Chapter 4
It would have been easy to overlook The Club in view of the way he was devoting so much of his time to the paper and the campaign of slum renovation and clearance, but Hugo didn't operate that way.
The club was a moneymaker, and members and guests alike expected to see him there from time to time. He was a celebrity in the city and he knew that many people wined and dined there expecting to see him and to see which beautiful woman he would have with him.
The main floor of the club was a restaurant and piano bar open to the public. Food was excellent, drinks generous and the service perfect. Each guest was made to feel that his waiter or waitress was there just to serve him and was pleased to be doing so.
The waitresses wore black rayon uniforms which emphasised their figures without doing so blatantly. Necklines were just low enough so that when a waitress bent to serve a dish, an alert diner could enjoy just a nice view of cleavage and portions of breasts. When she bent, a person seated behind her received a treat if he happened to like the sight of sheer nylon tops caressing firm thighs.
Since the lunch crowd was essentially male, Hugo always with an eye to promotion, wooed them by coming up with a variation to the uniforms of the waitresses. At that time of day, the skirts were shorter and with a deeper cut to the bodice, so that the diner saw more of what he wanted.
The waitresses were delighted with that arrangement since it brought in more business and bigger tips from men who felt they should pay for what they had enjoyed. Being a reasonable man, Hugo made it clear to the girls that they were free to accept dates as they wished, as long as they did their job properly and did not neglect any diners.
What the girls did on their dates was no concern of his nor did he care whether or not they demanded gifts from the men they date, either in cash or other forms.
In the evenings, there were more waiters, handsome, suave men, dressed in tuxedos and with courtly charm. Hugo was after a different class of patron then. He wanted to attract the wives, mistresses and girl friends of those men who were not afraid to spend money in order to give the lady what she wanted.
A brief visit to the table by the notorious Hugo Brandon, a few words of conversation, a compliment to the woman and perhaps a gift of a bottle of wine to regular customers, worked so well that one did not plan on an evening at The Club without a reservation.
The second floor was for members and staff only and entry was by private elevator for which members had a key. There, members could dine and drink, dance or conduct business. If a waitress there received a pat on the bum as she served customers, nothing was said.
Instead of leaving a tip beside a plate, there were those members who preferred to roll the bills and slip them into the bra of the waitress. Others, whether afraid that the girl would lose the money there, prefered the security of tucking the tip into the top of a nylon.
Also on the second floor was a lounge for members and female staff off duty. If a member found the company of a waitress pleasant in the lounge and decided that it would be even more pleasant in a more intimate setting, there was a stairway to the third floor which was, in effect, a small, very intimate hotel. Whether the man lured the woman there by means of his charm or, more likely, a generous gift of money, was not the concern of the management. Whatever the girls earned in that manner was their businesses far as Hugo was concerned, and he made it clear to them that there was to be no kickback and that it would be better for all concerned if they did not talk too much outside about what went on in the club, Especially on the second and third floors.
The floor above that was Hugo's penthouse, with a private elevator. As a result, whenever he was in the mood for company, he did not have far to go. He could pick up the phone and call any of his regular girls, or he could wander down to the second floor and see what talent was available in the lounge or at the bar.
There was a mile long list of applicants for jobs as waitresses at The Club and when a young woman was hired, it was made clear that her tenure was temporary for the first three months.
Invariably, the young woman was anxious to make the right impression, and so, when the owner invited her to his penthouse to discuss the reports he had received on her, she went eagerly, anxious to make just the right impression on the handsome, wealthy owner. Since he was a bachelor, each was entitled to her dream that she would be the one to lure him into marriage, and that threat didn't bother Hugo at all.
Under those conditions, a young woman was never faced with anything as crude as a demand to go to bed or lose her job, such crudity would have horrified Hugo. Rather, he would talk to her about her work and about The Club, pour drinks, then keep the conversation going until voices were lowered, they were sitting more closely, and then he was commenting on the beauty of her thighs as he fondled them.
He preferred to have a waitress appear for such interviews in her uniform since the short skirt and open bodice made it easy to get his hand onto her body. Few protested at all when he made his play, and even those who did protest in the beginning, were soon sighing as the hand which had fondled a warm thigh, moved to fondle nylon that was even warmer where it caressed the soft warmth of her vulva. After that it was all easy and beautiful and exciting for the two of them, especially exciting for the young woman after he allowed her to see the size of his penis and feel the hardness and strength of it.
Hugo had never failed to seduce a waitress, yet there had been a few close calls, a few who held out for a long time, whether out of fear or to impress him that they were not easy lays.
