Hollie's Night

WEDNESDAY:

John had gotten to work a few minutes late due to traffic. He hurriedly sat down at his desk and started to work, hoping his bosses hadn’t noticed. Hollie looked at him from her nearby desk, and scooted over to him.

“I talked to the girls this morning, and I think the plan for today is just going to be you and me, my place, 5:30.” said Hollie.

“Yeah, sure, Hollie. Sounds good, just tell me that Ashley and Mandy didn’t notice I was late.” said John.

“I don’t think so, but either way, it’s like five minutes… I don’t think they’d care that much.” said Hollie, “Besides, you always take forever to come.” She giggled as John’s glare turned to a grin.

—- LATER

John knocked on Hollie’s door, unsure of what he was about to walk into. Would Natalie be involved somehow? Would he be tied up naked? Or would he be the one with control like with Evelyn? John knocked again, before the door was quickly opened to reveal Hollie in a bathrobe.

“Hey, Handsome. I was worried you’d be late” she said with a smirk.

“For you? Never.” said John, stepping inside. The sight of Hollie in a bathrobe, seemingly naked underneath, was relieving to John. Maybe it wasn’t going to be anything too **** after all. She led him into the living room, where nothing seemed different from his last visit, except for a beige purse beside the couch, not that that was strange at all, and the fact that there was only one pillow on the couch, when previously there had been four. John didn’t think much of that, either.

“Natalie’s not here, is she?” asked John.

“No, she won’t be home until late.” said Hollie.

Hollie stood him in front of the center of the couch and began to kiss him, deeply and intimately. As she did so, she dropped her bathrobe and revealed her nude body. Sure, John had seen this a couple times now, but after dreaming about it for years, it was still just as satisfying. She kicked the robe to the other side of the room.His hands explored her body as she unbuttoned his shirt and threw it across the room to start a pile with her robe. Next, came John’s belt. He wondered for a moment if she was going to keep it around, and maybe that was going to lead to the more **** part of the evening. Was the sweet, innocent Hollie that was the last to show skin secretly into BDSM? Maybe, he thought, before she tossed that too across the room. Soon her hands were unzipping the fly of his pants, and dropping them, too. His bulge was once again evident through his boxers. Sure, she had seen his dick several times now, but it was still erotic to see. She broke their kiss to take a look, as she pulled his boxers to the floor, and pushed him onto the couch. She bent down and grabbed his boxers and pants, and tossed them to the corner with the rest of the clothes.

“We won’t be needing those.” said Hollie, diving in for more passionate kissing. John placed one hand on his dick, and another on the back of her leg to lift her as he guided his way into her snug pussy, but she resisted.

“Don’t rush it.” said Hollie. John internally acknowledged that he had skipped the foreplay; After a few days playing around with Dina and Evelyn, he’d been eager to get back with Hollie, who he still hoped would be more than just a Friend With Benefits. He moved his mouth to her neck, and up behind her ear. She moaned as his hands gave her lower cheeks a squeeze. He lowered his tongue to her nipples, playing with each one for a good fifteen seconds or so. Her hands ran across his chest, and his biceps. His fingers found their way to Hollie’s clit and began rubbing it as he gave her as much attention as he could. Then, she started to pull away, and stand. At first, he thought he did something wrong, but then-

“Okay, now you’ve earned it.” said Hollie, spinning around. She looked over her shoulder at him. “How about a new position, though?” She lowered herself back down onto him, mounting John for a reverse cowgirl position. While he was happy to try a new position, this wasn’t one he was crazy about, but he wasn’t going to complain. His hands found her hips as she started bouncing on him. They were both lost in the ecstasy of the moment. Then, the front door opened, and a man John had never seen before stepped inside. Both of them looked at the man, and the man looked over to them as his eyes shot wide open. Hollie leapt off of John, her hands trying desperately to cover what they could. John went to grab the sole pillow on the couch, but Hollie spun around to grab it for her own cover. She scrounged herself up in an attempt to make the singular pillow cover both her breasts and her crotch, but it barely covered one or the other. John balled himself up a little bit to hide his nakedness the best he could. All of this felt like eternity as they tried to shield themselves from the man’s view, but in reality, it was all happening in a matter of seconds. Eventually, the man turned his head away from them, as he moved a hand up to shield them from his peripheral vision.

“Hey, Hollie… I’m just here to pick up Natalie’s purse that she forgot this morning.”

“Sorry, I forgot that you were coming…” said Hollie, but John realized she must not have forgotten; That this was the plan all along. “Just don’t look for a moment.” she commanded. She hopped over to the corner where their clothes were to grab her robe, and tied it up the best she could. She tossed John the pillow to cover his crotch.

“Okay, I’ve got my robe on.” she said, as she walked over to the beige purse to turnover to him.

“Thanks, Hollie. I, uh… didn’t mean to interrupt.” said the man, as he swiftly turned and left as quickly as he had entered. Hollie’s face was beet red.

“That was Natalie’s boyfriend, Trevor.” said Hollie.

“I figured.” said John.

“And he just saw everything. My tits, bouncing as I rode you. My completely bare backside, probably still with your handprint on it. Even my snatch, with you inside.” Said Hollie, who was panting deeply.

“Yeah, but that was your plan, right? That’s why we’re here instead of anywhere else. You knew he was coming?”

“I mean, yeah, but a loose plan is one thing. Planning to do something and actually doing it are two different things. Now it’s real. He’s seen me completely naked and exposed and ****. In reality, it’s more humiliating…” She took a deep breath. “It’s scarier…” She took another deep breath. Her head snapped toward John. “It’s hotter.” John looked down beneath the pillow. His cock was just as hard, if not harder now than it was while Hollie was actually riding it. Hollie’s eyes followed his gaze. “Let’s not waste it.” She said. John didn’t have to be told twice, he spun onto her this time, pulling away the belt of her robe. He tore it open, and reunited their lips. She let out a yelp as he pushed her back onto the couch and launched his cock-rocket deep inside her. She was clearly surprised by just how quick he was to take full control and pound her before they could even get the robe all the way off her. Moments later, she was gasping for breaths as he kept his pace like a locomotive. The sight of her small breasts shaking like there was an earthquake was seering itself into his memory.

“John, I’m gonna cum!” she gasped. Her hands ripped themselves from his back and latched onto the shaking couch cushions as her face contorted to meet her needs. John kept going for a few more seconds until he felt himself launching his cum inside her. A few seconds passed as he pulled out and sat down, exhausted.

“Should we be concerned about that? I mean, we didn’t have a condom-”

“No, not at all. I’m on a pill.” said Hollie. “That was… The best you’ve been so far. That’s not a knock on your usual performance, either. You haven’t disappointed me yet, but that was… Wow.”

“I guess your plan was a success,” said John.

“Shall we hit the showers?” asked Hollie.