Siblings with benefits

After reading the contract several times, Judi still could not believe it; 7.5 million dollars. She quickly calculated her commission for this one contract to be $78,000. She was elated. She didn't have time to eat as she rushed to her room to shower and change. She had to put on the company outfit for the vendor booth. It was a white pullover with black slacks, blue blazer with a company emblem and a white scarf around her neck. It was very business like but also sexy as the slacks and pullover were meant to be tight fitting. Since Judi wore nothing underneath it was bound to get some attention.

Derrick had picked out the outfit personally. He was a smart businessman and knew that attractive ladies would attract customers to the booth.

When Judi arrived, Derrick and Terri were talking to customers. Judi walked up to Derrick and handed him the large envelope without a word.

Derrick looked at her with surprise on his face. When he opened it, his smile grew wide. He grabbed Judi in a bear hug, lifting her from the floor. Then Derrick turned and hugged a confused Terri. When Derrick told her what was in the envelope she squealed with joy. Then he totally shocked her and said that she would be getting a $10,000 bonus.

Now they were all very excited, hugging and kissing, customers looking on in surprise.

"Ladies, I think we need to get back to work. We can celebrate tonight," Derrick said with a big smile.

Everyone tried to settle down and act professional, however, it was a difficult task.

Judi wasn't sure what she should be doing since this was her first professional trade show. Terri offered to help and showed her where the supplies and brochures were and generally what she needed to tell potential customers to get them interested in their product.

Even thought Judi had been in sales for years, she watched Terri pretty closely. She was impressed with her professionalism and ease with clients. She would make a good sales representative if she chose that career move. It was obvious that she was attracting potential customers with her striking appearance.

Judi was a bit surprised when Terri removed her jacket, exposing her white top, uncovering her large braless breasts. Anyone could plainly see her nipples through the top. The slacks were very tight, outlining what Judi could only describe as a perfect ass.

Terri made sure that she bent over to retrieve brochures from the bottom shelf many times. In fact she caught Judi looking at her ass as she bent over. She just smiled at her embarrassed friend. She was good at this job.

Judi was somewhat jealous of Terri's skill and ease with customers. However, as the day wore on Judi realized that Terri was a sweet girl without a hint of pretentiousness or the apparent knowledge of just how pretty she was. She seemed to always be willing to help. Judi had not had much opportunity in the past to associate with her but now she realized that she could like this girl.

The one fly in the ointment for Judi was Terri's relationship with Derrick. Judi watched the two of them closely throughout the day but found nothing but professionalism. She chastised herself for even thinking about jealousy. Derrick had let her fuck two perfect strangers all night and didn't show a hint of jealousy.

Derrick invited Judi and Terri to a celebration dinner that night. Judi wasn't sure what would happen later tonight but she was not sure she would be able to fuck Derrick if he wanted to, her pussy was just too sore. However, she didn't have to worry about that, as she would find out.

During the cocktail hour at 5:30, Judi asked Derrick if they were going to get together that night.

Derrick pulled Judi aside and away from the crowd. "Judi, I promised Terri that tonight would be for her," Derrick said in a somewhat apprehensive tone.

Judi was shocked and didn't respond right away. Her mouth grew dry as she felt that old jealously creep in. "What does that mean?" she asked trying not to sound defensive.

"Look Judi, you know Terri and I have a relationship. It is a very special relationship and is important to me," Derrick explained. "Terri is, how should I say this, uh, 'different'. I guess I should not beat around the bush and just tell you...Terri has an anal fetish."

"What?" Judi asked a little too loud, shock apparent in her voice.

"This isn't easy, so I am just going to say it straight, Terri likes anything to do with the ass. She likes me to fuck her in the ass and she likes to lick my ass. She won't let me fuck her in the pussy because she reserves that for her husband. I generally fuck her in the ass several times a month. I promised her that if she did a good job here, including subbing for you when you were 'BUSY', I would spend the night with her. Tonight is her night."

"Wow!" was all Judi could think to say. She wanted to be jealous and felt it creeping in, but then she thought what is there to be jealous about, she was pregnant with Derrick's baby, she had gotten a 30% pay raise, he doubled her commission and she was going to receive a check for $78,000. It would be stupid to blow all that with jealously. Derrick had obviously been fucking her longer than he had Judi and he still found time for her. No, she wasn't going to let this spoil everything.