Of these he remembered Midge more clearly than any of the others.-It had been less than a year before and she was a trembling, beautiful eighteen year old who did such things to her uniform that he was not able to look at her without getting an erection.
A few days after she had been taken on as a temporary waitress, Hugo summoned her to his penthouse to discuss her job. She had been shy, much more so than the usual candidate, but in time he was fondling her breasts through her uniform and had a hand on her magnificently firm thighs, rubbing gently. After that, he was convinced the rest would be easy and indeed it was, even taking her dress off, then removing her bra.
Her breasts were as magnificent as they promised to be and when he fondled, then kissed and suck-ed them, she sighed and squealed and almost cried, but showed no desire to protest as she squirmed in delightful heat in his erotic embrace.
Leaving her with her panties and garter belt still on, he decided it was time for him to undress. He was so confident that she was his as he stripped his clothes off that it came as something of a shock when, as he let his rampant penis leap to freedom, she gasped aloud and began to cry.
Purring to her and taking her in his arms, he managed to stop her tears and sooth her enough so that he could resume the seduction. He played with her for a long time, his skilled hand making the crotch of her little panties wet while she squirmed and sighed.
"Poor, little angel," he whispered hotly, "your pretty little panties are all hot and wet in the crotch. Lie back and relax, dear and I'll kiss them better for you. Do you like having the crotch of your panties kissed and sucked? I love to such a pretty little cunt through a nylon filter. Here, I'll show you what I mean," he went on.
Midge emitted a cry which turned into a groan as he brought his face into her crotch and she felt his mouth on her wet, hot panties. He kissed thoroughly, then he was sucking greedily, making her panties much wetter as she writhed and pounded the couch with her fists while she rubbed back against his excitingly invading face.
As he sucked, he turned her so that he could grip her magnificently rounded buttocks with both hands and pull her crotch more tightly onto his face. Hugo knew that she was as ready then as she ever would be, still he wanted to delay his ultimate pleasure even longer.
When he took his mouth out of her crotch and took her panties down, she arched her back in passion so he could remove them more easily. When he brought his mouth back to her vulva, there was no nylon filter, just the sweet, warm softness of her vulva and he sucked and lapped hungrily while she filled the room with her sighs and groans.
When his licking tongue triggered orgasm, Midge both sang and cried as she writhed so madly that he lost his grip on her buttocks. As he watched the naked young beauty squirming on the bed, Hugo sensed that she was going to be a magnificent ride and his penis twitched in anticipation of getting into her.
Her lovely body still then, Hugo went to her, his penis in hand, his intention obvious. He saw her look at it, then heard the little groan which broke from her throat, a groan as though of fear.
"Don't worry, Midge," he told her as he moved over her and got between her legs. "It's big, but just big enough to be real good. I'll slip it to you slow and easy, you're going to enjoy it a lot."
Hugo had never thought of making a little girl, probably wouldn't have done it if given the chance, and yet as his body covered her tiny one, she was just that, a tiny little girl who trembled in fear as the big man with his massive organ prepared to invade her little body. The excitement of it was such that Hugo trembled and felt perspiration run down his body.
He found her little slit and pushed the head of his organ into it. She gave a little cry then and he shivered again.
"Oh baby, you're tight," he whispered as his organ pushed a little farther into her. "You are as tight as a virgin. Oh what a sweet fuck we're going to share."
"I ... I am a ... virgin," she panted, fighting to get each word out.
As he realized what she was saying, Hugo stopped, his penis still just inside her soft portal, much of the shaft waiting to push into the soft warmth.
"No, don't stop, not now," she urged him, tears welling up in her shining eyes. "I don't want to be a virgin anymore. Fuck me now, I'll try not to cry."
Hugo forced his body to stop trembling, then he pushed farther into her, whispering words of assurance. It had been a long time since he'd taken a virgin, and never had it been so exciting.
When his penis reached her barrier, he hoped Midge would have a fragile one so that there would be less pain for her. He lunged, she gave a little cry, and then he had broken through a hymen not much tougher than tissue paper.
Quickly then, he fed the full length of his big organ into virginal territory where no penis had ever been, where not even a finger had ever penerated and her vagina was so magnificently tight that he groaned with ecstasy. Still in the grip of tension, she kept her muscles tense, including those of her vagina, making it so small that he had to work hard to get his penis moving back and forth in her slit, but he had no complaints, it was thoroughly delightful work.
