Sasha's Portrait

by B J Wane

  Her voice may have been hesitant, but the lustful gleam in her eyes gave her away. Sitting down next to her, he said sternly, “You can cover up quickly enough, if I let you.” Not giving her time to consider his words, he grabbed her wrist and pulled her over his lap. Her shiny blue suit hugged her ass enticingly, but Derrick quickly had her ass bared, just the way he liked it. “I think you wanted to be punished, didn’t you?” he asked as he brought his hand down hard on her right cheek, raising a beautiful red glow.

  “No! I swear, Derrick. I didn’t realize you meant anywhere we were,” Sasha cried out as he swatted her again and again. Whether she was innocent this time or not, it didn’t matter, she thought as she lifted for his swats, gasping in pain and pleasure. She loved being over his lap, her ass bared for whatever abuse he planned to heap upon her. She craved the feel of his hard hand stinging her buttocks, loved the way the pain gave rise to instant heated pleasure.

  “I don’t believe you, but that doesn’t matter,” he returned. His continued swats on her bare flesh, and her painful cries echoed loudly across the quiet water.

  Sasha tried to keep quiet, burying her head in her arms, but it was hard to do as he ruthlessly belabored her quivering backside. The painful heat spread to cover her ass until her buttocks felt swollen and her pussy dripped with gushing need. She lifted for each swat, and then his hand drove her hips down hard on his thigh, causing her clit to swell.

  Derrick recognized her movements and knew she was close to orgasm. He smacked her again on the under curve of first her right cheek and then her left before hitting the tops of her thighs. She was crying openly, both from pain and need, and he relished each whimper. “Don’t come yet, Sasha,” he ordered as he let up on his ministrations, trying to keep her from giving in to her body’s needs.

  “I need to Derrick,” she sobbed in aching frustration. He continually tried to get her to hold back on her orgasms, and she continually failed. She didn’t want to wait; she didn’t see the need for it. Though his hand now rested softly on her burning ass, her hips continued to rub against his hard thigh; the throbbing heat enveloping her ass driving her on until she exploded; the climax ripping through her, leaving her shuddering, gasping across his lap in total abandonment.

  Derrick lifted her until she was sitting in his lap then wiped the tears and sweat from her red face. “Now I’ll just have to punish you again for disobeying me.”

  The disappointment laced with underlying amusement in his tone wasn’t lost on Sasha. She did want to please him, but it had been so long since she had been with a man, and these experiences were new and so overwhelming that they took total control of her mind and body. It was like being on a fast, out of control roller coaster ride. You knew you should try to get off, but you just couldn’t resist staying on to see where the ride would take you.

  “I know,” she sighed. “But could we wait a little while?” The soreness in her buttocks wasn’t as intense, but the lingering effects from her spanking were still there.

  “After lunch.” Derrick eyed the other sailboats that could be seen. There were one or two that were drifting slowly in their direction. Hopefully, her next punishment would include an audience. Deftly, he unhooked her top and tossed it to the deck alongside the bottoms that had slipped off her feet. “There, that’s better. I’ll go get our lunch.”

  Sasha eyed the other boats and was grateful there weren’t any near enough yet to see her. Sitting there nude, the sun shining down on her and the soft breeze caressing her skin, she had to admit that she enjoyed being naked outdoors. There was something very naughty yet erotic about it. When Derrick returned with the cooler, she scooted over to make room for him next to her, but he shook his head.

  Derrick sat and pulled her back on his lap before handing her a piece of fried chicken. “This is better,” he commented, taking a large bite out of his piece.

  When his free hand moved up the inside of her thigh, she automatically spread her legs, her hunger dropping from her stomach to her cunt. He ran his middle finger lightly between her plump, damp lips, feeling her moisture coat his digit.

  “We need to get rid of this hair,” he said as he ran his wet finger through her soft sable curls.

  Sasha swallowed, her eyes going to the small triangle of pubic hair then to his face. “Why?”

  “Because I want to feel nothing but soft, wet folds when I’m touching you. It’ll enhance your pleasure also. You’ll have no barriers between your flesh and whatever object is pummeling it.”

