Explorations Ch. 02

Jessica was so close to losing it. She took three fingers in her pussy and continued to rub her clit. Dan grabbed a hold of Ashley's hips and thrust into her a few more times, yelled out, and came before falling to the couch beside her. Jessica meanwhile, had moved to a chair at the kitchen table to ride out the series of waves that crashed over her, each one more intense than the last, until finally her pussy released her fingers. Jessica's body was completely spent as she made her way to her room while her brother and his girlfriend recovered in the family room. When Jessica finally went to bed that night, she fell asleep with the image of her brother's cock sliding in and out of Ashley's pussy.

The next night, Jessica had sex with Justin for the last time. He was a nice guy but she needed more from a man, and Justin wasn't capable at this point of giving her what she needed. Her appetite for sex was not being satisfied. To be happy, she would need to find someone who knew what he wanted and how to get it. She loved being in a position of power, but she desperately wanted someone capable from time to time of taking charge. Justin was not that man.

Friday morning at breakfast, Jessica decided to put phase two of her plan into action. If everything worked out the way she hoped, Dan and Ashley would not be having sex tonight. When the twins met at their car outside of school, Jessica climbed in the passenger seat and put her head between her legs.

"What's wrong, Jess?" Dan asked, putting his hand on her back.

She responded, "I'm not feeling too good. My stomach has been feeling funny since lunch and it's getting worse...I just need to lie down." Dan drove them home and helped his sister up to her room and into bed.

It was 6:00 when Dan knocked on her door. "How are you feeling, sis?"

Jessica pretended to wake up, "I don't know; a little better, but not great. I'm sorry, Dan. I'm ruining your night."

Her brother walked over to the bed, sat down beside her and said, "Don't worry about it, Jess. I'll call Ashley and tell her you're not feeling well and that I'm staying home to take care of you."

Jessica put her hand on Dan's leg. "You're such a good brother. Thanks. You can have my night tomorrow, Okay?"

Dan rubbed his sister's back. "Sure, sis. Whatever. I'll get you some water and something to eat." Jessica nodded and then turned over and wrapped herself in the covers.

After some dinner Dan said, "Stay in bed and I'll come get you up around 8:00 and see how you're doing." Jessica nodded and realized her opening. At 7:40 Jessica, who had been reading, pushed off the covers and looked in the mirror. She took her hairbrush and combed out her long, black hair that centered midway down her back. She changed out of the shorts and t-shirt she was wearing and put on a red, lace thong and a matching tank top that stopped short to show off her midriff. She looked herself over in the full-length mirror and smiled. It was 7:50 when she climbed back onto the bed, grabbed the large, glass dildo from her nightstand she had bought a few weeks earlier, and began to rub her pussy.

Fifteen minutes later Jessica was soaking wet when Dan entered her room. He was expecting to see his sister asleep in her bed. What he saw made his manhood twitch and then grow in his pants. His sister was spread eagle on top of her bed; her long, toned legs going on forever. Her shiny, black hair was splayed out in a fan, framing her beautiful face. The tank top she had on was hiked up revealing her two large, perfect breasts; she had her left hand covering one, occasionally pinching the nipple. Her other hand was slowly rubbing her pussy, which was bare save for a landing strip of short, black hair. She had on a red thong that was pushed to the side. Her pussy lips were open and puffy, and her scent was strong and irresistible. Jessica's eyes were closed when he walked into the room. He could walk out now and she wouldn't be the wiser. Instead, the erotic site before him kept him standing in his tracks. His sister slowly opened her eyes and looked directly into his; she did not stop what she was doing.

Dan, momentarily free from his trance said, "I'm sorry Jess. I...uh...didn't realize you were busy. I'll come back later. Sorry."

Jessica pounced on her opportunity. "Wait," she said almost in a whisper, "Don't leave." Dan turned around to face his sister who was still slowly rubbing her clit. "I wanted you to see this," she said in between soft moans.

