by B J Wane
“Derrick,” she pleaded, not sure what she was begging for. Her whole backside felt swollen, hot and aching, yet she continued to lift for each strike of the belt, her pussy getting wetter and wetter.
Derrick loved hearing her whimper in confused pleasure, but the sight of her tormenting her nipple as he was tormenting her ass was too much for him. Dropping the belt, he released his cock, grabbed her hips and shoved into her wet heat. “Fuck, Sasha. You’re so hot and wet, you’ll burn me up,” he groaned as he shoved in and out of her grasping cunt.
Sasha just groaned, her orgasm coming quickly, again, as she thrust back against his pumping hips. He took her hard and fast, the way she liked it, and she exploded around his cock, her sheath grasping him as she whimpered in pleasure.
Damn, Derrick thought, his eyes on her red buttocks and his cock jacking in and out of her cunt. Laying across the seat, her clothes askew, her cries revealing her pleasure, excited him unbearably, as did the sight of her naked ass. Wondering how she would react, he spread her buttocks with one hand, revealing her small, puckered hole.
“Derrick?” she questioned as her orgasm eased enough to take note of what he was doing.
Derrick pushed one finger in her tight hole, surprised at how easily it went in. Her gasp of pleasure, her easy acceptance, and the way she thrust her hips back against him as he continued to fuck her pussy and finger her asshole made him wonder if this was a new experience for her. “Do you like that, Sasha?” he asked roughly.
“Oh, yes, Derrick,” she admitted, enjoying the added sensation of having her anus penetrated.
He fucked her harder, faster, bringing her to another climax right before he found his own. As he shot his come deep inside her womb, he vowed to question her about her experiences with anal sex.
Chapter Five
Derrick watched Sasha as she moved among the crowd, smiling when a man asked her a question about one of his paintings, and she turned bright red. Maintaining her composure, she answered him and moved on, expertly playing the proprietor as well as the hostess. She was dressed in a form fitting, calf length knit dress in royal blue and two inch heeled sandals. The soft knit clung to her breasts and waist before flaring out around her legs. The color accented the vivid blue of her eyes and draped enticingly over her ass. If he had his way, the dress would be a lot shorter, and she would be naked underneath. When he had suggested this morning that she leave off her bra and panties, she had laughingly informed him she didn’t mind being naked under her clothes at home, but out in public was simply not acceptable. His cock hardened as he remembered responding by throwing her over his lap and spanking her long and hard, driving her to two orgasms before she knelt at his feet and sucked him off.
Sasha’s mind continually denied her wish to submit completely to him, but her body spoke volumes. She obeyed his every demand without qualms, which always led to a quick climax. She practically stayed wet; and, if he could get her to quit thinking and just let her body do the talking, she would be much happier. Even though he hadn’t taken the time nor had the desire to train a new sub in years, preferring to take on one that already knew and indulged in the lifestyle, he found himself wanting to train Sasha. It would require time and patience, something he rarely gave to any sub, but her potential pulled at him and made him yearn to nurture her submissive dreams. Watching her unfold slowly, showing her the erotic ways her body could be pleasured by turning control over to him, making his pleasure the main focus of her life, would be an awesome experience.
It was after eight by the time the last guest left, and Sasha put the closed sign out. Turning to Derrick, she smiled, “I think our first showing was a great success.” Looking around the gallery at all the empty spaces, she couldn’t have been more pleased. “What do you think? How does it compare to some of your other showings?”
Derrick smiled at her. He didn’t dare tell her this was a small showing compared to the larger galleries that held some of his work. He’d do anything to keep that glow of satisfaction on her face and erase any lingering doubts about herself or her gallery. “I couldn’t be happier, Sasha. You did a wonderful job putting this together.” Taking her face in his hands, he kissed her tenderly, deeply.
Sasha melted into his hard body; her arms going around his neck. He had never kissed her like this, like she meant something to him. Of course, she wasn’t foolish enough to believe she did, but it was nice to pretend that’s what it meant.
“I’m starving,” he said, his mouth hovering over hers. “Let’s go someplace nice and celebrate.”
“There’s a really nice seafood place not far. It’s real expensive,” she answered, her lips turning up in a teasing grin. “Since you made so much money today, you can treat.”
“Okay. You can pay later.”
Sashsa’s nipples tightened, and her pussy dampened at the suggestive look in his eyes. “Okay.”
Derrick laughed and grabbed her hand. “You’re so easy. I think I’ll test that.”
Sasha knew better than to ask him what he meant. Besides, wondering, being kept on the edge, was highly exciting. The restaurant was indeed very classy with white tablecloths, crystal wine glasses, low intimate music in the background, and dim lighting. The maitre’d showed them to a small booth in the far corner of the room where they could dine in relative privacy. They sat side by side in the booth, facing the rest of the room.
“This is nice,” Sasha said after they had ordered, and the waiter had poured their wine. “I’m really tired of pizza and sandwiches.”
“Is that what you usually eat when you don’t have company?”
“Since I never have over night guests, yes, that’s what I usually have when I’m at home. I do go out occasionally, with friends and on dates. But this and one other restaurant are the only fine dining places on the island. The rest of the restaurants are casual or fast food.”