  It did sound enticing, she thought, but also totally mortifying. She simply couldn’t imagine being THAT naked in front of him or anyone else. “If my pleasure becomes any more enhanced, as you put it, I won’t be able to take it.”

  Derrick grunted as he took the last bite of his chicken. “I have a feeling you could handle just about anything when it came to having an orgasm. I’ve never met a woman who could come so quickly and so hard. Of course, you have been celibate for quite some time.”

  Sasha grabbed a small container of coleslaw and a fork. “I haven’t been celibate completely,” she denied, taking a bite. “I’m very good at entertaining myself.”

  Derrick chuckled, grabbing another piece of chicken. “Yes, you are. But, admit it. Your orgasms have been twice as good since I arrived to assist you.”

  “Well, hell,” she sighed in mock surrender. “It’s hard to deny something so obvious.”

  Derrick continued to banter with her and caress her pussy and nipples as they finished lunch. By the time they were through, Sasha was in a tormented state of unfulfilled lust and wanted nothing more than to lie down, spread her legs, and feel Derrick’s hard cock filling her. Wrapping her arms around his neck, she kissed him with all her pent up desires.

  Derrick grabbed her hair and pulled her head back. “Not yet, baby. Punishment first, pleasure later.”

  Sasha saw how close two sailboats had gotten and quickly paled. “Derrick, those boats can see enough to know what we’re doing even if they don’t have a good view. Punish me when we get home,” she pleaded even though she was secretly excited about someone witnessing her shame.

  “An audience will be part of your punishment today. Don’t worry,” he added, rising from the bench and taking her hand. “Like you said, they’re still far enough that they can’t see details, only actions.”

  Chapter Six

  Sasha pulled on her hand, but Derrick didn’t release her as he strode across the deck to the mast. “This time,” he said, taking her hands and raising them over her head, “you won’t get the chance to get off like you do over my lap.” Grabbing a dangling rope from the crossbeam, he quickly and efficiently looped it around her wrists and secured it to the beam, leaving her stretched tautly. Standing in front of her, he grasped her chin and looked down into her wary blue eyes. “Do you trust me?”

  “Yes,” she whispered, uncertain of what he intended but equally certain he wouldn’t really hurt her or do anything she wouldn’t like. When his hands went slowly to his belt, she swallowed over a throat gone dry. He had used the belt on her only once, and she had loved the feel of leather on her naked buttocks, the quick fiery sting and the pain induced pleasure.

  Derrick pulled the belt free and doubled it over, his eyes on hers, noting the wariness and the excited gleam she couldn’t hide. His free hand cupped her breast, his thumb rasping the pointed nipple as he said, “You’re going to wait for my command before finding your release, Sasha. It’ll be difficult, but I promise it’ll be worth the sacrifice.”

  “I’ll try, Derrick.”

  “Someday,” he whispered against her lips as the belt landed with a swift and brutal sting across her ass, “you’re going to call me Master.” His fingers pinched her nipple as he struck her again, his lips drinking in her gasp of painful pleasure.

  Sasha whimpered as the lash of his belt raised a fiery, stinging heat across her buttocks. Jerking in her bonds, she tried to get closer to him; her mouth clinging to his in
needy desperation; her nipples aching tenderly from his hard fingers. He never let up on his strokes as his mouth left hers and traveled to her sore nipples, suckling first one and then the other. Throwing her head back, she arched into his mouth while thrusting her hips back to accept each stroke. When his hand cupped her sopping cunt, a long finger sliding easily between her folds; she cried out, the pain in her buttocks intensifying, bringing her to immediate arousal. His mouth continued to suckle her breasts, his teeth biting, his tongue caressing, as his finger lightly grazed her swollen clit, causing her to cry out and shove against his invading hand.

  Derrick felt her response, the heated wetness coating his fingers, the tightening of her slick walls as she neared climax. Quickly, ruthlessly, he removed his hand and mouth from her, denying her that pleasure as he stepped back and swatted her buttocks again and again, noting the bright redness of her cheeks, the light sheen of perspiration coating her soft skin, and the flush of pleasure on her face.

