Randy's Rendezvous II

Friday had finally arrived. Randy picked Lisa up at her place. He was in his usual jeans and button down. Lisa had chosen a cute little red dress with a v-neck that accentuated her gorgeous breasts. It came to the top of her knees, but when she moved just right you could see that her tights were actually black lace stockings that were held up by a garter belt.

The food was delicious as always. The conversation flowed like a mountain stream. They made each other laugh and genuinely enjoyed each other's company. As Randy asked for the check he asked, "Your place or mine?"

"How about mine?" Lisa suggested. She had been working hard on unpacking and was ready to show it off a bit. She also wasn't sure if she was quite ready for an encounter at his house. Maybe next time. "Netflix and chill?"

"Chill it is then." Now this was the point at which Lisa got up from dinner and leaned over to grab her purse which had scooted to the back of the booth. Randy, their waiter, and about half the restaurant received a very nice view of her skirt riding up to just below her ass, framed by the lace at the top of those stockings. It wasn't a vision Randy would ever forget. He figured quite a few of the folks at the restaurant would be remembering it for opportune times too.

Lisa's house was a quick drive. As he helped her out of his truck she noticed him grab a bag out from behind the seat. She wondered why before getting distracted by the feel of his arm around her waist. She let him in the door and gave him a quick tour. They settled into the couch, at which point she noticed the bag sitting on her coffee table. "What's that for?" She asked.

"It's a surprise for later. I think you'll like it." Randy replied with a wink.

Lisa was intrigued. She wasn't much into the Netflix part of the night; however, the "chill" part was completely occupying her mind. They put on The Office and made it through about ten seconds of the episode before the cuddling turned into Lisa laying over his lap.

Randy, after this point, never looked back at the TV. Her ass was plump and round, and that skirt had ridden up above the top of her stockings again. She kept wiggling her ass at him playfully, and he kept teasing her by pretending not to notice.

"You could spank me, ya know."

"Oh could I?" Randy replied with a smile that ran ear to ear. "Like this?" He brought his hand down in a hard smack right on the bare skin between those stockings and that skirt.

Lisa squealed. "Uh huh."

He gave her for more nice swats in the same place before lifting her skirt to reveal the top of her garter belt and the tiniest matching lace thong. "Mmmmm. Nice!" He exclaimed. "Such a beautiful frame for a hot red ass. How does it feel to be over my lap on display?"

She hadn't really thought about it that way before. It made her feel more exposed somehow. More vulnerable. "On display?" She queried.

"Well, this is obviously a very well put together piece of art," Randy replied, "and I find the view quite enjoyable."

She blushed. "I'm glad you like it."

"You are sexy as fuck and now I am going to give this amazing ass a thorough spanking."

He tucked her skirt into the top of her garter belt and proceeded to slowly and methodically bring his hand down full force on her ass. The first couple of swats almost made her jump. She had never been spanked bare. It stung more, but she loved the feel of his skin against hers. The intensity built as he went on. She felt warm and her pussy was starting to drip. As she heard the theme song play again, he paused. He rubbed his hand over her now red-hot ass and thighs.

"Do you like being told what to do?" Randy asked.

"Sometimes in the bedroom."

"I would love to play that way with you now if you desire."

Oh, she desired. She had cum thinking about it more than twice this week. Much more than twice perhaps. She wasn't ready to tell him that yet though. "I would like that very much."

"Good." Randy smiled again. He had been doing a lot of that lately. "I have something in that bag that is only for naughty girls. Do you think you can be naughty enough to earn it?"

"Yes sir." She answered. He slid his hand in between her legs and felt her dripping wetness.

"Good. I need you to get up and sit in front of me on your knees."

She did. This put her face right in front of his cock, which she could clearly see bulging through his pants right now. He then unbuckled his belt, unzipped his pants, and took everything off, including his shirt. He was naked in her living room, and she was on her knees staring at his erect cock. He sat back down in front of her and said, "Now prove to me you're a naughty girl."

She looked at him, then looked down at his cock. It was bigger than she expected. She had been with a few guys, but they weren't exactly well endowed. Randy was, well, a little intimidating. She wrapped her hand around his girth and ran her tongue around the tip. She wasn't sure exactly what he wanted. He held her head gently and pulled her mouth in over the tip. She closed her lips around it, wrapping it with her tongue.

"There you go," he encouraged. She started moving her mouth up and down his cock, taking a little more in each time. "Yesssss!" Randy moaned. "The naughtiest girls take it all though."

Lisa had no idea how she was going to do that. She had maybe taken half of his length so far. Her mouth was only so big. She loved it though. She loved the feel of his cock in her mouth and against her tongue. She tried to take as much as she could, but he kept hitting the back of her throat. He could tell she needed help.

"Keep your tongue straight," he directed. He grabbed the back of her head. "Now relax." She took a deep breath and felt him slide is cock into her mouth. He was at the back of her throat and then just kept going, sliding his cock into her throat so deeply that she could lick his balls with her tongue. She did so, a big greedily. He held her on his cock like this for a few seconds before letting go. She gasped a bit then put her mouth back on his cock. She kept working his cock in a little more each time, this time knowing she could go deeper. She did go deeper and deeper until she took him all on her own. "Now that's my naughty girl!" He praised.