"Alright, I guess I understand," Judi said, trying to sound convincing.

"Listen, there is something else. If you want to join us, Terri wouldn't mind at all," Derrick said.

"No, no, I don't think so," she responded quickly.

"Are you sure?" he asked. "I think she would really like to have you there."

"I can't believe that Derrick," Judi responded.

"Well, let's ask her," Derrick said, grabbing Terri's arm as she walked by. "Terri, Judi is not sure that you want her to join us tonight, tell her yourself."

Judi saw Terri's face light up.

"Oh, yes, I would love to have you there, please Judi, join us," Terri beamed.

Judi's face grew beet red, not expecting Derrick to put her on the spot.

"I, I...I don't know. This is all so confusing to me," Judi stammered.

Terri grabbed Judi's hand and said, "Please join us, I know you won't regret it."

"I'll, uh, I'll think about it," Judi said, trying to get out of this situation gracefully.

"Okay, I hope you decide to join us," Terri said squeezing Judi's hand before releasing it.

Judi was in a quandary all evening. Her emotions were all over the place. She was excited about all that had happened today but still apprehensive about what the evening would bring. She could feel that little undefined quiver in her pussy that meant she would soon be dripping into her pants. She wished that she had on panties now.

Derrick took her and Terri to a nice quiet dinner at the hotel restaurant. Derrick was not overly attentive to Terri. In fact, he kept his hand on Judi's thigh most of the evening.

When the dinner was done and the bill paid, Judi had to make a decision. Could she leave these two alone? Would she feel better if she were there? Neither one of them seem to have a problem with her being there, in fact, both seemed to want her to join them. In the end, Judi could not leave them alone. However, she wasn't sure how to tell them. She hesitated until they were on their floor of the hotel.

Terri, Derrick and Judi stood at his door when Derrick made the decision easy for Judi. He put his card into the lock and pushed open the door. Then he reached for Judi's hand and pulled a less than reluctant Judi into the room with Terri and him. Derrick released Judi's hand and walked over to the bed and sat down.

Judi stood silently for a moment then found a chair and sat nervously. She watched with growing excitement as Terri stood in front of Derrick then took off her jacket and placed it on the bed. Next she slowly pulled her top over her head. Judi almost gasped as she saw Terri's large firm breasts spring free. They were perfect; beautifully round with large pink nipples that were as large as pencil erasers. Judi felt a flush come to her face and twinge in her pussy. She had never had an interest in women but she had to admit that if she were a man she would go crazy over those tits.

Terri then turned around with her ass facing Judi and Derrick and unsnapped her pants. She bent slightly forward and peeled her tight pants over her ass cheeks. Judi was amazed again at the perfection of her body. She could see why any man would want to fuck that ass. It was perfectly shaped with smooth creamy white skin. There was not a blemish anywhere.

"Oh, I forgot something," Terri said. She bent down and pulled something silvery out of her pants pocket. "I'll be right back."

While she was gone, Derrick stood up and pulled Judi to her feet. He brought her into his arms and kissed her lips. Judi felt her juices flowing immediately.

Derrick reached up and removed Judi's jacket. He then grabbed her ass and pulled her tight to him, pressing his hard cock to her stomach. "You're going to love this baby," Derrick said as he held Judi to his chest.

Judi was startled when she felt Terri behind her. She wrapped her arms around her and pressed her bare breast against Judi's back. Judi tried to break the kiss and move away, but Derrick held on tight. She moaned in frustration as she felt Terri's hand move around and under her top. Since Judi had no bra on, Terri's hands found her bare tits and began to squeeze the already hard nipples. Judi began to squirm, trying to get away but Derrick's strong arms held her tight. She knew that the crotch of her pants was already wet.

"No, Derrick, I didn't agree to this," Judi said with growing panic.

"Relax, Terri won't hurt you," Derrick whispered in her ear.

"Please, I am not attracted to women, I don't want this," Judi said as she felt her pussy juice flow as Terri continued to manipulation of her nipples.

"Just relax sweetheart," Derrick said as he began to kiss that part of Judi's neck that always drove her crazy. Judi was rapidly loosing control.

Judi shuddered when she felt Terri's tongue on the back of her neck. She now knew what Terri had done when she left the room; she had put the metal stud in her tongue.

Terri's hands slid between Judi and Derrick's body to the button of Judi's slacks.

