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A Small Mistake, Big trouble Ch. 08

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The thought that Kristi tasted Darlene's pussy juices on his cock made Tim insane. He was licking and sucking Kristi's pussy like mad. He slipped a finger inside her ass. She moaned on his cock.

Darlene asked Kristi if she liked having her ass fucked.

Kristi moaned her approval. "Yes, fuck my ass."

All the time Darlene was saying this Tim was moving his finger in and out of Kristi's ass and sucking her pussy. He moved a second finger up and pretty soon he was able to work it into her ass, too.

He kept fucking her ass with his 2 fingers when suddenly he wanted to fuck her in the ass. He had all of his mom and now he wanted her ass. He moved off of her and said quietly, "Mom, I wanted to fuck you in the ass."

Kristi looked at Tim. She had never been fucked in her ass and in that sense she was a virgin. The thought of her giving her virginity to him excited her but she was afraid he was too big.

"I'm afraid to do that," she said

"I'll be gentle, mom. Promise." He grabbed the lube and put it all over his cock and moved in between her legs. His cock was rock hard and big at this point. He raised her legs up on his shoulders and placed the head of his cock against her ass. Darlene was at the head of the bed massaging Kristi's breasts and told her to relax. He gently pushed against her ass and to his surprise the head of his cock slipped right in.

Kristi let out a little shriek, "Oh God."

He stopped moving and asked her if she was OK. She nodded but again asked him to go slow.

He waited a bit then pushed in a little and pulled back. Kristi gave off a long drawn out moan.

After a few minutes of this he was fucking her deep in her ass at a steady pace. Tim had never been inside a woman's ass before and he realized that it felt very different than being inside her pussy. He could feel the pressure where her asshole tightened around his cock and it was so much tighter.

Mentally, however, it was a different story. It was incredibly erotic knowing that he was fucking his mother's ass. After a while he moved over her more and had her legs pushed back towards her head as they rested on his shoulders. From this angle Tim was able to really get inside her. She reached down and played with her clit. Darlene had gotten up and moved behind them so she could see better. Soon he felt her hands on my ass and then felt her slip a finger inside him. She moved her finger in and out like she was fucking his ass. Then he felt another finger slide in and he was amazed at how easy she had gotten 2 fingers inside him. He was also amazed at just how damn good it felt. Tim felt her fingers slide out of him, which in itself created a strangely erotic feeling. The truth is, it felt incredible! He had never felt anything so intense in his life. He stopped pushing into Kristi's ass while he let Darlene start to slowly fuck his ass her fingers.

Kristi asked her if she was fucking his ass and Darlene told her she was. Kristi smiled at Tim and moaned. She moved her fingers in and out of her pussy. She lifted them to Tim's mouth so he could lick them clean.

Tim told Darlene, "Stop moving." He wanted to control the movement like she had done earlier and he started moving in and out of Kristi's ass again. Each time Tim moved his hips back to pull out of her ass he felt the fingers go deeper inside her ass.

Kristi was rubbing her clit hard now. "I'm going to cum!" she yelled.

Tim groaned, "I'm going to cum too!"

"Fuck my ass, Tim. Fill it with your cum!"

Hearing that was enough to send Tim over the edge and as Darlene thrust her fingers deep in his ass he erupted into his mom's ass. He felt her ass tighten on his cock about the same time he felt his ass tighten on Darlene's fingers. It was hard for him to believe that he was having an orgasm even more intense and more powerful than any of the others he had already experienced. But this one knocked them all down a notch on the orgasmic scale. Tim blacked out for a moment.

The next thing Tim knew was that he was laying on top of Kristi and Darlene was beside them on the bed. He was no longer inside Kristi's ass and his cock felt incredibly sensitive. They all just lay there for a while saying nothing.

Finally Tim got up to go to the bathroom. He cleaned his cock with soap and warm water then went back into the bedroom. Kristi had gone to get them something to drink. Darlene was lying on the bed on her back with a huge smile on her face. When she saw him she said, "Thank you!"