Sipping his wine, he eyed her over the rim. “We need to get you off of this island. Have you ever been to New York?”
“Once, when I was a teenager. My parents took me for my high school graduation.”
“I bet they didn’t take you where I would take you.”
“You mean one of your clubs? No,” she said smiling. “My parents didn’t take me to a bdsm club.”
“I wasn’t talking about those clubs. There are several establishments in the cities that cater to varied lifestyles. I’d love to show you some of them,” he said gauging her reaction.
Sasha’s brows lowered in a frown mainly because she was tempted to take him seriously. “I told you…”
“I know you won’t become my sub. And I told you…I haven’t asked you.”
“Then why do you keep saying things like that?” she asked, exasperated.
“Just because there are certain places I want to take you, certain things I want to show you, and certain ways I want to fuck you, doesn’t mean I want you for a sub.”
“Oh, okay.” For some reason she wasn’t appeased by his answer as she should have been. Didn’t she continually tell herself she would indulge in any and everything she could with this enigmatic man in the few days she had him? She needed to remember their time together was very limited; and, in a few days, she would be alone again with her books and her hand her only release.
The waiter arrived with their meal, and they dined on steak and lobster, garlic mashed potatoes and fresh vegetables while they discussed the variety of people that came and went in the gallery that day. Sasha pushed her empty plate back and lifted her napkin to her mouth. Before she could wipe her lips, Derrick grabbed her wrist.
“Let me get that,” he said, his eyes on hers as he leaned forward and slowly licked the buttery sauce from her lips.
Sasha moaned, leaning into him, wanting to kiss him, but he held back. His tongue continued to lick her mouth, his eyes open and on hers as his hand inched up her thigh under her dress.
“Derrick,” Sasha whispered.
“Hmmm?”
His ha
nd had reached her pussy, and she knew he could feel her wetness through the thin barrier. “Someone might see.”
“Not unless they’re lying on their back under the table. I know what I’m doing, Sasha.” His tone brooked no argument; his eyes were hard, gunmetal gray, and daring her to say no. “Lift up.”
Sasha swallowed nervously but did as he ordered. Swiftly, he had her panties down and tangled at her feet.
“Hand them to me.”
Sash lifted her foot enough to grab her panties and hand them to him under the table. Her dress was hiked to her hips; his hand resting now between her legs, covering her pussy. His lips covered hers in a hard kiss as he thrust two fingers into her sopping cunt. Sasha moaned, torn between desire and fear of being seen. She lived in this small town and had to see these people on a daily basis. She would never live it down if she was caught in such a compromising position. But, oh God, his fingers felt so good tunneling between her folds, ruthlessly driving her up until she didn’t care about anything except climaxing.
Derrick lifted his mouth from hers and stared down at her flushed, indecisive face. “Scoot down and spread your legs. You’re going to come, Sasha, here in this restaurant with the threat of someone knowing what you’re doing hanging over you.”
“Derrick, please,” she begged even as she did as instructed and scooted her hips forward, spreading her legs.
“Please what? Please stop or please make you come?” His fingers fucked her pussy ruthlessly, his thumb finding her swollen clit and rubbing the small bud until she broke out into a sweat and closed her eyes in denial. “Now, baby, come for me!”
And she did. Moaning, she threw her head back, lifted her hips into his marauding hand, and let the waves of pleasure envelop her, taking over her senses until there was nothing left but pure, unadulterated pleasure. When she finally came back down to earth and opened her eyes, it was to see their waiter standing there, gaping at her.
“Uh, excuse me,” he mumbled, his face turning beet red. “I was wondering if you’d like some dessert or are you ready for the check?”
“I think my date has already had her dessert, thank you. We’ll take the check,” Derrick answered smugly. When the waiter left, he pulled his fingers from her quivering cunt and brought them to his mouth. “Time for my dessert,” he said before licking the evidence of her desire from each one slowly.
“I can’t believe I did that,” Sasha said, tears forming. “Derrick, I live here. You don’t. This is a small town. If he starts spreading that around…”
“Relax. I’ll have a word with him when I pay the bill and give him his tip. He won’t say anything. But, Sasha, have you considered your reputation since showing my work? Surely it can’t be any worse than the criticism you received then.”
“Depicting your lifestyle and indulging in it are two different things, Derrick, and you know it.”
“You could have refused.”
And that was the problem, Sasha silently acknowledged. She could have said no, but she didn’t because she wanted him to get her off, here, in public, with the chance of being caught. It had turned her on unbearably and made her wonder how much more exciting it would be to get off like that in a place where such things were allowed. To be watched as she was being pleasured or pleasuring him. She knew she would enjoy that more than she could ever admit.
“I know I could have. I guess I just wasn’t thinking.”
“Well, that’s a first. Now, if I can get you to quit thinking more often, we might get somewhere.”
Derrick left early the next morning, saying only that he had an errand to run. Sasha used the time to fiddle with her favorite hobby. Naked, and completely at ease with her nudity here at home, she entered the spare bedroom that she used as a studio. Two large windows dominated the walls and faced the ocean lending light and serenity. Three easels in different sizes were set up, an unfinished painting on each. On the third wall were finished paintings she had done over the past few years, all of various landscapes.