  “Derrick, please,” she begged, pulling on her bound hands, her lithe body swaying to and fro. “Touch me again. Please.”

  “Like this, Sasha?” he asked, sliding two fingers into her cunt, rubbing his thumb over her engorged clit as he struck her hard across the top of her thighs.

  “Yes! Oh, yes, please don’t stop.”

  Derrick chuckled and once again removed his hand from her desperate pussy. “Not yet, baby.” Three more lashes covered her buttocks and caused her to cry out in both pain and unfulfilled need. Dropping the belt, he caressed her hot ass; his voice soft and soothing as she shook. “Shh. Soon, Sasha. I’ll let you come all you want. But, first, we need to finish your punishment.”

  Sasha moaned in relief and frustration as Derrick released her hands only to tie them again behind her back. Her buttocks ached warmly, feeling swollen and tender, much the same as her pussy did. Tears of frustration threatened to spill, but she refused to give him the satisfaction of knowing how desperate she really was.

  Derrick led her back to the padded bench. “Kneel on it,” he instructed.

  Sasha obeyed; her heart skipping as she turned to look at him. “What are you going to do?”

  Derrick pushed her shoulders down until she was lying with her ass up; her hands bound behind her; her face resting on the seat. His hand ran over the curve of her reddened ass, his fingers lightly grazing her anus. “I’m going to fuck you here.” He slid one finger into her tight hole, again noting how easily it went in. “What have you used here to make it so easy for me to finger you?”

  Mortified, Sasha mumbled, “A butt plug.”

  “How often, how big?” He continued to finger her forbidden hole, just barely entering her before slipping back out.

  Sasha gasped, liking the way his finger felt there. There was something about being touched there, entered in her back passage, that felt so decadent, so wrong, yet highly stimulating. Or maybe it was the lewdness, the degradation of it that enhanced the stimulation. “Only when I masturbated. The plug isn’t very big.”

  Derrick’s free hand had unfastened his jeans and freed his stiff cock which he now held easily in his hand. Sasha was watching him stroke himself, her eyes large and excited as awareness seeped in of how he was going to fuck her. That look of uncertainty coupled with lust turned him on further, hardening his cock, making him ache to shove it into her and hear her scream in pleasure. But, he knew he’d have to take her slow and easy this first time. Butt fucking could be a highly enjoyable experience for the woman, or a totally humiliating and painful one. For a man, it was erotic as hell, that complete surrender from a woman, allowing him total domination and control.

  “I’m going to take you there, Sasha. I’m a hell of a lot bigger than a small plug, but I’ll be careful.”

  Sasha watched him pull a small tube of lubricant from his jeans. She was excited, scared and nervous about giving him this last access to her body. She had always enjoyed the feel of the plug; it added to her stimulation, intensified her orgasms. Yet, her orgasms with Derrick had far surpassed any she had achieved by her own hand, no matter how much added stimulus she had applied.

  Sasha nodded at him, wanting to know if this was another fantasy that was going to be worth trying then storing for future memories, or one she would regret and shove out of her mind as soon as the act was completed.

  Derrick lubricated two fingers, spread her buttocks with his other hand and gently inserted them up her rectum. “Relax, push out. It’ll be easier,” he instructed as he felt her tighten up. “Turn your head, Sasha, and look at the people on that boat over there while I prepare you for my cock.”

  His words sent a shock wave through her. It was difficult turning her head with her hands bound behind her, but she managed. The boat was close enough that they would be able to see two people engaging in sex but not near enough to see their faces. “Oh, God, Derrick, I don’t think I can do this,” she whispered as one man lifted a pair of binoculars to his eyes. “It’s too much.”

  But even as she denied her willingness, she was pushing against his invading fingers, loving the feel of them moving in and out of her forbidden hole.

  Derrick chuckled. “I’m finding that difficult to believe. Your body, as usual, is speaking loud and clear for you. You’re loving this. Just think of how exciting it’ll be. Me taking you this way while they watch, wishing it was them buried deep in your ass, making you buck with pleasure.”

  She couldn’t deny it. Her pussy swelled, and her creamy essence oozed out, making a liar out of her. She reminded herself he would be gone soon, and all she would have left would be memories. Very erotic, spine tingling, mortifying, exciting memories.