Gradually, as she realized that pain had passed and that there was nothing more than slight burning sensation, Midge relaxed and began to savor the thrill of having the big, strong man lying atop her fragile little body, the thrill of his big arm of muscle stretching her tiny aperture.
She had often hungered for that feeling as she heard other young women describe a romp in bed with some man. Not having experienced it, she felt like an ignorant little girl when they talked like that, now, she told herself, she would be able to join in their conversations, to tell about the man with the long organ who had so delightfully taken her cherry.
Sensing that passion was mounting again in his partner, Hugo rode slowly, hoping he could work the miracle of making her achieve orgasm so soon after having lost her hymen. It was one in a million, he knew, but more than worth trying for.
He whispered words of love and beauty to her and kept his penis moving slowly so that she had to be aware of every fraction of an inch of movement in her newly opened vagina, and then his efforts were rewarded as he felt the quickening of her body and heard her gasps.
"I'm ... oh ... I'm going to ... to come," she panted. "Yes ... yes ... make me come ... I'm going to come on your big ... cock...."
And then she was screaming for joy as Hugo held her closely, crushing her into the couch, his organ fully buried in her and throbbing with a joy of its own. She climaxed for a long time, then sighed as the tremors finally passed, a wide smile on her lovely young face.
"Ready now, Midge?" he asked. "I showed you one kind of fucking, now I'm going to show you the other. First I fucked you gently, like the angel you are. Now I'm going to give you a nice rough fuck like the devil you also are. Relax, baby, relax and enjoy a good, rough fucking."
He was panting loudly as he resumed fucking, his big organ pistoning roughly in her tight slit, his big body pounding in her wet, hot crotch until, magnificent as the ride had been, it had to end and, with a final few last strokes, he rammed his weapon all the way home and his strong body twitched in her crotch as he poured his semen into her and made her feel that her body was being delightfully flooded.
"Ooh," she sighed as he rolled off her and she went into his strong arms, "I heard it was good, but I didn't think it could be that good. I'm going to want to get fucked very often from now on. It felt like you were shooting gallons of cream into me."
"To tell the truth, Midge, it felt like that lovely, tight little cunt of yours was sucking that much out of me. What a magnificent little creature you are."
"You mean I'm a good fuck? I was afraid I wouldn't be."
"Baby, I've had a lot of women in my day, all types and sizes, but I've never met one who was a better fuck than you. You're going to spend a lot of time in this penthouse. Now roll over and let me admire that delicious little bum of yours," he told her and she complied at once, with a low sigh.
"Did you often get spanked when you were a little girl?" he asked as he fondled the perfect rounds of her silken behind.
"No, my parents didn't believe in spanking. There were times when I wished they'd spank me and then it would be all over."
"Then this beautiful little bum has never tasted a spanking?"
"No."
"Well I've got news for you, Midge. It's going to. I took one form of your virginity with my cock. When I think you're ready, I'll take another form of it with a hand spanking your beautiful bum."
"Will I like it, or will it hurt and make me cry?"
"A lot depends on you, Midge. If you tell yourself you're not going to like it, you won't. There's a group around the club known as Hugo's girls. They all learned to enjoy being spanked and now they love it."
"Is there room in that group for one more member?" Midge asked, turning her head to smile at him, her eyes shining.
"If you're a candidate, there is," he assured her.
"I'm going to love to be spanked by you," she told him. Tell me about it."
"I can do better than that, sweetheart. How would you like to watch a movie? Sorry I don't have popcorn."
Giggling, she told him she'd love to. Giving both her buttocks a few final pats, Hugo got off the bed and went for drinks. Giving one to keep her amused, he set up the projector, selecting the film he thought was the right one to trigger her interest in spanking. In view of the beauty of her buttocks, he was determined to add her to the oft spanked ranks of Hugo's girls. Her size would make a spanking doubly exciting in that she would be like a little girl. His mind roved freely, and Hugo thought of her in a little girl costume, standing close to his chair while he scolded her and she sobbed before he got around to baring her sweet bottom and taking her over his lap for a spanking that would make her cry and kick her very pretty little legs.
The film ready, he cut the lights and then went to the bed with her. It began with a mature man and young girl necking on a couch. She looked to be no more than sixteen or seventeen and as he dragged the hem of her dress higher as he fondled her, she displayed luscious thighs and a shapely bottom, excitingly packaged in sheery black nylon panties.
The girl got up and slowly pulled her dress above her hips while the man fondled her thighs, buttocks and crotch and she squirmed with obvious arousal. After he had played for a little while, he took her panties down slowly, then held her with a hand in her crotch while he fondled lush, plump buttocks.