"Do you want to know what I've been thinking about while I've been playing with myself?" Dan didn't, couldn't answer. Jessica continued, "I've been picturing Ashley sucking your cock. I've been picturing you taking her from behind on the couch last night. I've been thinking about how you slapped her little ass and shot your load inside her, only the condom keeping your cum from lining the walls of her little pussy." Dan's cock began to tent his pants and his eyes widened. "That's right, brother. I saw you last night. I watched Ashley suck your dick while she was on her knees like a slut. I saw her bounce up and down on your cock like she was riding a horse. I watched as you slammed your big tool into her like a dog. I hope you're not mad at me. I couldn't help myself. I watched from the kitchen. Do you know what I was doing while you were fucking her? I was stuffing three fingers into my pussy and fucking myself. You made me come twice. Come here and sit on the bed with me and watch me fuck myself." Jessica took the dildo that was beside her and began rubbing the head up and down her outer lips. "I know you want to watch me fuck myself with this cock. Don't you, brother?"

Dan couldn't speak. His throat was dry, his mouth felt like cotton. He stared at his sister's pussy, the dildo caressing the entrance. He sat down on the edge of the bed a couple feet from his sister. "That's a good boy," Jessica said.

Jessica took the glass dildo, brought it to her mouth and licked the head. She then took the eight-inch shaft and slowly took it into her mouth in one smooth motion until the only thing visible was the bulbous end she held between her fingers. Jessica slowly pulled it out and brought it down to her pussy. Jessica looked into her brother's eyes and punctured her entrance, letting out a gasp. "It's so big, brother, just like your cock. Watch me fuck myself with this big dick."

Dan's own cock was aching, his erection on full display underneath his pants. Jessica cast her eyes down as Dan slowly rubbed his crotch. "Go ahead, Dan. Touch yourself. It makes me so hot to see that I make you hard." After several more deliberate thrusts from her glass cock she said, "Take it out. It's okay. It'll make me so wet to watch you." Dan hesitated, not saying anything. "Make your sister happy. Pull out that huge cock." Dan could not resist the siren call of his gorgeous sister. He unbuckled his belt, opened his pants, and pulled them off. Jessica reflexively licked her lips at the site of her brother's shaft constrained by his boxer briefs. Jessica continued to slide her dildo in and out of her hole. "Do it, Dan," she breathed.

Dan got up and hesitantly lowered his briefs to his knees, allowing them to fall at his feet. Freed from its constraints, his cock grew to its full size. Jessica's heart raced as she watched his cock grow from big to monstrous. It was thick, the veins bulging as they sent blood to their destination. She pounded her pussy with renewed vigor and moaned, "Stroke it, Dan. Make yourself come while you watch me." Dan followed his sister's orders and began to slowly jerk off his massive dick.

After a minute or so, Jessica got up on her knees, still sliding her dildo in and out. "Looks like you need a little lubrication." She leaned forward until her mouth was inches from her brother's cock, the head pointing straight at her lips. Jessica pursed her lips and let her spit trail down the head of his penis to the base of the shaft. Dan's motion took up his sister's lubrication and he picked up the pace. Jessica stayed on her knees about a foot away from where her brother sat. Dan's breathing began to quicken, his strokes became longer as he worked his hand from the top of the head down to the base in long, quick motions.

"I'm so close Dan. Make your sister come." She moaned loudly as she brought her other hand down and rubbed her clit while taking the dildo. "Fuck!" Jessica was yelling and coming. The first couple of waves knocked her back on the bed, her pelvis bucking against the dildo in her hand.

That was the last straw for Dan as his own orgasm hit him hard. He groaned, "Oh my God, Jess."

His sister, still slowly working her pussy as she came down from her massive orgasm said, "Come for your sister, Dan. I want to see it."

The muscles in Dan's abdomen tightened; his pelvis bucked; his hand a blur as the first load shot in the air and landed on his sister's thigh. He groaned as several more waves of cum flew through the air, landing between he and Jessica. Dan finally sat back against the bedpost, his hand still slowly stroking his softening member. Jessica stared at her brother, reached down to her thigh, scooped up his cum with her fingers, and brought it to her outreached tongue. Savoring the taste of the fruits of her labor, Jessica smiled.