Tim lay down next to her and kissed her. "Why are you thanking me? I should be thanking you."

She rolled on to her side. "This has been the greatest sex I have ever had. I never in my wildest dreams and I have had a lot them thought it could be this way." She kissed him. "And the night is young."

Kristi came back in the room with some cold water and they all sat or lay around on the bed for a while talking. They started discussing the things they had just done and how they felt about it all. Kristi admitted that she had a few more first time experiences to add to her list. She had never had anal sex before. She said that she had always been afraid to try anal sex but after having done it she was ready to do it again. She said that it was the most intense and erotic thing she had ever experienced.

Darlene admitted that she was virgin until Tim made love to her. Last night was the first time she had been with a woman. She glad it was Kristi and squeezed her hand. "I've never been fucked in the ass. I want to know how it felt being fucked that way. I've thought about it."

All the sex talk was starting to get Tim turned on again. This was the most amazing night of his life. For the first time he was really glad he was taking those pills. It didn't hurt that he was getting an eye full of his mom' and girlfriend's great bodies. Darlene was lying on her side on the bed and Kristi and Tim were both sitting up. Kristi was sitting with her legs crossed Indian style that gave him a great view of her pussy lips. He mentioned that her thought her lips were sexy and that she had the biggest clit I had ever seen. She got embarrassed but his comments peaked Darlene's interest and she wanted to know what he meant about Kristi's clit. He told her that it was bigger than most and it was almost like a tiny cock. He told her how easy it had been for him to find her clit and how he had sucked on it when Kristi was cumming. Darlene wanted to see what he was talking about so he asked his mom if he could show her. Kristi did nothing but lie back on the bed and spread her legs.

Ever since she started having sex with Tim, Kristi noticed her clit growing bigger. Now that she was taking those pills, she noticed more and it seemed even bigger tonight. It wasn't huge but it did part her lips.

Darlene sat up and Tim reached down and spread his mom's lips with his fingers. She was already wet and when he spread her lips Darlene and Tim both could see just how wet she was. We could also see her clit very plainly.

"You're right. I didn't really notice it till now."

When Tim let the tip of his finger gently brush against her clit Kristi moaned. Darlene seemed to enjoy that and asked Kristi if she liked it. Kristi whispered. "Oh yes but please you touch me."

Tim held her lips open and Darlene touched her clit with her finger. Kristi moaned even louder than before. "Yes baby, don't stop."

Tim slipped his finger inside Kristi's pussy and got it wet. He raised it to his mouth and licked it clean. "I would to see you eat each other," he said.

They turned sideways on the bed and got into a 69 position. He moved around the bed to watch them. Kristi quickly shifted her position so that she was lying on her back across the bed. Darlene was on her knees beside Kristi. He continued to play with his mom's pussy. She reached over and started playing with Darlene's pussy.

Tim pushed his finger back inside Kristi's pussy, got it wet and raised it to Darlene's mouth. She took his finger in her mouth and licked the pussy juices from it.

He moved up on his knees and kissed Kristi. Darlene moved down on the bed so that her head was over Kristi's pussy. She raised her leg, with Kristi's help and moved on top of her. Kristi wasted no time and raised her head up and started licking Darlene's pussy. Darlene moaned, "Oh God!" and slowly lowered her head between Kristi's legs.

Pretty soon they were both moaning loudly. He could hear the sucking and slurping noises as they both ate each other's pussy. He could see Darlene's mouth, tongue and fingers working on Kristi and she was really getting into it. He moved around the bed and watched Kristi work on Darlene's pussy as Darlene ground it down onto her mouth. He was really hard again watching all this. They continued for a while and both of them came at least once.

