feeling felt more ominous this time, most likely because he knew where that cock was eventually going to end up, sooner rather than later this time.
Molly took the bottle she held, opened it and started pouring generous amount over both of their fronts.
There was no label on it, but Paul could tell it was baby oil. He watched Molly drench her tits and start rubbing it in, coating them both until they shined. Discarding the bottle, at least for now, Molly used her hands to give Paul a show.
She rubbed her mounds thoroughly, occasionally lifting them and letting them drop. They would bounce, jiggle and drip excess oil onto her stomach each time. The sounds they made as she played and slapped her flesh together made Paul forget all about that he'd soon be impaled by a human baseball bat.
She played with her nipples and stared Paul down, letting him know that every move and every sound she made was specifically for him. She grabbed the bottle of oil again and leaned forward to drench Paul's cock.
Setting the bottle aside again she took Paul into her hands and started massaging his dick with as much attention as she had given her chest. She had used far more oil than she needed to so that when she stroked and rubbed and massaged, her hands made wet, slurping sounds. She gripped his shaft like it was a microphone and used her thump to rub softly just below his tip.
Paul gasped and felt like he wanted to cum already. Molly must have noticed because she let go of his cock completely and went back rubbing baby oil onto herself.
Not wanting to be a spectator anymore, Paul got involved, burying his hands and fingers into Molly's oiled and giving tit-flesh. He had never felt something so beautiful. He had always been a titman, but the last two days with Molly had rocketed him into a full titty fetishist. It wasn't a rare, original or particularly kinky fetish, but if he could move in and live between this girl's mammary mountains, he would.
"Hold out your hands," said Molly.
He did, and Molly poured even more baby oil into his cupped hands.
"Reach behind you and coat my girlcock. Be generous with it and get more if you need it. I need to be as drenched as you are right now."
Paul did as he was asked. He leaned up until he was sitting straight and brought his hands behind him. He grabbed Molly's thick rod and started to rub and cover her in the slick substance. He pinned her rod against him, and he could feel her tip rubbing part way up his back. He brought one hand around and cupped it, telling Molly he needs more oil. This repeated a few more times until Paul was satisfied with the slickness of the shaft in his hands.
The next scene would have been an odd one to anyone not familiar with the context. A large breasted woman lay on a bed with a man straddling her. She alternated between jerking off the man and playing with her tits.
At the same time, the man was leaning back and seemingly trying to jerk off the woman with both has hands and his butt cleavage. They both glistened with oil in the morning light. The squelching sounds were lewd and the breathing wash heavy.
"Take out your plug," said Molly. "I'm going to fuck you now."
Paul nodded and worked out the plug. It made a plopping sound, but it was lost in the ambiance of their oiled bodies.
While Paul was working with the butt plug, Molly squirted even more oil on her and Paul. Her bed sheets were going to be trash after this, but if her plan worked, it would be worth the sacrifice.
She grabbed Paul's head and brought him down to her for a kiss. As they made out, Molly shimmied a bit further down the bed, so she was laying flatter with only her head and shoulders still on an incline. This brought more of Paul's body weight down on her, but his knees were still doing the brunt of the work.
Paul had never been hornier in his life. He was laying on top of Molly and felt it as she shimmied her chest so he could feel her tits slide back and forth on his chest. He hard nipples cutting through the oil was a sensation Paul didn't know if he could ever match.
"You need to line up my tip with your ass and old it there until I can slide in the head. The butt plug you had in might have been small, but it should make this part a little easier. After that, things will get... more."
Paul nodded and did as he was told, reaching back and aligning Molly's giant girlcock with his own hole. If he were going to back out, even though he said he wouldn't, this would be his last chance. As he thought that, Molly kissed him again and stuck her tongue as far into his mouth as she could manage. She tasted like coffee.
The pressure began slowly. Molly knew what she was doing and very much wanted to do whatever she could to make sure this was a good experience for Paul. It won't be as good or easy as it would have been if she had prepped him better, but it was too late for that now.
She pressed harder, Paul still holding her aligned. She could vaguely feel that his crown was about to give so she could slip in, so she went back to sliding her tits back and forth between their oiled chests to try and distract him. She knew the power of her huge breasts and intended to use it to the fullest.
Molly applied more pressure, and just like that, she felt herself enter Paul.
He let out the loud gasp. For better or worse, he was no longer and anal virgin. His last and only remaining cherry was pooped and gone forever. Instinctively, Paul felt himself trying to push the intruder out, but Molly wouldn't let him, keeping herself pinned inside him. She wasn't moving, letting him adjust to the initial size of her.