  Derrick moved behind her and grabbed her reddened buttocks; his thumbs spreading her cheeks wide. “Now, Sasha,” he commanded her, his tone brooking no denials. “Watch them as they watch us, as I take your ass here, outside, with the sun beating down on us, and the water lapping the boat the only sound other than your cries of ecstasy.”

  Sasha took a deep breath as he slowly entered her, forcing herself to keep her eyes glued on the small figures enjoying her exhibitionism. She moaned as his cock stretched her, the pain sharp but bearable. When he had lodged himself fully inside of her, she released her breath and was grateful he gave her a moment to get used to this foreign invasion. She was pleasantly surprised at how quickly the pain subsided, leaving her aching for more. When more wasn’t forthcoming quickly enough, she wiggled her hips and implored, “Derrick, please, take me. You’re driving me nuts.”

  “I knew it wouldn’t take you long to succumb to your driving libido,” he said smugly as he pulled back and then pushed back in slowly.

  It was too much, she thought as she shoved her hips back at him, taking his thrusts eagerly now; her breath catching at the utter feeling of total possession. He had kept her on edge for too long, tormenting her senses with light touches and hard swats, keeping her orgasm just out of reach as his painful spankings and knowing hands drove her higher and higher. She shoved against him, her eyes open, watching herself being watched, silently begging him for more.

  When her writhing body wasn’t enough, she resorted to pleading, just as he wanted her to. “Derrick, please. If you don’t fuck me harder and touch my pussy, I’m going to scream from frustration. Please, make me come.”

  She was right where he wanted her, out of control and so needy she was begging for her release. His own climax was nearing; the sight of her ass taking his cock so eagerly; her cries of total and complete surrender, too much for his own self control.

  “Now, baby,” he ordered, his cock driving harder, deeper into her rectum while he slid down between her legs, his fingers slipping easily into her sopping, dripping cunt. The minute he touched her swollen bud she erupted, her silken walls grasping his fingers as tightly as her ass grasped his cock. She didn’t hold back her cries; the sound music to his ears as he drove her over the edge.

  Sasha was lost in a maelstrom of sensation. Her orgasm burst up
on her in a heated explosion, enveloping her entire body, soaking her in pure, unadulterated pleasure. It went on forever, the invasion of his cock up her ass, his fingers moving quickly against her clit, the padded bench rubbing her nipples roughly as she slid against it with her jerking movements. One minute, her world was a kaleidoscope of colors, the next, it went black.

  Derrick pulled his spent cock from her ass, loving the way it still gripped him as if reluctant to release him. Sasha was still, her eyes closed, experiencing what was commonly called the ‘little death’. That he brought her to that made him feel both smug and possessive. Smug he had felt before, and often. Possessive, never.

  Lowering her hips, he pulled up his jeans before untying her hands. Grabbing some ice from the cooler, he rubbed the cold cubes over her face, rousing her. Her eyes opened slowly, the blue orbs filled with stunned awe.

  “Wow.”

  “Yeah.” Derrick ran more ice over her face and neck as she lay there calmly. He liked tending her, fucking her, spanking her and watching her sexuality blossom under his tutoring. A few weeks with him and she’d make an excellent sub. He was surprised at how badly he wanted more time with her. He had no trouble getting women who were experienced in the lifestyle he loved, eager to do his bidding. Why he wanted to saddle himself with an untutored, reluctant pupil who kept denying she wanted anything to do with submitting completely to him was beyond him. Maybe he simply needed a challenge for a change.

  Rising, he stared down at her. She was beautiful, sexy, and endearingly open. And he wanted her. “Get dressed, Sasha. I want to talk to you as we head back to shore.”

  Sasha wondered at his abruptness but mentally shrugged and rose to slip her swim suit back on and then the cover before moving to stand by him at the steering wheel.

  “What do you want to talk about?”

  “I have to leave in a few days.” Her face fell, and she couldn’t hide her disappointment from him. So far, so good.

  “I thought you’d be here longer. I didn’t realize you had to leave so soon.”