Given his late-night activities, he woke later than usual, just in time for breakfast in the hotel. He went to the front desk hoping to find Shelley and was disappointed that she’d left at eight when a colleague arrived to relieve her. He wasn’t sure what he would say to her, but having promised to return, he’d hoped to get her shift schedule.
‘She probably doesn’t really expect me to come back,’ he undersold himself when he’d checked out and was heading to his car. He had one more client in another city today, and tomorrow, he’d head home to his empty apartment and then, after a boring weekend alone, head out on the road again.
He had mixed feelings about his on-the-road life. On one hand, he preferred being out on his own rather than chained to a desk dealing with a constantly ringing phone and office politics. On the other hand, it had brought about the end of his marriage, and being on the road did not often present opportunities for female companionship. Until last night.
The cute little girl behind the desk was often in his thoughts, and it was always her perfect bare bottom across his knee that he saw in his mind’s eye. And that really surprised him. How had something he’d never given a thought to so embedded itself in his mind that even though he’d fucked her bent over her desk, it was spanking her that aroused him? He remembered how she’d so willingly accepted it, asked for it actually, and figured that probably had a lot to do with its appeal.
Testing this theory, he thought about another woman he’d dated a few times and tried to imagine telling her she needed a spanking, taking her panties down, and smacking her bare bottom. Although she was an attractive woman with a great body and sexual appetite, the thought of doing to her what he’d done to Shelley did nothing for him. He needed to see Shelley again.
Two weeks later, Shelley arrived for her night shift and got a rundown from her colleague on what she could expect insofar as late check-ins. Only one guest hadn’t arrived yet, but it wasn’t the person she was hoping for. She’d seen Jim’s reservation in the computer; she had been waiting for it. She couldn’t decide whether the fact that he’d already checked in meant anything. He probably didn’t even know if she’d be working, and even if he did, that didn’t mean he’d waste his time on a ditzy night clerk, she thought, her self-esteem slipping.
She’d thought about that night often, and though the idea of spanking wasn’t as foreign to her as it was to Jim, the degree to which she’d liked it and craved it even now caught her off guard. She’d gone home that morning and fingered herself to a glorious orgasm in front of the mirror, with the sight and feel of her sore, red bottom driving her fingers. She’d checked the color of her bottom several times a day, disappointed as the color faded.
Not knowing when she’d see Jim again, despite his promise to return, she wondered whether any of her on-again/off-again boyfriends could fulfill this new need. She tried to imagine a situation where they might give her what Jim had and came up empty. She couldn’t even fuel a decent masturbation session with them in mind, attempting a self-spanking to enhance the fantasy. Still, as soon as she conjured an image of Jim – big, strong, but gentle Jim – her pussy reacted immediately, and her hand instinctively went to her ass, remembering that delicious sting.
Resigned to the conclusion that he had to be the one to further her punishment fantasy, she needed to know when he’d be there next. Looking in the reservations system, she saw that he was there nearly every two weeks, arriving on a Wednesday and leaving on Thursday. Her hopes brightened, especially when she’d seen his next arrival date.
She picked up the phone to call his room but realized the late hour and put it back down. She went back to work and tried to put it out of her mind, unsuccessfully. It was past one when the last guest checked in, so now she just had the long slog till eight o’clock when she’d be relieved. Her work seemed like drudgery as she frequently returned to thoughts of Jim.
“Excuse me, Miss. My key doesn’t work,” a familiar voice said.
“Jimmy!” she screamed and ran into his waiting arms. “I’m so happy to see you!”
“I told you I’d be back.”
“Yeah, but I didn’t know when, or if you knew when I was working, and then I saw that you’d already checked in, so I figured I wouldn’t see you, and then, then I was really sad,” she said in one long breathless sentence. “Anyway, I’m really glad you came to see me!”
“Have you been a good girl?” he asked after a tongueful kiss.
“If I say ‘yes,’ will you still spank me? Just cuz I want you to?”
“Maybe, but it would be a longer and harder spanking than last time.”
“Ooo, works for me! Gimme your hands!” she said, shoving them up under her skirt, one in front and the other in back.
“I thought you said you’d been a good girl!? Only a naughty girl goes without panties under her skirt!”
“I know! I’m such a bad girl, but I had to give you some reason to spank me! Oh God!” she groaned as she felt a finger slip into her dampening slit and a hand squeezing her cheeks in back.
“Come on,” he said, keeping his hand on her ass and guiding her in front of him. “You need a spanking!”
“Yes, sir,” she said and stopped, “Wait! I need my handbag!” She went back to the reception desk and grabbed it from underneath. “I, um, I don’t want anyone to steal it while we’re, you know,” she explained feebly, and then with his hand back on her bare ass, she let him guide her into the office.
Same as last time, he flipped the lights on as they entered and went straight for the chair already in position, pulling Shelley to his side. He was about to say something when she stopped him again.
“Hold on!” she said, grabbing a cigarette lighter from a drawer to light four scented candles and turn off the lights. Smiling, she stood at his side again, saying, “Okay. I’m ready.”
“Come here,” he said, feeling like he couldn’t ignore her romantic gesture and had her sitting on his lap. With one hand around her back and the other creeping up her thigh, he gave her a quick kiss and said, smiling, “Very nice. Is the romantic atmosphere supposed to make it difficult for me to spank you?”
“Oh no, sir! I want to get spanked so bad! Please? Put me over your knee and spank me!”
“Maybe we should mix a little more pleasure with the pain,” he said as he opened her blouse and slid his hand inside, where having also gone bra-less, he got his hands on her pretty, little tits.
