Two Families: Road to Incest

Caitlyn, mom and I opened the door to the condo and walked in.

"There's somebody here to see you," Beth called out. Caitlyn squeaked when she saw who was waiting for us. Then her hands flew to cover her boobs and pussy, half bending down in a crouch as she did, knees coming together instinctively.

"M... M... Miss Maitland! What are you doing here," she eventually stammered, while turning bright red.

I nearly burst out laughing, it was so funny. Everyone else in the room was naked, and Caitlyn had been proudly showing off herself to anyone who had cared to look for the past couple of weeks. Now she was embarrassed by the newcomer.

"What... what are you doing here?" Caitlyn repeated, hands still trying to cover her body.

"Emma's down here to visit her parents. You've met them by the way," Beth said.

I couldn't recall seeing anyone old enough to be her parents.

"You remember last week. The old couple who went on about 'Immoral acts', well they are Emma's mom and pop. I knew they had retired down here. I recognised them last week as I've seen them a couple of times in the past. "

"Emma, I'm so glad you could get down for the last few days of our holidays," said mom as she greeted her assistant.

"Sarah, you know I always try to join you all for a couple of days after visiting my folks. I wouldn't miss it for the world. Even more so now that you've told me about all the fun, you have been having. And these naughty two. What are you going to do about them?" Looking pointedly at Caitlyn and me.

Miss Maitland, who is a teaching assistant and helps out my mom at school, stood up and walked towards us. As I looked at her, I prayed that my cock would behave itself. It didn't.

Emma Maitland is about ten years younger than mom and Beth, so early thirties I would guess at. Tall, even taller than both mom and Beth. She has russet-coloured hair, cut short and neat, with a slight wave. I'd always imagined that she had a better body than she displayed at school, where she tended to wear loose-fitting clothing. As she walked towards me, naked as the day she was born, my suspicions were confirmed. She has the figure of an Amazonian Goddess.

Big boobs, with dark nipples, hung from her chest. She had legs that if she got them around you and squeezed would break your back in two. What a way to go, I thought to myself.

She smiled at me, as she noticed my appreciation of her, and the fact my eyes were instinctively drawn to her pussy. Trimmed bush, not hiding the lush, plump outer lips. I knew I would have trouble back in school next term. I would always remember her standing there naked, tempting me to make a move and grab her.

As she came close, her arms wrapped around me hugging me to her, "Now then Scott, I've heard all about your little exploits this holiday." As she spoke, my cock was trapped between us, pressing from her pussy up towards her belly.

"Seems like your mom is right."

"What... What's she told you?"

"That you Caitlyn are officially sleeping together now." I waited for her to continue. "And that you are more than happy to put the thing that is pressing on my belly into Caitlyn's mom as well."

Caitlyn gasped in shock at the revelation.

"So, we're all adults here," I brazened things out. If that's all she knew, then we were still okay. But why had mom told her anything at all, and why was she here?

"And, Scott you are a very naughty boy, you and Sarah have been doing it as well. Incest. Very nice. I know Caitlyn has done the same. She likes getting fucked by her dad, doesn't she?"

Everything was out in the open. I was mortified, why had mom told her about our secrets.

"Emma stop teasing them." Mom broke in. Miss Maitland pouted then moved away. Suddenly, she turned to Caitlyn and kissed her.

"I hear you like ladies as well."

Caitlyn looked mortified.

"Don't worry Caitlyn. Emma's not going to tell anybody about what's been going on. She's very discrete, you know. For the last couple of years Emma's been joining us for the end of our vacation." Mom said.

"That's why we had to tell her about you and Scot joining in," Beth continued.

Caitlyn didn't look exactly convinced as she sat down next to me on the sofa.

We spent the rest of the day lounging around the pool, Emma joining us as soon as she had made herself comfortable in her own single cabin. Emma kept looking at me as if she wanted something, and I was pretty convinced I knew what it was.

I'm not sure if mom did it deliberately or not when she asked me to take a piece of pie over to Miss Maitland's cabin after dinner that night. Caitlyn had gone to our room still in a bit of a sulk.