He moved up on the bed over Kristi's head and guided his cock into Darlene's pussy. She started rocking on his cock and moaning into Kristi's pussy. He could feel Kristi's tongue flicking on his cock and balls. A couple of times Kristi grabbed his cock and pulled it out so that she could lick it clean. Then she'd guided him back inside her pussy. Tim felt his mom's hands grab his ass and help him fuck Darlene. Soon Darlene stopped eating Kristi's pussy as she was totally consumed by what they were doing to her.

"Oh Fuck, I'm cumming," she screamed as she buried her face into Kristi's pussy.

After her orgasm Tim told them," Trade position so that I can fuck Mom while you licked us both."

They quickly rolled over and Darlene was on her back and Kristi was on top of her in a 69. He moved to the other side of the bed and straddled Darlene's head as he pushed inside his mother. He fucked her for several minutes as Darlene licked her clit and pussy. She did as Kristi had done and occasionally took Tim in her mouth. Soon Kristi was cumming. "Fuck me Tim, fuck me with that big cock!"

After her orgasm she pulled away and moved off Darlene. She lay on her stomach on the bed and she was breathing very hard. "That was simply amazing," she moaned.

Kristi rolled over and said, "It's your turn. You wanted to know what it feels like to be fucked in the ass. Now it is your turn. Would you like that?"

Darlene nodded and quietly said yes.

Kristi picked up the lube and poured some over Darlene's ass and started rubbing it in her crack. She rubbed it around her asshole. As she did that, she handed it to Tim. He put more on his cock and started stroking it to get it rock hard. Kristi reached over and started stroking it. "We need you big and hard," she said.

At the same time Tim could see her slipping her finger in and out of Darlene's ass. It was totally erotic to watch that and he was rock hard again in no time.

Kristi told Darlene to get up on her knees and she did. Tim moved in behind her and he let Kristi guide his cock until it was pushing against Darlene's ass. Kristi still had a finger inside it and she removed it just as she placed the head of his cock against Darlene's asshole. She bent down and was whispering to Darlene, telling her to relax. She kissed her cheek and neck and massaged Darlene's lower back and ass as Tim gently pushed inside her. Darlene shuddered when the head of his cock went inside her. It took a few minutes but pretty soon he was moving in and out of her ass with ease. Kristi had moved up on her knees and was looking down intently while he fucked his girlfriend's ass. She put her hands on Darlene's ass and helped her move back and forth.

Kristi was urging Tim on. "Fuck her ass, baby. Cum all inside her tight ass."

Tim honestly thought that there was no way he could possibly cum again but when his mom moved behind him and started pushing against him as he moved in and out he could feel another orgasm building.

Kristi reached down and started playing with his balls while she tongued his ear. She whispered, "Fuck her, fuck her hard." Then she moved her hand back and pushed a lubed finger inside Tim's ass.

Darlene was practically screaming now and begging him to fuck her harder and to cum inside her ass. "Fuck me, harder, Oh fuck me. Cum in me!"

She was playing with her pussy and clit with her hand, driving herself wild.

Tim told her that he was going to cum and then erupted inside her ass. He was sure there wasn't much cum left inside him but that didn't change the feeling of the orgasm. He tightened up and pushed deep in her ass as his whole body shook. About the time his orgasm ended Darlene, still working her clit with her hand, started shaking and her ass tightened on my cock. "Yes, Yes Oh God!"

When her orgasm was done he collapsed on the bed beside her. He couldn't move and his balls were hurting. "My God," he thought. "I guess having that many orgasms in a short period of time was too much." Tim lay on his back as the two women crawled up beside him. He could feel Darlene's body still shaking from her cumming while his mom nestled in next to him. Both put a leg over his and rested their heads on his chest. He put his arms around them and held them tight.

Tim staggered into the kitchen and found his mom seated there. "What time is it? Are you ok?"

"Its 3AM and I never felt better," she replied. "Just a little hungry after that workout."

She had a muffin and a glass of juice in front of her. "You?"