"You feel so warm," said Paul.
"That was supposed to be my line," replied Molly.
They both laughed and Molly took the relaxed moment to press further and inch more into Paul. It worked, not seeming to phase Paul any more than he was.
"You can go faster," he said after a minute more. "It doesn't hurt and want to know what it's like when I have all of you inside me."
Molly held the man tighter into her body, taking more of his weight on herself. She brough her feet up so her knees bent and provided her with more leverage. Once again, she rubbed her tits to bring Paul's attention away from what she was about to do.
She thrust, hard this time, slipping more inches inside, the copious lubricant doing its job.
"Oh jesus... fuck, woman, you're so god damn big," cried Paul.
Molly kissed him. "You're doing great. The hard part is getting it all in. After that you can adjust properly and it wont feel like so much."
"Adjusted or not, I don't think I'll ever agree it doesn't 'feel like much'."
Molly thrusted again, sinking slightly deeper, and waited. She didn't press further for a while, choosing instead to gyrate what she did have inside him to help widen the gap she was forming. He felt so unbelievably tight around her girlcock that it amazed her. She had been with men much smaller than Paul who couldn't sheath her this perfectly. It was one more odd thing for her to add to the list about this man.
She felt as if she was ready to cum already, could have cum with only the few inches she had inserted so far, but she needed to hold out until she was hilted. Paul needed the whole experience if he was going to have enough information to decide whether to stay or not.
She very much wanted him to stay. She would find an editor she didn't want to fuck if she needed to if it meant she could have Paul here, in her bed.
But he didn't need to know that yet.
"I'm going to increase the pace," she said, "you feel too good, and I already want to cum."
Paul moaned.
Molly knew it was a good sort of moan, so she leaned into it, "that's right baby, first I'm going to fill you with my giant girlcock, then I'm going to fill you with so much girlcum I'll make you drunk off it. Would you like that?"
Paul moaned again and nodded, not really wanting to spare the effort to respond verbally.
Molly started up a rhythm with her thrusts. She worked in and out of Paul gently, but forcefully. Each new inch she felt slide fully into Paul brought her into a new world on sensation. If she didn't know any better, she could have sworn she was being actively massaged from the inside.
Eventually, and with no shortage on effort and patience, Molly stroked into Paul one last time and felt his ass finally hit her thighs, both of their ball sacks kissing between them as they fully merged for the first time.
"That's it, I'm in," said Molly. "You have all of me now."
Her last words sounded as if she were referring to her cock, but in her own head, she meant much more than that.
The two of them rested from their efforts together. Paul laid on top of Molly absently playing with her nipples, while Molly lay on her back enjoying the weight of her new lover and gladly waiting until he could adjust fully to her size. Knowing she would cum very soon after fucking in earnest, she was in no hurry to do so, enjoying where she was. The intimacy of it was intoxicating.
It could only last so long, however, as her need to cum began to exceed her need for him. She rolled them both over so that she was on top now. She placed Paul's legs inside her arms, so they rested on her shoulders and leaned until his ass was slightly in the air.
She pulled out her cock until only the head was left in him and applied more oil.
Paul's eyes widened in worry of what was about to happen, but once she started stroking in and out of him in this position, he locked eyes with Molly as if in surprise.
It hurt. The ache in his ass could rival some of the most intense sensations of his life, but with each successive stroke, in and out, Paul felt the subtle shifting from pain, to pleasure, inside his body.
They said nothing. Molly quickened her pace and hammered down into Paul. Her tits drooped and bounced on Paul as she pistoned, silently hoping he could still find solace in the beauty and softness of the most female parts of her, while the most non-female part of her tore into his body.
Paul felt an unfamiliar pressure with each of Molly's thrust. It was the pressure of being filled, but of something building. It would spike on each of her thrusts, then ebb as she left him empty again. He had no experience so he couldn't place the feeling.
The methodical drumming of their bodies slapping together filled the room. Paul grunted and Molly moaned, neither wanting or capable of stopping, or even slowing, their rutting regardless of what the other wanted.
"I'm close baby," said Molly, "Your ass is going to make me cum so hard."
"I... I think I'm going to cum too, why am going to cum?" he asked breathlessly, still confused by the pleasurable sensation originating in his ass. He could feel it all the way through him now.
