Jessica's Unforgettable Experience

John Hammond was eager to finally go home to his family. It was a stressful day at work, and he wanted to lie back, relax, and put on some late-night news for the evening. Hopefully Jessica already put the boys down for the night. She's usually pretty good- she's a young preppy girl that has enough energy to play with them all day, ensuring that they're usually down for the night by the time he reaches home. He had a lot of trouble at first during the divorce- he was a businessman firsthand and wasn't very good at taking care of his two sons. They had too much energy for him to handle. When the court decided that he would be taking care of him half the week, he realized he was in for a shock. That was until his secretary helped him interview a ton of women, with him meeting a few of the finalists.

He tried very hard to not judge them by their appearances, but as a bachelor that hasn't gotten laid in months, he was unable to stop himself from getting hard at their young perky breasts and big hips. He imagined himself fucking them against the grand desk at his home office, or against the large window in their living room, for all the neighbors to see. He considered going to a bar or strip club, but he was always exhausted by the time he got home, and didn't feel like leaving his sons for hours just to get his perverted needs met. He was at least a good enough father to do that.

And so, he fidgeted in his erection and tried to be as composed as possible as he interviewed every girl. At the end, he picked Jessica, a fiery red headed college girl that had the plumpest lips he couldn't help but imagine around his cock.

Though he's fantasized about her daily in the shower, he wasn't going to ever act on it. He didn't want anyone to find out about what they were doing, and she knew too much about him that he was afraid she would use it as leverage to make more money from him. He was suspicious at times about her behaviour though- she seemed to always be coming on to him. He was 6 foot tall and decently attractive. He was an African American guy that made 6 figures a year, a toned body from having a private coach, and was single and exuding sexual energy at all times. He knew she was attracted to him, but he never showed her any interest, so she had probably given up at this point.

He arrived that night with his usual stunning smile, and hung up his briefcase, seeing Jessica sitting on the living room couch waiting for him patiently. She was dressed in tight shorts that showed off her amazing ass and a loose t-shirt on top, with the words "Cute but psycho" engraved on it. She looked up from her phone when he arrived, though he could tell that something was wrong tonight.

"How's it going? The boys are off to bed?" He asked, taking off his shoes.

"Hello Mr. Hammond," She said, smiling gently back at him. "They're all tired out from a day of fun, though they missed you a lot today!"

"How many times do I have to tell you to call me John?" He said as he walked over to the kitchen, pouring himself some water. She got up from the couch and approached him, leaning against the counter so her breasts pressed together. "You're doing so well with tiring them out, I should really give you a raise. You've been helping out so much since the divorce."

"Don't worry about it John." She grinned at him. "Just doing my job."

He chuckled, and sipped on his water, "You're too good to me."

She sat on the stool, her elbows pressed together, she looked worried, and John wasn't sure why. "You're free to leave for the night, I think I can handle them from now."

"I don't think I want to go back home tonight." She said slowly, looking up at him through her lashes.

He cleared his throat and composed himself, "And why is that?"

"I think my boyfriend's cheating on me." She said, a tear forming in her eye. "He's barely been texting me tonight, and something just seems off, I don't want to face him, John."

"Oh, Jessica. I'm so sorry to hear that." She nodded and bounced off the stool. He figured she needed some comfort, so he walked around the counter, closing in the distance between them. She looked up at him with hooded eyes as he approached, and he held his arms out. She didn't hesitate as she closed in on the embrace, smothering her face against his chest.

They didn't say much for a few moments, and she sighed deeply, taking in his scent. "This is what I needed, thank you John."

"No worries, anytime." He wondered if she'd be parting from him, but she stayed snuggled against his chest, breathing deeply.

"You've been such a good dad to me, I know it's just been a few weeks, but I've never had such a good boss."

"You're so sweet, Jessica." She rubbed her head into his chest a bit more, and in that process managed to grind her body against his. He felt her warm crotch against his leg through her tight shorts, and couldn't help but think dirty thoughts. Not now, John. It was too late though, his erection was already starting to grow, and he knew she'd be able to feel it. He had a massive dick, and even with a small erection, it lifted his pants to an extent that the bulge was clearly noticeable from a distance, and she was pressed right against him. He gulped, this was so unprofessional.

She shifted away from him, though arms still held around him. She looked down and simply commented, "Oh."

"I'm sorry. It's just- it's been a while." He gulped again.

"Oh, Mr. Hammond. I simply thought you weren't interested; you've been ignoring all my advances... and... sorry I just can't stop staring at it."

He looked at her in shock, and she knelt down in front of him, face to face with his bulge. "Can I?" He nodded, looking up to the ceiling.

She gently unbuttoned his trousers, and even that little graze against his bulge made him gasp a little, his dick straining to be released. She zipped down his pants gently, looking up at him the whole time. Then she pulled his pants down along with his boxer briefs, which were the usual black, in contrast to the rest of his forming fitting navy blue suit. His dick sprung up abruptly, and almost hit her in the face, she moved back in shock, mouth open to a wide 'O'.