The next morning Jessica awoke and went downstairs to the kitchen. Dan was already up and making coffee. "Good morning," she said, "how did you sleep?"

Dan was still in a state of shock about what they had done the previous night. He gave an uneasy smile, "I didn't really. I can't believe what we did last night."

Jessica sat at the breakfast bar facing her brother. "We didn't do anything wrong. Brothers and sisters explore their sexuality everyday with each other."

Her words made him feel a little better. "I guess you're right," he said.

Jessica took a sip from her coffee mug. "Of course I'm right. Now, I promised you that you could have tonight, right." Dan nodded; Jessica continued, "Well, I have a little surprise for you so here's what I want you to do. Give me the house this afternoon and come back around 4:00 or so; there's someone who has been dying to get together with you. I just need to make a few arrangements. Trust me, you will not be disappointed."

Dan asked, "What are you talking about? Who is it?"

Jessica shook her head, "Oh no. That would ruin the surprise, now wouldn't it? Just keep yourself occupied this afternoon and let your sister take care of everything."

It was 11:00 when Dan left the house and Jessica called Mary. "M, what are you up to today? Nothing. Good. Clear your day and pack some clothes for the night. You're staying over...Well you know that person you've been wanting to get your hands on?...That's right. Oh, and don't forget your bikini. Get your ass over here...Bye."

Jessica smiled as she hung up the phone. The stage was set.

It was 12:30 when Mary came over. Jessica was out back sunbathing by the pool. By 2:30 they had gotten their fill of the sun. Jessica suggested they take a shower together to get the suntan lotion and sweat off their bodies. By 3:15, she had Mary in a state of sexual tension that was palpable. As they lay together naked in Jessica's bed in a 69, Mary felt the beginnings of a massive orgasm sweep over her body.

"Keep licking my cunt and make me come," Jessica ordered. As Mary came down from her orgasm, she turned around and brought Jessica's knees to her chest, diving her tongue in and out of her friend's pussy.

"If you want to fuck my brother, you need to make me come first. Put a couple of fingers in me and lick that clit...Fuck, yeah. I'm close, baby. Keep going." Jessica put her hand on the back of Mary's head and forced her mouth down on her pussy as she came with enormous force. She grabbed her by the hair and pulled her up to her lips to kiss her. "That was amazing, M. Let's freshen up. Dan will be here soon."

A few minutes after 4:00 Dan walked through the front door. No one was downstairs so he went up to his room. Lying on his bed, naked with her limbs tied to the four corners of his bedposts, was his sister's friend, Mary. She had a black satin mask over her eyes. Leaning over Mary and kissing her on the lips was his sister; she was fully clothed in a pair of blue jeans and a white tank top.

Jessica looked up at him and smiled. "Hello, brother. I told you to trust me, didn't I? Look what I've brought home for you." On hearing Jessica welcoming her brother, Mary licked her lips as her ass began to slowly move up and down in anticipation.

"Sit over there, Dan." Jessica motioned to his desk chair. "I'll get her ready for you." Dan didn't say a word and followed his sister's lead as he walked over to the chair, sat down, and began rubbing his cock through his shorts.

Jessica leaned over the bound Mary and licked first one nipple then the other as Mary moaned and hummed her approval. "Do you like it when I lick your breasts?" she asked as she lightly scraped her teeth over one of her friend's nipples.

Mary replied with a whisper, "Yes. Do it again."

Jessica slapped Mary's left tit lightly and said, "I'll decide what you deserve."

Jessica looked over at Dan who was taking off his shorts. "She's a hot little thing isn't she, brother?" Dan nodded. "Do you want to see me lick her pussy?" Dan nodded again, unable to speak. Jessica smiled at him. "Take out that big cock. I want to see you stroke it while I suck on Mary's clit."

Dan threw off his underwear and began to slowly stroke his cock. "What did I tell you about lubrication, brother? Bring that dick over here." Dan followed orders and moved to the side of the bed. Jessica motioned for him to bring his cock next to Mary's head. Jessica took Mary's head and pointed her lips at Dan's cock. "Spit," she ordered. "Again," she said. "There you go, Dan. Now stroke that fucking dick while I eat her out."