Judi jumped when she felt her pants open. She began to struggle again when Terri began to pull her pants down. "No, Derrick no, I just came here to..." Judi said halting in mid-sentence, not wanting to say she came to watch.

Derrick held on tight and continued to kiss and suck Judi's neck. Judi's breathing became labored as she felt Terri kneel behind her and pull her pants to her ankles. Her ass was bare since she wore no panties. She knew Terri would be able to see her abundant pussy juice all over her now swollen pussy lips. She buried her face in Derrick's neck, her face flushed red with embarrassment.

Suddenly Judi felt Derrick back up and fall back on the bed, carrying her with him. She was now trapped, held tight by Derrick, with her legs trapped by her pants wrapped around her ankle. Judi's breathing had increased again to the point that she felt she was going to hyperventilate.

"Derrick, God, please stop her," Judi pleaded but with less conviction as her excitement grew.

"No dear, you are going to enjoy this, besides, I promised Terri," Derrick said.

Judi didn't quite comprehend what he meant by promising Terri, but she had other things to worry about as she felt Terri's long studded tongue begin to lick the backs of her thighs.

Slowly, Terri moved up, dragging her tongue up one thigh before crossing over to the other. Her tongue would go all the way to Judi's ass cheeks then cross over and slide down the other thigh.

Judi was shuddering all over now. However, she had no idea what was coming. She felt Terri's hands on her ass, kneading and squeezing them. She heard a moan as if it had come from someone else then realized it had come from her.

Terri's tongue soon joined her hands, sliding up and down her ass, leaving a trail of her saliva. Terri slowly parted Judi's ass cheeks.

Judi could feel the cool room air on her tiny ass hole. She could feel the young woman's eyes on her very private parts. My God, she thought, she isn't going to...but she was.

Terri's tongue descended to the tiny hole.

Judi screamed into Derrick's neck as she felt Terri's studded tongue touch that nasty place.

"Derrick, stop her, stop her, she's going to put her tongue in my..." Judi didn't finish because she was moaning instead. Terri had forced her tongue through the tiny hole and into her ass. Judi squirmed her ass as if to dislodge the intruder, but it only served to aid Terri in going deeper.

Terri stiffened her studded tongue and drilled it deeper and deeper. Judi's ass was being violated by Terri's six-inch tongue with a stud on the end.

Judi could feel the metal stud rubbing on the walls of her rectum as Terri worked it in deep. "God Derrick, tell her to take it out, please," Judi said breathlessly.

"Take what out?" he responded.

"Her tongue," Judi whined.

"Her tongue out of where?" he questioned.

"Oh God, her tongue out of my ass," Judi panted.

"Why? Don't you like that tongue deep in you," he asked.

"It's so dirty, it's nasty," she said.

"I can't stop her baby. I promised her she could have your ass if she helped me? It wouldn't be nice if I reneged on my promise. Besides, you are loving it," Derrick said.

"No, oh God yes, I can feel it so deep, so deep, please," Judi said. "It's so nasty, so deep in there, it shouldn't be there," she said, her resistance waning. Judi could feel the metal stud way up in her ass canal, where nothing had gone before. It was rubbing the walls of her ass. She could feel it in stomach, in her pussy, all over her body. Her body began to quiver.

When Judi felt Terri move her tongue in and out of her ass like a cock, she could take no more. She felt a contraction deep inside her, like nothing she had ever felt before. Her body began to convulse as a tremendous climax overtook her. It was a climax different from all others. It was one from deep in her bowels. She felt her entire insides begin to contract sending a spasm through her pussy and up her body.

"Derrick, I...I'm going to, oh God, I'm cummmmmiiiiinnnggg!!!!" Judi's pussy began to squirt juice all over Derrick's pants. She no sooner came down from one climax then another began.

"Oh God Derrick, oh no, oh, oh...ohhhhhhh!!!!" Judi moaned as her body betrayed her over and over.

Then Terri began to wiggle the tip of her tongue anew deep inside her. Judi could feel the stud move across the walls of her rectum forcing spasm after spasm deep inside. On and on it went until Judi was actually sobbing.

"Oh God, oh God, I can't stand it, I can't stop cumming," she sobbed cumming one last time before she passed out.

When Judi awoke, she was on the bed naked with a cold cloth on her head. Derrick and Terri were sitting on the side of the bed kissing. They turned to her as she sat up.