No one knew she painted, and she never showed any of her work. She indulged in the craft for pleasure, as a way of seeing the world without leaving her island. She loved living on Nantucket, loved the small town, the bustling activity of the summer months, the sound of the ocean always at her ear, and the friends she had made. But a part of her yearned to explore boundaries beyond her small world. She wanted to see other landscapes in person, not just in her head, on canvas, or in books. Most of her art was of different areas around the island and scenic views from photographs her friends had taken when they traveled.
Sasha sat at her large easel and picked up her paintbrush. The sun felt good on her skin, seductively warm and relaxing. Her hand went to her breast, and she idly fondled herself as she painted, her mind recalling her powerful orgasm in the restaurant last night and the one that followed as Derrick punished her for her wanton behavior. She loved climaxing as he spanked her, and she loved the intense orgasms she got from the stimulating pain.
She was so engrossed her in painting, her fantasies, and the pleasure she was getting from touching herself that she didn’t hear Derrick come in until he spoke behind her.
“What are you doing, Sasha?” he asked, his eyes going from where she was plucking her nipple to scan the room lined with some very good artwork.
Sasha jumped, dropped her hand and her paintbrush, and swiveled to face him. She was mortified at being caught, again, in self pleasuring and at having her hobby critiqued by such a renowned artist.
“I didn’t hear you come in,” she accused. Rising, she walked towards him, trying to get his attention to switch to her instead of her paintings. It didn’t work.
Derrick ignored her as he came in and leisurely explored each piece. His scrutiny made her nervous. “These are lovely. Why don’t you have them hanging in your gallery?” Her astonished look of insecurity would have been comical, he thought, if it hadn’t been so pitiable. “Surely you realize how talented you are?”
“Don’t be ridiculous, Derrick. I paint for fun. It’s relaxing and enjoyable, but it’s certainly not anything to be displayed anywhere but here.”
He took one last perusal of the room before moving to stand in front of her, his hand cupping her breast casually, his eyes on her stiff nipple. “Just what are you hiding from, Sasha?” he asked quietly, raising his gaze to her flushed face.
“Since I’m naked, I’d say I’m not hiding from anything at this moment.”
“That’s the physical part of you, a part I enjoy immensely, but I want to know about the inner you. That’s the part you’re very adept at keeping hidden.”
This was definitely an area Sasha didn’t want to get into especially with a man who would be gone in a matter of days. Moving away from the temptation of his caress, she left the room and hoped he would follow.
“Did you get your errands done?”
Derrick left the matter for now but definitely planned on picking up the gauntlet again soon. He had plans for Sasha, and they would require baring her soul a well as her body. But, she didn’t need to know that right now.
“Yes, I did. You need to put a bathing suit on. We’ll pick up lunch on the way to take with us.”
“Where are we going?”
“Sailing. I’ve rented a beautiful schooner for the afternoon. It’s supposed to be unseasonably warm, and I haven’t been on the water in awhile. I assume you can fill in any gaps I have.”
Sasha laughed, delighted with his plans. “You don’t live on an island without learning how to sail, even if it is only a few months out of the year. I’ll be ready in a few minutes.”
Sasha quickly slipped on her modest two-piece suit and the matching cover along with a pair of deck shoes. Grabbing the small cooler from her garage, they filled it with bottled water, sodas and ice, leaving room for the coleslaw they intended to pick up along with a bucket of the islands best fried chicken.
Less than an hour later, Sasha and Derrick were hoisting a sail and bobbi
ng easily on the calm waters. There was very little breeze which suited Sasha fine as it kept the air warm, and she enjoyed the smooth ride much more than a fast, choppy one. Slipping off her cover, Sasha laid face down on the padded bench; her head resting on her folded arms as she watched Derrick finish tying off the rigging.
The man had an awesome body, she thought on a lustful sigh. He wore nothing but a pair of jeans, and his muscled chest gleamed with a light sheen of sweat; his arms bulged with strength as he brought the sail under control. His midnight hair was pulled back in a small ponytail, and his silver loop earring glinted in the sunlight. All he needed, she fantasized, was a patch over one eye to give him the total look of a rakish pirate. One that was causing her pussy to seep hungrily for his attention.
Derrick looked over at Sasha, her thoughts easily readable as she unashamedly eyed him. He wondered if she would be so open about wanting him if she knew what he had in mind for her. May as well let her know, he decided, his cock stirring at the way she watched him as he moved towards her.
Hands on his hips, he glared down at her, his tall form blocking the sun from her eyes. “Sasha, you know the rules about your clothes.”
Her brows lowered in a frown he found cute, but he didn’t let her know that. “We’re not at home, Derrick.”
“I believe my instructions were when ever we’re alone together, or you’re alone at home, I want you naked. We’re alone together now.”
Sasha lifted her upper body, looking across the water at the scattering of sailboats. It was a beautiful Sunday afternoon, a perfect opportunity for sailing. “There are boats everywhere. What if one of them gets close enough to see?”