Jeff arrived at Cindy's apartment that Friday night promptly at eight. His wife had been in a rage when he left. She didn't believe for a minute that he'd been called by an old college room-mate and had to go out with him.
But Jeff would worry about Allison later. Right now he was almost faint with excitement at the prospect of a real date with Cindy. After the amazing sex session she had treated him to in the office a few days earlier, he couldn't imagine what might happen during an evening at her place.
He had taken the Viagra as she had told him to. Of course now he couldn't breathe without his cock hardening up. And the damn thing just stayed up...it wouldn't hardly go down!
He rang the bell to Cindy's apartment. After a minute his red headed secretary opened the door. She looked great! She was wearing a red satin shirt that was stretched tight around her bountiful breasts. Jeff noticed immediately that her prominent nipples were jutting through the shiny material. She was also wearing a long, black leather skirt that was slit up to her thigh and showed an enticing glimpse of stocking top. She moved towards him sexily on high stiletto heels.
"I hope I'm not late..." Jeff said as he tentatively walked in.
"Of course you aren't..." Cindy said, walking up to him, taking his arm and pulling herself tight to his side..."I'm so glad to see you!..."
She swiveled around and pressed her lush curves up against him as she whispered into his ear..." Did you take your pill?"
Jeff couldn't believe the excitement that washed over him at the feel of Cindy's luxurious tits crushing against his chest. As she teasingly tilted her loins up into his, his cock immediately responded, swelling instantly it a fierce rigidity. He knew she couldn't help but feel it thrusting against her.
"Yes, you did!....I can feel it!...Good boy!..." she whispered, doing a lewd little grind against his aching boner...."You know how much a hard cock turns me on!...A little later we can...ummm..." she murmured as she darted her tongue wetly into his ear and then pulled away from her excited young boss
"Now I'd like you to meet someone!"
Jeff had been so distracted by his incredibly sexy secretary that he hadn't noticed that there was someone else sitting there.
On the couch in the living room was a very pretty young lady.
"This is my niece, Margaret..." Cindy said.
"Hello Margaret." Jeff said, somewhat surprised at how this date was shaping up.
Margaret was dressed in some kind of a school uniform, a white blouse with a blue, plaid tie and matching plaid skirt. She was wearing white tights and little black loafers. She had fairly long, blonde hair that was done up in a pony tail. She seemed quite at ease and had stood up as Cindy introduced her.
"Margaret, this is my boss from work, Mr. Young. Margaret got stood up by her boy friend after school this afternoon. Can you believe it? I hope you don't mind if she joins us for dinner. She's got a party to go to later on. There's a good, little Italian restaurant I know, just around the corner if that's alright with you two.
"Hello Mr. Young." Margaret said extending her little hand.
"It's very nice to meet you"
"It's nice to meet you Margaret. I'm sorry you got stood up at school."
"Oh that's O.K. Sorry to barge in on you guys like this."
"Don't be silly." Cindy said.
"Jeff and I were just planning a quiet evening together. Nothing special... It'll be fun to have you along. Now I'm just going to freshen up a little. You two can get better acquainted. I'll be right back..." she said as she headed off to the bedroom.
Jeff sat down on a chair opposite Margaret. As she sat down Jeff noticed that her little plaid skirt rose up well above her knees. He tried not to stare as he looked up at the smiling young lady across from him.
"Are you going to State University Margaret?"
"Well no. Actually, I'm at St. Rose's Academy. That's a junior college about four blocks from here. I'm a senior there. I'll be graduating this year." As she spoke, Margaret leaned back on the couch and let her legs drift open a little. She didn't seem to notice that her little skirt was creeping up higher and higher. It was getting hard for Jeff to ignore the intriguing spectacle that Cindy's little niece was providing.
He was surprised to hear that Margaret was only in prep school. That would make her eighteen or nineteen. He thought she seemed older.
"What's the deal with getting stood up? I'm surprised a pretty girl like you would get left at the school gate. What kind of a boy friend would leave you in the lurch like that?" Jeff asked, trying to make the incident sound humorous.
"He's an asshole! And he doesn't know what he's missing!..." Margaret said with a mischievous twinkle in her eye. As she spoke, she leaned back a little further and let her legs spread apart even further.
Jeff was just getting comfortable with the small talk but suddenly he was totally tongue tied. Margaret's little skirt had hitched up enough with her squirming that Jeff could see her uncovered groin. And what was totally mesmerizing him was the sweet little blonde's bare pussy, exposed by a pair of crotchless tights! Jeff couldn't tear his eyes away. Her full lipped, baby pink vagina was framed by the open center of her white leggings.
"Emmmmm!....Ahhhh!...He doesn't know what?...Excuse me?..." Jeff stammered, looking up guiltily. His cock was throbbing painfully in his shorts.
"I had a little surprise planned for him tonight! Something I think he really would have liked!..." Margaret said smiling, letting one hand drift down into her lap. She was tracing her fingertips slowly up her inner thigh as she said..."What do you think Mr. Young?...Do you think he'd like it?..."