“I know they’re small, but you can take my blouse off if you want,” she said, making excuses for what she saw as a shortcoming.
“They’re not small,” he replied, opening the other buttons and pulling it off. “They’re perfect!” he added as he bent to take one in his mouth. With her leaning back just a little, he could give each a turn with his tongue, the areola’s swelling and nips hardening enticingly. His mouth switched from side to side, with his hand keeping the neglected one happy.
“Mmm, that feels really good!” she sighed.
“Yes, it does! But you need a spanking, don’t you?” he asked.
“Yes, sir!” she replied lustfully. She slid off his lap, opened her skirt, and let it fall to the floor. “I want to be naked for the whole thing! Can I take your pants off so I can feel you when I bend over your knee?”
“Of course!” he replied, standing up to make that easier.
She put her arms around his waist and hugged him tightly. Tilting her head up, she invited a kiss that started gently but ended passionately. Smiling and biting her lip, she knelt, continuing to look up at him as her hands slid down his torso, finding the waist of his pants and making quick work of the belt and other closures. As they fell around her ankles, she looked straight ahead at the tent in his boxers, licking her lips expectantly.
Tugging slowly on the elastic, her mouth opened as she slowly unveiled his hard cock. Seeming even bigger to her, she sucked him in as soon as it was free of his underwear, but after a half dozen trips in and out of her mouth, she stopped.
“Can I save him for later?” she asked as she stood and pressed her body against his. “I’ve been a bad girl, and I need my spanking now! Please?”
“Come. Over my knee,” he instructed as he sat, fighting a temptation to play with her smooth, bare pussy with his fingers and tongue. Her tight slit between meaty swollen lips called to him.
She lay across his lap, making sure her cute little butt was perched high and ready. She’d been getting wetter by the minute, that squishy humidity betraying her anticipation of the first good smack.
“Ooo!” she yelped when it came across the bottom of both cheeks, followed by several more in the same spot.
He hadn’t spanked her like that last time, and suddenly, the prospect of a ‘new and improved’ spanking raised her expectations even higher. She didn’t know that he’d done a little research on the subject to enhance their next visit, but the change reminded her of a new element she had planned.
“Oh yeah! Oh yeah! Spank me! Spank my bottom!” she cried, finding her pleading to be arousing in itself. Just saying the word ‘spank’ in all its forms was enough to get her wet, and now, with her ass being so deliciously peppered with stinging spanks, the effect was amplified.
“You need to be spanked, don’t you, Shelley? A good spanking on your cute, little hiney!” he accused, finding the juvenile word ‘hiney’ appropriately descriptive for hers.
“Yes! Yes! Spank my hiney!” she wailed, liking the word as much as he.
Shelley was in her own special heaven. The whole situation, being naked, bent over Jim’s knee, and getting spanked like a naughty little girl, cemented the desire permanently in her brain. ‘I’ll always like spankings!’ she thought to herself.
Unlike last time, he had no specific count in mind and only decided on a pause when he thought she needed a rest. No longer holding her bottom up in invitation, she instead lay across his knees, letting them support her, sighing loudly when she felt his hands gently caressing her burning cheeks.
“Ooo, that feels good!”
His fingers delved into the crease between her cheeks, up and down the deep valley across the perineum to just barely tease the opening to her seeping slot. Her breathing quickened and he knew she wouldn’t mind if he slipped a finger or two inside, but, ‘Not yet,’ he told himself. Back up, he stopped at her tightly puckered star and pressed lightly on it, her hips jerking up as if to say ‘More!’ He pressed a little harder, and she groaned softly. Harder still, and she pushed up again as though she could force herself onto his finger. He filed that away for future reference and put his palms back on the warm, pink tops of her cheeks.
‘How does he keep finding out my secrets?’ she thought, moaning at the thought of his finger or something even bigger finding its way inside her ass.
“Oww! Ooo, yeah!” she gasped as the spanking resumed, this time the pattern of several on the same spot, same cheek before moving to the other. Increasing the count at each repetition had her pulling in again, not sure if it was pain or pleasure. When he got to twenty on each side, she didn’t know if she could take more, but thankfully, he stopped, but then …
“Holy Christ!” she screamed as she felt his fingernails scraping across the spot he’d just spanked so ferociously. “Do it again!” she demanded. Twenty more on the other side, a little harder, and she was climbing the walls. It was almost like being tickled but wanting it to continue and stop at the same time.
Jim was pleased with her reaction to the trick he’d read about. After the third time, she’d nearly fallen off his lap, and he wondered if he could add to it further.
Once she’d settled down, she moaned as he rubbed both cheeks softly with one hand while the other slipped underneath, and moving toward her pussy, she lifted her hips to let him in. Two fingers slid through her slit and into her weeping cunt. He stroked her only a few times, and then suddenly, he was spanking harder than ever, all in one place.
“Oh my God, Jim!” she screamed, knowing what was coming next and feeling like she’d explode. After ten, his fingers went into overdrive. At fifteen, her body stiffened as she panted in anticipation. “Oh! Oh! Oh! Ohhhhmmmmmm!” she cried at twenty as the combined effect of her stinging cheeks, the hyperstimulation of his scraping fingernails, and the fingers in her pussy had her cumming powerfully, her body quaking on his lap.
“Come here,” he said as he lifted her and hugged her tightly, feeling the quivering still in her body. “I’m sorry!” he said, feeling he’d gone too far.
“No! No… no, that, that was, was amazing,” she could say only in panting gasps with her head on his shoulder. “Oh my God,” she continued, still trying to breathe normally. An occasional shudder still passed through her body when she said, “Holy shit, Jim! That was fucking awesome!”