The door immediately opened when I knocked, and Miss Maitland literally dragged me inside. The pie fell to the floor as she pulled me into her embrace and kissed me passionately. Then dropped to her knees.

The three women in my life whom I've been having sex with over the last few days are all great at oral sex. Miss Maitland was at another level altogether.

She was squatted, not knelt in front of me as she looked up, smiled, opened her lips and guided my throbbing cock into her mouth. It was the softest and warmest touch I had felt on it. She sucked and licked, using her mouth and lips only. All the time, looking up at me. She spread her legs wide, allowing me to see her glistening pussy. She moved a hand and started to play with her clit.

As Emma grew more excited, the groans of pleasure she was making vibrated along the shaft of my cock. She took me deeper, down her throat, then eased back off. Slurping on my cock as it escaped her lips. She licked my balls and took one in her mouth, rolling it around, sucking lightly on it.

She used her tongue around the glans, then slipped the head into her soft, warm mouth. Holding it there, she went to town with her tongue, swirling it around the head. I knew I couldn't hold back any more and fired a massive jet of cum into her mouth, and down her throat. Miss Maitland seemed to purr as she swallowed. I emptied my balls down her throat as she swallowed every drop I had to give her.

Licking her lips, she smiled, saying, "I always judge a man on how well he reacts to oral sex. You're mom and Beth are right. You like it. Now, what else are we going to do?"

I didn't give her the chance to answer her own question. I pulled her to her feet, and I dropped to my knees. Worshipping this Amazonian who was now towering over me. I forced her legs wider and mashed my face against her cunt. Thrusting my tongue deep inside her slit from the start.

I licked hard and fast, savouring the lubricating juices that were leaking from her. She was hot, that's for sure. She'd got herself going when she had played with her clit as she sucked me off, so it didn't need much more action on it to get her to a climax. I slipped three fingers up her opening at the same time as I sucked her engorged clit between my lips.

Miss Maitland came with an ear-piercing scream. Her body shook, and those thighs that looked so strong trembled and shook. Her cum was flooding out of her pussy and down her legs, covering my face as it did. She didn't exactly squirt but she was copious in her release.

As she was still experiencing the aftershock of her orgasm, I stood up and spun her around. Making her face the dining table, I bent her forward, slapped her arse and spread her legs. Her pussy which was looking pink and inviting was ready for my pleasure.

I grasped my, by now hard again cock, and unerringly slammed home. Miss Maitland grunted, then kept on grunting as I fucked her remorselessly hard. Gripping her hips, I pulled her back against me time after time. Her large boobs were swinging all over the place. I was hammering into my mothers assistant so hard that every thrust was moving the table forward. This was hot, hard, fast, dirty sex. I was loving it. My only regret was I knew there was no way I could tell anyone at school what I had done to her.

Miss Maitland was pushing back against me now. I kept hold of her hips as she found her clit, fingers working fast, banging into my balls as they slammed against her.

My orgasm hit me without warning, and I fired jet after jet of cum inside her pussy, triggering her own climatic orgasm. Spent, we collapsed covered in sweat.

Afterwards, we cuddled for a while before I made my way back to the condo. Mom smiling knowingly, when she saw me, and the unmistakable evidence of sex on my body.

Caitlyn had been on edge all morning, not joining in with any of the games we were having, hardly talking to anyone. She was very subdued for some reason. After lunch, I confronted her in our room.

"Caitlyn, what's up? What's bothering you?"

"I'm not happy with Miss Maitland being here. It's so embarrassing."

"What? Why?"

"Why? Because next week we'll be back in school, and she's seen me naked. How can I face her after that."

I didn't know what to say, and the laugh I only just managed to suppress didn't help.

"Not only that, but she's seen you naked, and by then you'll have fucked her as well." I hadn't told Caitlyn that had happened last night, although I think she had an idea.

"What!"

"Scott, I've seen the way you've been looking at her all morning."

"Caitlyn, just because I've been looking at her doesn't mean I want to fuck her. I've looked at lots of naked women, and girls the last couple of weeks. That doesn't mean I've wanted to have sex with them."

This was a bit rich coming from her anyway. Caitlyn had been happy to parade herself to all and sundry ever since we had arrived discovering what sort of vacation we were having with our parents. She'd openly flirted with lots of men right in front of me.