Molly would have told him if she could. She had both caused and experienced anal orgasms before. It was different for men since she didn't have a prostate, but it all added to the same thing.
Hearing that he she was making him cum from pounding his ass sent her over the edge. She buried herself and exploded into Paul. She bucked her hips with each spurt and felt each time she drained from her balls into the warm hole it occupied.
"Oh fuck... I can't stop cuming...," she grunted, still spasming through her orgasm.
"Keep going, just a bit more," said Paul. "More... More... shit!"
Paul's cock twitched and Molly knew he was there, about to cum. She grabbed him and stroked, adding more sensation to his orgasm. He came and started spraying his seed all over Molly's hand. She bent herself awkwardly so she could fit Paul between her hanging tits. If her breasts were any smaller, it wouldn't have worked, but Paul was long enough and her tits hung low enough that she swallowed him between her soft flesh, squeezing them hard and bouncing them up and down his overly excited dick while she continued to fuck and massage his crevice.
Coming down took time. Molly collapsed on top of Paul, letting his legs fall to her sides. She stayed inserted in him but was no longer thrusting, just resting. There was some intermittent kissing and petting, but neither of them talked, nor did they make any moves to separate.
Molly squished into Paul lightly, causing some of her come to drip from him. She reached between her tits and made show of rubbing Paul's cum into her tits before licking her finger, like he had done the day before.
She would eventually need him to cum on other parts of her body, inside her mouth and ass most notably, but for now she was absolutely addicted to feeling his juices running down, between and over her titties
The was no knowing how long they would have stayed like that because a *ding* rung from across the room. Someone was in Molly's elevator.
Paul panicked for a second thinking the doors were going to open and someone was going to walk in and see him naked and impaled. Molly quickly soothed his worry.
"The doors won't open until I answer it, like a regular door. Relax. It's probably Grace with the stuff I asked her to bring for you."
"She knows you're a dickgirl right? And what position I was actually interviewing for?"
"Yes...", said Molly hesitantly, worried her beautiful morning was going to turn sour.
Something clicked for Paul, "Grace is a dickgirl too, isn't she? Tall, big tits, crazy hot."
"Yes," Molly repeated, "Does that bother you?"
"Oh, my sweet girl. I can literally feel your dick softening in my ass as we speak. Why would one more dick in the room bother me?...you know, as long as this job isn't to 'inspire' her as well?"
Molly laughed and shook her head.
"That's good. My ass is a mess and couldn't handle being a muse for more dickgirls." He leaned up and kissed her, squeezing his ass around her cock in the process, "I also wouldn't want to be seen as greedy, know what I mean?"
The elevator dinged again.
"No," said Molly, slipping out of Paul the final few inches, "we wouldn't want that."
She leaned down and kissed him again before getting up and moving to answer the door. She didn't bother covering up, which Paul thought was odd because he was currently frantically moving to hide himself with the bed covers.
Pressing a button, Molly opened the elevator and Grace walked in. She stopped short at seeing Molly unashamedly naked, oiled, and covered in cum.
She looked at Molly, then to the bed where Paul was sitting. She stared until he awkwardly waved to her, then brought her attention bock to Molly.
"On the first day?" Grace asked quietly, sounding more worried than anything else.
"Yes. We'll talk about it later. Did you bring what I asked?"
Grace nodded and handed Molly the bag she was holding.
"Thank you," she said. "I also need you to get Paul a laptop with all the editing software he might need. He'll be starting his new job later today."
"Looks like he's already started," said Grace with a smirk. She leaned in conspiratorially, "Are you going to share?"
They both knew she was just being a smartass, but Molly couldn't help the anger she felt at the idea of Grace touching Paul. It must have shown on her face because Grace backed up quickly in surprise.
"Shit. Sorry, Molly. I was kidding."
"I know," she replied, calming herself, "like I said, we'll talk about it later."
Grace nodded and went back into the elevator.
"Should have the laptop for him soon, I'll leave it on the desk in your office downstairs. Will he be needing an office as well?"
"No. Bring a workspace into mine for him."
"Sure."
"Thank you much, we should both be down... after breakfast."
"I have no idea what that means with you standing there dripping."
"Bye, Grace," said Molly, closing the doors.
Paul called from the bed, "Did I hear breakfast? I'm crazy hungry after all this work I've been doing."
"I'll bet," said Molly walking back to him, "and you've performed more than exemplary so far. Here," she said handing him the bag, "some clothes. It's going to be a busy day, which may or may not require them."