Hugo felt his girl trembling close to him and heard her warm sighs which told him that the movie was arousing her as he had hoped it would. On the wall screen, the girl went over the man's lap and he began spanking her.
They watched pink blotches appear on her firm, white cheeks, then blossom excitingly until both rounds were fiery red and the girl was crying and kicking her legs.
As she got off his lap, there was a cut and then she was standing naked, rubbing her buttocks, her eyes shining with excitement and passion as the man finished undressing.
"Ooh, she liked it, you can tell," Midge panted as she pressed more closely against Hugo on the bed. "I'll like it too when you spank my bum, I know I will," she assured him as her right hand reached for and found his penis which showed signs of renewing vitality and a promise of more to come.
On the screen, the couple returned to the couch to play and there were many close-up shots of the girl's red buttocks, one of which showed the man pushing a long finger between them to invade her body in another way.
The girl then sat on his face while the man sucked in her crotch, making her behind wriggle excitingly and then she was obviously climaxing strongly, her crotch rubbing his face.
She dismounted and knelt beside him then, licking her lips before inserting his erect penis in her mouth to suck it. As the movie ended, he went off in her mouth and little dribbles of escaping semen could be seen trickling down her chin while she drank the rest of his production.
"Ooh," Madge sighed as he turned the machine off, "when you take a girl to the movies, you sure do know where to find the right ones. Do you have more?"
"I probably have the biggest collection in the state," he told her. "Sometimes, I bring a bunch of my girls here for an evening of movies and fun."
"Just you and a whole bunch of girls? Surely even that giant cock of yours can't look after a whole bunch of them."
"True," Hugo agreed, "but then I have a mouth and tongue to help and of course they have tongues too and can look after each other."
"You mean your girls go down on each other?"
"That's right. A girl has to do it all in order to qualify."
"I'll qualify, Hugo. I've never done that either, but I have a feeling I'm going to want to when you let me have a chance. It was so exciting when you did it to me. A girl would have smooth, silky thighs and a nice warm crotch. Oh Jesus, I'm actually anxious to try one. God, you sure do get a girl worked up when you take her over."
Laughing, Hugo squeezed one of her buttocks and she began squirming again. Sensing that the time to introduce her to spanking had arrived, Hugo moved to the edge of the couch which had been converted to an interestingly wide bed, and had her stand between his knees. He played with her for a little while, she saw his penis come fully erect, then she went over his lap, her lovely young bottom delightfully presented for him to administer her very first bare bottom spanking. She had told him she would enjoy it, she hoped she would.
Wisely, Hugo started with light spanks, barely hard enough to paint a pink blush on her apple firm cheeks as she sighed and rubbed across his thighs. Gradually, the force of the spanks increased until she was receiving a moderately brisk spanking, the man delighting in the way his hand bounced off her magnificently firm buttocks and watching color glow more warmly with each stinging slap.
He soon had her sobbing, then decided to give her a real test and went on spanking. When she began to cry, he still spanked on, giving her another ten spanks on each cheek before he finally stopped and massaged her hot, red, beautiful nether cheeks. Her crying turned softer and she was squirming again as she told him it had been wildly exciting and that her bum cheeks felt wonderful as they tingled from the spanking.
Pulling her back onto the bed, he kissed the red cheeks and prepared to mount her again, but Midge had other plans. She wanted to try everything and having seen the movie of the woman sucking the man off, that was next on her list.
With a little giggle, she squirmed out of reach, then had his throbbing penis in her gentle hand and was licking her lips as she smiled up at him.
"I'm suddenly terribly hungry," she told him, "may I have a little snack?"
"Be my guest, darling," he told her. "Have you ever sucked a cock before?"
"No, but this is my night for firsts. I've had my first cunt lapping, my first fuck, my first spanking, now I'm going to suck my first cock. I'll try to be good at it."
"I know you'll be very good, darling. I'll sit on the edge of the bed and you kneel between my legs.
I feel in the mood for it that way. Another time, I shall want you to sit on my face so I can play with your bum while you eat me."
He kissed her on the mouth, then got into position, his knees wide apart, his organ strongly rampant. Midge was soon on her knees, holding his joint lovingly as she kissed and licked the head and told him it felt like warm velvet. Opening her jaws wide, she pushed the velvet into her mouth and began sucking.
Midge had learned a lot from the movie and she went on to give him as delightful a blow job as he had ever experienced.
When he began spurting in her mouth, Midge sucked even more greedily and went on doing so until he fell back on the bed, spent and deliciously tired.