It had been a long time coming. They had been internet lovers for some time, but had never met, not until Cal came into a substantial inheritance and on a whim, took a flight to Minnesota to meet her.
Her name was Colleen, and she was a lawyer, but when they'd met she was an eighteen year old mother of two, who had told him of her horniness; and proved it by forwarding a series of pictures with her in the nude, using various toys on herself. He had returned the favor, sending pictures of himself stroking his erection in front of a computer with her picture on the screen.
He landed in St. Paul on St. Patrick's Day, and caught her by surprise with his call.
"Yes, I'm here. In fact, I'm staying at the... , room 524.
"I don't believe it! All this time and..."
"When can you get over here?"
"Well, I'm at work, and ... how did you get my number?"
"You gave me the name of the law firm some months ago, when they hired you."
"That's all you can say?"
"Well ... you've really caught me off guard."
"Why should you be on guard with me? We know each other well enough."
"That's certainly true, but..."
"No but's, either you meet me, or you don't. It's purely your call, Colleen."
"I ... I don't get off..."
"I'll wait, its Room 524. I'm already hard. So call me, let me know when to expect you."
"I ... I can't be seen with you. You realize that, right?"
"I understand. We'll order room service and you can sit in the bathroom when they deliver."
"I've always dreamed..."
"Now they've come true. Are you getting wet?"
"Yes, I'm ... very wet. I'm looking forward to seeing you, Cal. You don't know how much I've thought about this ... this possibility."
Two hours later, Cal opened the door and ushered Colleen in, watching her slender hips sway, and her rounded cheeks wobble under the red and green summer dress, she had worn to the hotel suite.
As soon as the door closed behind them, Cal took off his shirt and tie. Colleen stood there waiting as he approached her. She was surprised at the softness of his kiss, and allowed herself to blend into it, eventually losing herself until it was just mouth against mouth, then tongue against tongue.
Their passion flared up, and they toppled over onto the large couch in the living room. Colleen vaguely saw a porno movie playing on the television, and thought it typical. 'He's about to get laid, and has to watch someone else screwing to get in the mood.'
'Still, ' she told herself, 'he's a great kisser, and that bulge I felt a moment ago was certainly something extra.'
For his part, Cal found her kisses somewhat hesitant and a little anxious, and he attributed it to her nervousness at meeting him alone in a hotel room. He reconsidered her kisses and found a reserved passion in them that was highly arousing; and the way her tongue slashed into his mouth sent shivers through his rock hard erection.
He had waited a very long time for this moment, fantasized about it, played it through his head dozens of times. Now that the scenario was real, and not some abstract masturbatory vision, he didn't know quite what to do, or, rather, what to do first. He wanted to touch her, wanted to look at her, wanted to pull away and see her breathing heavily in the summer dress she still wore.
He wanted to lick her ear, her breasts and her clit. He wanted to feel her hands on his back as their kisses became more entangling, but most of all, he wanted to feel her hands and mouth on his turgid cock. He wanted it all, all at the same time. But that was impossible, and he knew it. But suddenly he knew what to do for openers.
Moments later, Colleen's dress was on the floor, and right after, her bra fluttered down beside it. Then clad only in her lace panties and thigh highs, which she'd stopped to buy and put on before arriving at the hotel, she looked into his very expressive brown eyes, as if to say, "What now?"
"Let your hair down and take your earrings out," he said.
A little surprised at the request, Colleen pulled out the gold studs, and the hair clasp also was undone very quickly. Few people can stand naked in a hotel room and not feel just a little nervous, especially with a man known only from the internet watching minutely.
Cal let the silence hang for almost three minutes, while he scrutinized her body. The hard nipples, the sparse bush between her legs were complimentary in terms of what was to come next. The smile she wore when she first came into the room was gone, and she bit the bottom of her lip.
"Turn slowly," he said, and she did. He saw her small tummy, her nicely rounded ass, and called out for her to stop. Her back was to him. Cal was presented with what he considered one of the most attractive features of a woman; the legs and ass; both of which were very attractive.