"Just great." He came up behind her, cupped full breasts, and gave her a squeeze. Kristi put her hand to his face, turned her head, and kissed him. She parted her lips to let his tongue slip in. "Mmmm, nice," she sighed. Her nipples hardened in response. Yes despite what had happened tonight, she was still feeling a little horny.

"Damn, mom!"

"Yes, I know," his mom laughed. "I'm a little sore but still willing."

I'm sorry I hurt you, really."

"Don't be. It is a good soreness. You just stretched me out a little, that's all." She spun around on her stool. "Is Darlene ok? After all she did a lot things last night. Is she ok about all that happened? You know."

"Mom, she is the one who thought this all up." Tim poured himself some juice and sat down next to her. "She wanted me to fuck you. She thought you deserved to be made love to and feel what she felt when I fucked her. She told me that she would fuck you if she had a cock like mine."

"So that's why she brought the strap-on." Kristi shook her head. "Your girlfriend is a little minx."

"I know. Who would have guessed that?"

They sat quietly for a moment when Tim spoke. "I'm not going to see Maggie Wilson any more. I'm done with her."

Kristi put her glass down. "Any special reasons?'

"Yes." Tim put his hand on her arm. "I'm looking at one and the others upstairs. I love you, mom and I think I love Darlene, that's enough for me. I don't need a Maggie Wilson in my life."

Kristi spun her glass around and thought, "That messes up our pill test. She would have been perfect, the bitch."

"One more thing. You are not taking any more of those pills. You hear me, no more." Tim stood up. "Amy talked to me. She was worried about you so she told me everything. Of course, like a big jerk I fucked up."

Kristi reached out to Tim. He moved closer and she hugged him. "No you didn't. Your mom's a big girl. She knew the possible risks."

"Well, I fixed it with Amy's help."

"How did you do that?"

"Amy called Mrs. Wilson," Tim began. "She talked to her about your little test. She told her about some of the conditions she would have undergo."

"Conditions?" Kristi asked, "What conditions?"

"If she agrees, then she can't be selective about who she..."

Kristi looked confused. "What are you talking about?"

"Ok here goes. No interruptions. Amy is going to offer Maggie $500 to be part of the study. She is going to explain to her that there are other men in the study."

"And she has to fuck the other men, right," Kristi laughed. "Or else Amy can't help her with her problem. Beautiful."

"Right, mom and guess who I recruited for the study? Dan, Mike, Jeff, and Tom. They get $100 each time and they keep their mouths shut, about everything."

"It just might work."

"Now remember, mom." Tim grabbed his mom and pulled her close. He pressed his cock against her pussy. "No more pills. If you need a dose, I'll give it to you." They kissed. Holding hands, they headed back to the bedroom.

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3 Comments
AnonymousAnonymousover 7 years ago
The title is correct for sure...

...you made a "Small mistake" in Chap.7 and compounded it with this chapter which created "Big Trouble". This mother would be run out of town and in prison after the orgy but this train wreck would've sealed the deal. I'd delete 7 on and re-write this. This was a great story that turned into a piece of crap. jahoo

Epiphany_JonesEpiphany_Jonesalmost 9 years ago
Back on board.

I was pleased to see that you addressed the "misstep" of chapter seven's gangbang. The comments regarding the train pulled on Kristi were pretty consistently negative, but you showed admirable class in assuring your readers that was a mistake that wasn't going to be repeated. Tim apologized and promised her reputation would not suffer. (Nice work in how he assured the silence of the participants. I don't know if that was your plan all along, or if the solution simply came to you after receiving so many comments. It was an elegant solution in any event.)

And I loved the lesbian seduction of Darlene by Kristi. (Or was it Darlene seducing Kristi?) The porn genre of a mature woman in a threesome with younger partners, especially FFM, is one of my favorites. I'm curious to see if Darlene would participate in a four-way with Kristi and Amy. She seems pretty handy with a strap-on. I am once more looking forward to seeing how your story progresses.

SirCarlSirCarlabout 9 years ago
Well done!

Your story has developed well. Keep it going,

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