A smile spread across Jenny's face when she suddenly realized who the man sitting at the other end of the bar was. She'd glanced at the tall, blond man several times during the evening, wondering why this handsome man seemed so familiar to her. She'd been trying to connect the dots, and finally, she had recognized him.
Tim's parents were friends with her parents, and he had been her babysitter often when she was younger. He was about five years older than her, always friendly, and had introduced himself with the words "There are some who call me Tim", a reference she hadn't gotten until years later.
She walked up to him and introduced herself, and the warm smile that spread across his face matched her own. After a quick bit of mental arithmetic to confirm to himself that she was actually old enough to be in here, he offered to buy her a drink, which she accepted. They soon found themselves a table where they could chat more privately.
"I have to admit, it's a big strange to sit in a bar, chatting to a girl I once babysat," he admitted. "It feels... I don't know, weird."
She giggled, and realized that she felt slightly light-headed. She was probably approaching her limit for the night, but she didn't care. “I remember you were quite the softie back then. I could do whatever I wanted, more or less, and at worst you'd shake your head in disappointment.”
“What was I supposed to do?” He asked. “You never did listen to any of my lectures, that's for sure.”
“There were a few times you threatened to take me over your knee.” There was a slight hint of blush in her cheeks as she continued. “When I was really bad, you'd warn me that any more trouble would earn me a good, hard spanking. But you never actually did it. No matter how much I...” she trailed off, her eyes staring off into the distance. The next time she looked at him, he was giving her a very curious glance.
“I was curious,” she admitted. “I wondered what it would be like to be over your knee. Whenever you'd given me one of your warnings, I'd lie awake that night, wanting to know what it would be like to be spanked.”
He placed his hand on hers, waiting until she once again met his gaze. “Are you still curious, Jenny?”
She blushed. “No. Sort of.” She averted her eyes again. “Maybe.” She reached for her drink, taking a small sip as she gathered her courage. “Yes. Definitely yes.”
His apartment looked more or less like she had expected. It was small and scantily furnished, and a lot cleaner than hers had ever been. One of the walls had a poster for some band she had never heard of.
He sat down on the small couch. The butterflies in her stomach were fluttering harder and harder. It was one thing to sit in a bar, talking about being spanked. It was quite another to actually face the reality of it. Part of her wanted to leave right away, to tell him she had changed her mind and didn't want to do it anymore. But this was something she'd dreamt about for years, a delicious thought that had kept her up at night as she imagined her handsome babysitter spanking the daylights out of her.
And now, that same man was crooking his finger at her, beckoning her over. She obeyed, and he patted his lap. “You've been a bad girl, Jenny, and it's finally time to face the consequences. Over my knee.”
She felt slightly dizzy as she leaned forward, placing herself on the couch with her bottom in his lap. He adjusted her position slightly, making sure that her backside was as elevated as it could be. She blushed as he grabbed the hem of her skirt and started to raise it.
“Please, sir, I'll be good, you don't have to spank me!” she pleaded. Despite her words, she was wriggling her butt in what she hoped was an inviting manner.
“It's too late for that, girl,” he told her as she started to stroke her bottom gently. “You're getting a good, hard spanking, and that's final.” And with slow, deliberate movements, he lifted his hand and started spanking her.
Jenny winced as the first few smacks landed on her bottom. He was giving her some very light slaps, leaving a small sting and a pleasant, warm tingle, but the reality of being over this handsome man's lap, having her bottom spanked, was a hard one to come to terms with. He continued to spank her, each slap almost unnoticeably harder than the last, but after a few minutes, the sting was starting to build up. Whenever he seemed to slow down, she wriggled her hips again, hoping he would continue.
She'd read a lot about spankings over the years – to tell the truth, it was one of her favourite subjects. She'd dreamed of it, but she'd never actually experienced it. She kicked her legs a bit as his palm struck her sensitive sit spots.
“Are you beginning to regret your actions, little girl?”
She turned her nose up, acting as defiantly as she could, given her position. “Is that the best you can do? I barely feel anything.”
He chuckled. “I think I know how to make sure you feel this better, girl.” She blushed as he placed his fingers in the waistband of her panties. She whimpered a bit, and he hesitated, his fingers remaining in place as he waited for her to object. After a brief internal struggle, she lifted her hips, allowing him to slide the panties down to her knees, baring her bottom. She bit her lip as she thought about the view she was presenting to him.
With her bottom now bared, the spanking was noticeably more painful than before, and soon, she was kicking her legs with every loud smack. In the end, he had to place his left hand around her waist to ensure that she remained in place as he continued to bring his palm firmly down on her rose-coloured orbs.
Tears rolled down her cheeks by the time he decided it was enough. He helped her into a sitting position, making sure she put as little pressure as possible on her bottom, and let her cry into his shirt. There was a blissful smile on her lips as she dried the last of the tears of her face.
“So how was it, Jenny,” he asked her. “Did it satisfy your curiosity?”
She bit her lip. “For now,” she admitted. “But I have a strange feeling that it's going to flare up again in a few days or so.”
“Well, you know where I live now. Why don't you drop by, and I'll see if I can sort it out?”
She leaned forward, kissing him on the lips. “I can't wait."
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