Dan stood there and fucked his hand as his sister moved to between Mary's bound legs and started licking her clit. Mary moaned loudly as Jessica lapped at her pussy, occasionally encircling her clit with her tongue. Jessica brought her head up, now fingering her friend's pussy.

"That's right. Stroke that monster cock but don't come unless I tell you."

Dan was beside himself; he had never been so hot for someone in his life. The thing was, he wasn't sure who he wanted more - Mary or his own sister. Jessica could see the passion in his eyes and knew he wouldn't be able to hold out much longer so she dove into her friend's pussy, fucked her furiously with two fingers, and licked her clit as fast as she could.

Mary was moaning, bucking, and coming. She yelled out as her hands pulled against their restraints. Dan's hand was like a piston on his shaft as he looked over at Jessica, waiting for her approval. Jessica looked up at him. "Come all over Mary. Make her take your load."

Dan yelled out and shot line after line all over Mary's body, hitting her tits with the first shot, her cheek with the second, her stomach with the third and fourth. He bathed her in a stream of come that wouldn't stop spurting out of his huge cock. Finally, after he was completely spent, he sat on the edge of the bed next to Mary's head. Jessica immediately went to work, lapping up her brother's cum from Mary's hot skin until there wasn't a trace left.

Jessica pulled off the mask around Mary's eyes and kissed her on the lips, allowing Mary to taste Dan's cum from her mouth. She untied Mary from her restraints and positioned her so that she was on her hands and knees, her feet dangling at the edge of the bed.

"Look at that tight ass, Dan," Jessica said, her hand rubbing Mary's left cheek then slapping it lightly. "Look at that wet, little pussy," she said, spreading Mary's lips with her fingers. Dan was standing now, inches from the bed, his cock growing in his hand. "Do you want to take that pussy?" Dan nodded. Jessica smiled, "Not yet, brother. I get first crack at it. But I'll tell you what. Why don't you bring that thing over here and let Mary suck it."

Dan moved over to the other side of the bed as Mary got her first glimpse at Dan's cock. "Oh my God, Dan. Gimme that thing."

Dan got on the bed, kneeling in front of Mary who was still on her hands and knees, her ass in the air. As Mary began to lick the underside of Dan's cock and suck on his balls, Jessica stripped naked, left the room momentarily, and came back with a strap-on she had bought the same time she got her glass dildo. Dan's cock swelled in Mary's mouth at the site of his sister donning a massive strap-on.

As Jessica poured some lube on the cock and stroked it she said, "I told you I had first dibs on her pussy." Mary looked back to see her friend move in behind her, a huge cock between her legs. Jessica rubbed the entrance up and down with the dildo and punctured Mary's soaking wet hole.

Mary groaned as she felt it enter her extremely wet and sensitive pussy, her mouth halfway down Dan's dick. After a few short strokes, Jessica thrust her cock to the hilt as Mary yelled out.

"Take my dick, you little cock-hungry slut! Suck my brother's monster while I fuck your hole!" Jessica slapped Mary's ass several times as she got into a steady rhythm, the pressure from each thrust rubbing her own clit perfectly.

Amy pulled into the driveway, relieved to be home. The conference had finished up a day early and she had gotten a flight out. She was looking forward to seeing her kids, taking a long shower, and sleeping in. When she walked through the front door there was no one downstairs. She carried her bags up the stairs and about halfway up she heard something that made her freeze in her tracks.

"Take my dick, you little cock-hungry slut! Suck my brother's monster while I fuck your hole!"

That was Jessica's voice; what the fuck was going on? Amy got to the top of the stairs and followed the sound of Jessica's voice to Dan's bedroom. There in front of her was a scene out of a porn movie. Her 19 year-old twins were on either side of a naked girl. Her son was getting his penis sucked by a blonde – was that Mary? Her daughter was wearing a strap-on and fucking this girl, yelling out obscenities and slapping her ass. Amy dropped her bags and yelled, "What the fuck is going on!"