"He usually scares most girls." He chuckled, more confident now. "My wife couldn't take him in, even after so many years." It was a foot long, thick and veiny, and something he was really proud of. The only flaw with having such a monster was no girl was ever able to take it, and he's desperately wanted to pound someone, to feel his balls slap against her thighs. He doubt Jessica would be able to take it, she was petite and thin, although pretty feisty. He would completely destroy her if he ever tried to take her. It'd come out of her mouth.

She continued staring at his erection as it pulsed angrily at her, she moved her hand around the base of it, in full concentration, and stroked the entire length, pausing at the tip, and then rapidly moved down again. "Oh..." He moaned, his eyes darkening as he realized what he was getting into.

"He's gorgeous." She said, quiet for once.

"You should try taking him in your mouth." He said, his fingers gripping her vibrant red locks. He gripped her tightly, and moved her into his dick, she complied, but even hesitating for a second. The second she put her mouth around the tip, he moaned loudly. He forgot how good it felt- he had been months, and he was surprised she could even fit him into her mouth. It was stretched wide open, her soft lips grazing against his tip. She pushed her face into his dick, getting only a third of him down, moved back out again slowly, then did it again. He closed his eyes in absolute pleasure. She left him, and he almost growled in anger. He was feeling animalistic at this point- he wanted it too bad, and this girl was drop dead gorgeous. He just wanted to fully slam her and destroy her inside and out.

"I can't believe I only got that little in. Fuck you're huge."

"Maybe you should try a little harder, babygirl." She moaned at his words, and spit into her hand, rubbing it all over his dick then putting it back in his mouth. "Mmm... good girl." He said, thrusting into her. She bobbed up and down, changing her pace and stopping every time he got close. He got more and more frustrated, and glared at her, grabbing her hair once more. "What do you think you're doing?"

"Your dick is so good, I need it to last longer- I need it so fucking bad."

He grinned down at her, "Why didn't you just say so?" He lifted her easily - it seems all his time at the gym has been a good thing- and flipped her body around, shoving her against the kitchen counter. She gasped loudly, marveling at his strength.

He pulled down her shorts quickly, and it revealed pink lacey panties. "You're such a little slut, aren't you?" It was soaked, the part against her pussy dark pink and sticky. She had gooey liquid going down her thighs. "You're that wet from a blowjob, baby girl?"

"I need it, my boyfriend never satisfies me." She mewled, fidgeting against the counter.

"I'm suspicious the boyfriend was just a story to get me into you." He said as he pulled her panties down, and pushed two fingers inside her. She gasped and moaned loudly, grinding hard against his fingers. "Am I correct?"

She nodded eagerly, finding it hard to think straight anymore. "You're right. I just wanted a sugar daddy, and I knew you were always hiding your erection around me."

"What a slut you are." He said as he withdrew his fingers as quickly as he slid them in, "And how ready you are for me." He whispered those last words against her ear, licking it entirely as she squirmed underneath him. He pushed the tip of his head in, and he watched as she took him in. He moved out again, and she groaned in anger. He repeated this a few times, only pushing his head in, then pulling out again.

"Why...?" She said, unable to get any other words out.

"Beg for it. Tell me how much you want it."

"Please. Please fuck me. I need you inside me."

"Why didn't you just say so?" He slammed into her, and she screamed out loud.

"Oh my god you're so deep."

He grinned, looking down at her, "Baby, that's only half of me." He pulled out and slammed into her again, and she screamed out once more. This time he was a bit deeper, and he pushed in over and over, trying to get as deep as possible. Eventually, she was getting too loud, and he had to stuff her panties into her mouth, worried that she'd wake up his boys. She groaned and screamed and mewled into her panties as he slammed into her harder and harder. He knew he was destroying her inside and out, her mind completely blank as she took in his dick over and over. He could feel himself close again, and he gripped the sides of her body. At this point, her legs could barely touch the ground, and the only thing that was holding her up was her upper body pressed against the counter and his rod seemingly impaled through her entire body. She squeezed her pussy over and over, completely out of control. It seemed like it wanted to milk him, wanted to take more and more of him, wanting to challenge him for more. He could give more, with one particularly hard thrust, he entered her completely, and the sensation was so much for him that he came immediately. He groaned loudly and pumped her full of cum over and over again, with it dripping down her thighs and making a mess on the floor. She screamed into her panties and spit it out by accident, and their noises echoed through the house. He pushed his fingers into her mouth as he exited her, the goo splotching out onto the floor. She breathed heavily and laid still against the counter. He was worried he ruined her, but she slopped down into the floor and looked up at him with hooded sexual eyes.

"I'm never going to take another dick inside me again, I'm fucking ruined."

"Sorry baby girl." He said as he pet her, her red hair matted against her forehead. "You took me so well though, you're such a good girl. I was able to fully fuck someone for the first time. I'm never letting you go."

He helped her up, and she looked down at the mess as she tried to steady herself, her legs quacking like crazy. He looked down at the mess he made as well, the days of cum he saved up, all over her body and their clothes.

He held her chin and kissed her forehead, "Clean this up and lock the door on your way out. I'll see you tomorrow, hope you're ready for more."

She nodded as he headed to bed.