"Ah, you are back with the living," Derrick said with a smile. "We were a little worried about you."

Judi could only muster a small smile.

Derrick and Terri went back to kissing as Judi watched. She moved over slightly as Derrick laid Terri down on the bed the removed her thong panties.

"Judi, I want your help here," Derrick said as he lifted Terri's legs.

Judi hesitated for a second before she moved down to join Derrick. She knelt beside him, her eyes wide with renewed excitement.

Derrick got between Terri's legs and raised them up.

Judi saw that Terri was shaved like her. She thought, even her pussy is beautiful.

As he held Terri's legs up he said to Judi, "Judi, I want you to put my cock in Terri's ass."

Judi eyes grew wide with shock. "I, I, can't do that," she said.

"Yes you can and you will, now take my cock and put it in her ass," Derrick said in a stern voice.

With a shaking hand she wrapped her fingers around Derrick's hard cock. As he moved forward, Judi aimed the large head at Terri's tiny hole. God, it will never go in there, Judi thought. Judi watched as the large head forced Terri's tiny ass hole open.

Terri groaned as the head squeezed through the opening, stretching the tiny ring to accommodate the swollen head.

Derrick moaned as he felt the tight ass muscle grab his gland like a rubber band. Slowly, Derrick forced his long cock into Terri's ass. He increased the pressure, sinking more and more of his hard black cock into her tight little hole.

Judi was so fascinated that she forgot that her hand was on Derrick's cock until it reached Terri's ass. She quickly pulled away and the remainder of Derrick's 10 1/2 inches squeezed in.

Terri was moaning and moving her head back and forth as her ass hole tried to adjust to the large intruder. She had had his cock in her ass many times but each time was like the first. Each time her tiny hole had to stretch wide to accommodate him. Her pussy throbbed and dripped her juice onto the black rod pushing into her body.

Derrick began to slowly move his cock back out until he had about 5 inches left in, then he moved back in. He moved in and out slowly until Terri's ass had adjusted. Then he began to fuck her, his thrusts getting longer and harder until he was moving rapidly in and out.

Terri was moaning in ecstasy.

Judi was now lying on her side close to where Derrick and Terri's sexual parts were connected. She was amazed at how easily this tiny girl was taking Derrick's giant cock. She would have never believed that Terri's asshole, or any asshole could stretch that wide.

Derrick intentionally pulled his cock all the way out of Terri's ass one time.

Judi's eyes widened as she saw Terri's hole remain open. It looked to be open as wide as a coke can. She could see deep into Terri's ass. Then Derrick plunged back in. Judi didn't even realize that she moaned as loud as Terri this time.

"Judi, get over her and hold her legs up for me," Derrick said, startling Judi. Her face grew red when she realized that Derrick had been watching her as she watched his cock move in and out of Terri's asshole.

Judi moved around and straddled Terri's torso at her breasts. She grabbed Terri's legs and pulled them back all the way to her breasts. She looked down at the amazing site of this giant black cock fucking in and out of that tiny white ass. The contrast was striking, large black cock plunging in and out of those very white ass cheeks. Judi concluded that it was actually a beautiful site.

Judi jumped when she felt something behind her. She looked back to see Terri's long tongue reach out to lick her ass cheek. Alright, Judi thought, you want my ass, well here it is. With that Judi scooted back several inches. She heard Terri moan and felt her bring her tongue to her ass hole again. As soon as the studded tongue touched her ass, Judi moved back hard, forcing Terri's tongue deep into her in one motion. Judi moaned as she again felt the studded tongue move deep into her. Judi got up to her feet and squatted over Terri's tongue, pulling her legs even further back. Terri stuck her tongue out all the way. Judi screamed in surrender as she sat down on Terri's face. Terri's tongue went even deep than before, to places where nothing had ever touched. Judi began to bounce up and down, forcing Terri's tongue in and out like a cock.

"Yes, yes, stick that tongue in my ass. Stick it in deep. You want my ass, take it, lick it, suck my nasty ass," Judi said become almost incoherent. She felt Derrick pull her to him and kiss her. My God, Judi thought, we are all connected now, my tongue in his mouth, his dick in Terri's ass and her tongue deep in my ass.

Judi was the first to begin to go over the top. She felt those incredible spasms in her ass begin. Her ass hole began to squeeze on Terri's tongue.