Lisa glowed. She loved this. She loved giving him pleasure. She was also very much enjoying this herself and felt her clit beginning to swell. She wanted what was in that bag and she was going to earn it. She was keeping her rhythm now. She was intent on making him cum and locked eyes with him as she greedily sucked his cock. He was going to cum before long.

He felt it build and knew he was going to fill her. He didn't want to choke her, so he grabbed her head and held her so that just the tip was in her mouth as his juices filled her. She loved the taste on her tongue and lapped up every drop. She felt proud, and very naughty. She laid her head down on his thigh next to his spent cock. He stroked her hair for a few minutes until he was able to catch his breath.

"That was a very, very naughty girl! You deserve all of the treats. Now I need you to go get your wand off of your bedside table and bring it to me."

Lisa blushed the deepest blush she had ever blushed. She had forgot to put that away before she left for dinner. He had obviously noticed. He had also probably made the connection. "Yes sir." She answered before heading to retrieve it. She brought it back to him as he was pulling a wide round plastic paddle out of his bag. It had holes drilled all through it and a short handle. She suddenly became very aware of her exposed, still red, ass.

Randy held out his hand. It took about four seconds for her to realize that she was to hand over her vibe. He plugged it in beside the couch and told her to lean over the arm of the couch with her ass in the air and her feet far enough apart to support herself. She did what he said. She could feel the air hit her dripping pussy.

He took a moment to take in the beautiful sight in front of him. "You are not to move, and not to cum until I give you permission. Understand?"

She wasn't expecting that second part. "Ummm. Ok."

"That's not good enough."

"Yes sir." She quickly added. She wasn't sure what he was planning but she did know that she didn't want to miss out on the experience.

The paddle came down on her ass with a pop that she was sure the neighbors across the street heard. The next three came right after the other and were just as hard. "Ouch! That hurts!"

"Spankings are supposed to hurt. Do you want me to stop?"

"No sir." She absolutely did not want him to stop.

Randy spaced out the next six. He wanted to give her a little recovery time, and he could tell the paddle was pushing her a bit. After the tenth swat he sat the paddle down and picked up her vibe.

Lisa heard the vibe turn on. She remembered his instructions not to cum without permission. She was in trouble. She was so turned on. She felt it brush her lips, her mound, her thighs. She needed to cum. She needed it on her clit. He got so close. She was so close. Then she heard the vibe switch off and before she realized what was going on that paddle hit right above her stockings. There was arousal, pain, heat. She was starting to get lost in it. He put two more swats right in the same area, then went to work on her ass, alternating cheeks. She wasn't sure how many times the paddle made contact. The next thing that she was aware of was the sound of that vibe turning on again.

Randy could tell how close she was. He leaned in to her ear and whispered "remember, no orgasm without my permission." As he lightly brushed her clit with the vibe Lisa let out a whimper. She wasn't sure how she was going to get through this. It took every ounce of her self-control not to cum harder than she ever had before. He brushed her clit again, then again, a third time.

"Please can I cum? Please? Please?"

He brushed her clit one more time before he switched it back off. "Not yet. I'm not done with your ass."

As the paddle came down for the next round of ten, she floated. There were tears rolling down her cheeks, but she wasn't sure if it was from pain or arousal or just the intensity of the experience. She needed to cum.

Randy landed the last swat as hard as he could right at the top of her thighs. She was trembling at this point. He knew her need was overwhelming. He switched on the vibe and whispered in her ear "cum for me," as he pressed the vibe firmly against her clit. He wrapped his arm around her waist and held her close to his body.

Lisa felt the overwhelming sensation. She was so close already and it only took seconds for her body to be overtaken with an orgasm so strong she screamed, trembled, and went limp. Her clit was throbbing as she came down.

Randy was delighted to watch and feel her cum so deeply, but he knew he could get more out of her. Instead of backing off he started slowly grinding the vibe against her oversensitive clit.

Lisa's first instinct was to run away as he started to stimulate her again. This was complicated by two things. Randy had her in a tight embrace she couldn't easily escape from, and she wasn't sure that her legs were working at the moment. She managed to squeal and wiggle a bit, but he just held her closer. "You're going to cum for me again."

She wasn't sure this was possible, though the sensation growing within her seemed to say otherwise. The vibe was strong, and he was relentless. His body was so warm against her, and she could feel him pressing his cock against her very sore ass. She was going to cum again.

When it hit her the scream that escaped her lips would have stopped anyone walking by. It lasted a full thirty seconds or two hours, she wasn't sure which. All she knew was it felt like her clit exploded in a rainbow of pleasure.

Randy switched off the vibe and sat it down. He held Lisa close in his arms. After she had regained some of her senses, he helped her move onto the couch so they could cuddle. She felt like she was floating on that rainbow. She was happy and awash in contentment. They sat through the rest of the episode of The Office before Randy suggested he tuck her into bed.

"Sure." Lisa was sure she would be asleep before he left the house. Randy tucked her into her bed and gave her a kiss on the forehead. She would sleep well tonight. He would too. He retrieved the vibe from the living room, cleaned it up a bit, and placed it back on her bedside table. He placed the paddle back in his bag and headed back to the truck. This was a very good night.