He surprised her by grabbing a handful of her silky hair, and forced her down over the table that doubled as a desk and dining table. As her nipples touched the surface, he brought his hand down hard on her lace covered ass with a resounding 'crack'.
"Ow!" she shrieked, even as her pale skin quickly turned rosy-red where his hand had struck. Colleen gasped, but made no move to get up. Moving slowly, but knowingly, Cal carried her over to the couch, sat down and pulled her onto his lap. Then, holding both her hands with his left hand, he looped a leg over Colleen's right leg, effectively pinning her in place, and slapped her rosy behind again.
"What the hell do you think you're doing? Colleen yelled, ending her silence.
He smacked her again, and then answered her. "It should be obvious, I'm spanking you. Remember, you sent me a St. Patrick's Day card asking for it?"
"I was kidding, for crying out loud!"
"I don't think so," he said. "Beg me to stop, or beg me to hit you harder."
Colleen realized he wasn't kidding, and as he continued to stroke her stinging cheeks, she realized she wanted this; wanted him to dominate her. It took her a full minute to get the words out, but finally she managed to croak, "Please spank me, Cal. Spank me as hard as you can."
He did as she asked, spanking her reddening cheeks with increasing force. She gripped a cushion but still was compelled to cry out with a mixture of pain and pleasure each time his hand sent her body jerking forward on the table.
Cal kept it up for about another minute, resounding slap after slap echoed throughout the suite. Colleen reined in her cries, settling for the occasional moan as her bright red behind became accustomed to the sharp pain inflicted on it. There was no longer any doubt as to who was in charge.
It occurred to Colleen that she must really be a silly sight, draped over his lap, hair flying in every direction, but mostly over her face, her bottom sore as hell, and undoubtedly would be streaked with red welts for the next few days, and how would she explain that to Kevin?
She felt his erection poking into her stomach, bringing with it the realization that she was as horny and hot as she could remember, maybe ever. When he stopped spanking, Colleen's pretty little ass was sizzling with pain and hot to the touch.
She moaned delightedly when he began to run his hand over her reddened ass, occasionally bestowing another sharp smack to it. She stiffened momentarily, when his hand drifted lower, but because of the way in which her legs were separated, she was helpless to prevent any action on his part.
Tears of joy were rolling down her cheeks when she stood up, rubbing her smarting cheeks, she whispered, "Thanks Cal that was great. You know, if you'd kept on spanking me for a bit longer you'd have made me cum."
"You never mentioned you could cum from being spanked," Cal said.
"I couldn't tell you everything," she replied defensively.
"You should have told me. I might have been here sooner."
"Damn! I didn't know, or I would have. We've wasted so much time!"
"I wouldn't say it's been a waste, at least we got to know each other. Anyway, we're here now and I want to find out everything about you. Can you cum from other things that hurt?"
"It all depends, but any pain to my tits or pussy can make me come. I always come harder when there's pleasure as well as pain."
"Have you ever done it yourself ... come from hurting yourself, I mean?"
"Not just from pain, no. I've hurt myself while masturbating but I've always been doing something else as well. Do you want to see if I can?" Cal nodded, and Colleen said, "Can I play with myself first?"
He nodded again, and Colleen stroked her clit for a minute or two before grabbing her nipples. She squeezed them as hard as she could and gasped in pain as she pulled and twisted them.
"Tell me what to do, Cal," she whispered. "Tell me how you want me to hurt myself."
"Squeeze your tits hard, crush them."
Colleen released her nipples and grabbed her tits, squeezing them as hard as she could.
"Dig your nails in. I want to see you leave marks in your tits."
She did as he said, crushing her tits between her fingers and the heel of her hand, her nails sinking in deeply.
"Now your nipples," he demanded after a few seconds. "Dig your nails into them."
Again, Colleen followed his instructions and tormented her nipples with her fingernails. Cal saw the rows of crescent shaped marks left by her nails on her tits then watched her nipples turn white around her fingers as the tips turned a darker shade.
"Now pull. Pull them hard. Hard enough to rip your nipples off."
.... There is more of this story ...