"Are you guys ready to go?..." Cindy asked as she swept back into the room.
Margaret calmly readjusted her skirt and got up from the couch. Jeff was sure that Cindy hadn't seen what he had seen.
"Jeff? Are you alright? Are you ready to go?..." Cindy asked as Jeff just sat there looking thoroughly distracted.
"Ready?...Sure I'm ready!.." Jeff stammered as he executed a very awkward bend, twist and rise motion designed to adjust his bulging cock comfortably in his pants without touching it.
Cindy watched him with amusement, staring pointedly at his crotch.
"You do look ready, I must say..." Cindy said, licking her lips as she looked at her flushed boss.
"Well let's go then!'
They arrived at the restaurant and were seated without further incident. They were at a little booth in a quiet corner with Margaret sitting next to Jeff and Cindy sitting across from them.
Jeff could smell Cindy's perfume from across the table. She smelled very good. Margaret was pleasant but fairly quiet, letting Cindy lead the conversation. Jeff was trying to relax and be cool but he was noticeably flustered.
It was when the waitress had arrived to take their order that it happened. Cindy was just placing her order... "I'll have the oysters and then I'll have the pasta primavera..." when he felt Margaret's hand slide into his lap. He looked over at her anxiously but Margaret was paying attention to the waitress and to what her aunt was saying. Her hand however, was paying attention to his cock.
Jeff reached for his napkin and slid it into his lap. He grappled with the schoolgirl's hand, trying to brush it away from his groin. But Cindy's niece was not to be so easily discouraged. She reached a little further down and grabbed Jeff's balls in her cupped palm. She gave them a vicious wrench and held them like that in an excruciating twist.
"Do you think you might want to have something with me, Mr. Young?..." Margaret asked him cooly
"Unnnnn!...Whaaaat?...Ohhh!..." Jeff gasped quietly as Margaret regarded him with a knowing smile.
"Do you want me to split something with you?...The portions are huge!...I know what's good here!.." Margaret said as she tightened her hand around his cringing nuts.
"Ahhhh!...I'll!...I'll!...Sure!...That's fine!...Whatever!..." he blurted out as Margaret ground his testicles together agonizingly in her palm. Without any more fuss he put his shaking hands together in front of him on the table.
The waitress & Cindy looked at him a little uncertainly. Margaret distracted them by saying she was ready to order. At the same time she eased the excruciating pressure she was exerting on Jeff's balls. In a moment more she had gone back to fondling his somewhat wilted member through his pants.
"We're going to share!... I'll think we'll start with the shrimp.." she said, coughing a little to cover the noise of Jeff's zipper as she smoothly ran it down his slacks. She reached in and pulled his pliant tool out of his fly.
"Then we'll have the jumbo sausage with pesto..."
She smiled at Jeff as she closed her fist around the top of his shaft and squeezed encouragingly.
'I've had it before Mr. Young. I really liked it!..." she said, jabbing her thumb into the sensitive little fold of skin under the tip of his cock crown where she rubbed him expertly.
"Ahhhh!...Yessss!...That'll be fine!..." Jeff said, hunching forward a little over the table as his cock grew rock hard and throbbing under Margaret's skillful caress.
Her little hand was kneading his flesh rhythmically while she used her thumb to polish the responsive rim under his knob. He was incredibly aroused by the teenager's wanton touch. With her thumb gliding back and forth against his sensitive cock crown it was almost no time at all before his pre-come began to flow.
"Ummm, yes!..." Margaret said enthusiatically..."and I think we'll have the sauce with that, the cream sauce! Is that all right with you Mr. Young?..." she asked as she deliberately dragged her thumbnail back and forth over his little pee slit.
Jeff sucked in a sharp breath. His erection pulsed with excitement when Margaret did that. She smiled as his pre-come ran hotly under her deft caress. She slipped her closed fist up and down over his knob a couple of times to get it good and slick.
The waitress left them, looking at the trio with an apprehensive expression. An awkward silence descended on the table
Jeff couldn't believe that this little teenage schoolgirl was so casually and expertly fondling him like this in a public place. He was terrified that Cindy would notice the way Margaret's shoulder was flexing as she gently fisted him. But Margaret only pumped him for a few seconds before she went back to her torrid squeezing.
"Unnnn!...Nnnn!...Ahhh!..." he groaned quietly, unable to stifle his response to Margaret's clever fondling. The tension in his groin was becoming unbearable, no doubt enhanced by the Viagra he had taken earlier. He glanced anxiously at Margaret, trying to signal her that he wasn't going to be able to withstand much more of her teasing.
Margaret returned his gaze with an amused smile. His cock was huge and pounding under her manipulating fingers. She knew she was bringing him to the edge and she liked that. With a practiced twisting of her greasy palm, she began to work over his engorged cock crown.
Cindy noticed how flushed Jeff was becoming. She also noticed that Margaret had had only one hand on the table for some time. She had a pretty good idea what was going on.
"I didn't know you liked sausages and cream Margaret..."