"Really?" The doubt and cynicism in her voice were incredible.

"No. Really! Look we're at a nudist camp, that's all. For freak's sake Caitlyn. I'm not lusting after every woman we see."

"Scott, I'm so embarrassed. I know that when she stands in front of us, I'll see her naked. And I know that you'll be doing exactly the same. You'll be mentally stripping her. How can I be expected to concentrate and take her seriously after that?"

"What about mom?"

"Mom?"

"Yeah, my mom. You've seen her naked all vacation, and she's going to be teaching you."

"That's different. Sarahs almost family now."

"And you had your first lesbian sex with her."

"That's not fair! Everyone here is a stranger, but we know Miss Maitland."

"Look Caitlyn, don't worry, Miss Maitland is just another person here, that's all. She's just another person who's on vacation. Anyway, I think it's cool, maybe she'll get together with our parents. Who do you think she likes the best."

"Scott! I don't care."

Just after we'd finished talking the doorbell rang. Our parents were out, so Caitlyn went to open it. I saw her stiffen when she saw who was there.

"Miss Maitland. I'm sorry there's only Scotty and me here."

"That's good because it's you I want to see." I was silently praying that Miss Maitland wasn't going to say anything about yesterday evening.

"Caitlyn, why are you so shy in front of me? At school, you're normally so exuberant."

"Why? Because you've seen me naked, and next week we will be back in school."

"So, there's lots of people who've seen you naked these last couple of weeks."

"Yeah, but I don't know them. And I won't have to see them next week when I'm back at school for my final year."

"You are such a silly little girl. Why would that make any difference? School's school. Here's here."

As she was saying this, Miss Maitland walked slowly towards us as we sat on the sofa again. When she stood directly in front of Caitlyn, she held out a hand to her. Caitlyn hesitated for a second before taking it and allowing herself to be pulled to her feet.

The two of them stood opposite one another, holding hands until Miss Maitland backed away slightly, allowing herself more space to look and appreciate Caitlyn's body. She'd developed a nice tan during the vacation, an all-over tan. Her nipples seemed to have darkened under the sun.

"Caitlyn, you really are so pretty."

"So are you, Miss."

I sat there in awe, taking in the contrasts between the two of them. Caitlyn, firm bodied and toned, Miss Maitland equally as toned, but so bigger in stature. Miss Maitland, took a step forward, all the time keeping her eyes focused on Caitlyn's face. She whispered something to Caitlyn that I was unable to hear. Caitlyn shook her head and glanced at me. Miss Maitland smiled at her and whispered something else.

Then she moved even closer to Caitlyn, and they kissed.

I don't know who groaned louder? Me, or the two women who had started to make out right in front of my eyes. Caitlyn was kissing Miss Maitland - Emma, with a hot, fevered, passion. I could see her lips moving as she pushed her tongue inside Emma's mouth. Their bodies had come together, and their boobs were squished against one another despite Emma being at least three inches taller than Caitlyn. Emma's hands were on Caitlyn's ass, while Caitlyn's arms were wrapped around Emma's shoulders.

Emma released Caitlyn, dropped to her knees and began to lick her pussy. Caitlyn gasped at the first contact, instinctively pushing her hips forward. All I could see was the back of Emma's russet coloured hair as her face pressed into Caitlyn, who was grinding her hips into Emma's face.

I couldn't see the look on Caitlyn's face as her head had fallen forward as she played with her own nipples. For once I made the correct decision and didn't try to get involved, leaving them to it. That didn't stop me playing with my cock. Caitlyn and Beth, or Caitlyn and mom, or even more mom and Beth got me turned on, but this was something else, a different level. Caitlyn had been unsure for once. Caitlyn's always quite happy to take the lead in her lesbian encounters. Now she had abandoned her hesitation and was lost in what was happening.

Emma stopped what she was doing and pulled Caitlyn down, so they were lying on the floor side by side. "Do you want to be on top?" She asked Caitlyn, who shook her head in reply. Emma spun around and got top to tail with Caitlyn and resumed her eating of my girlfriend's pussy.

Caitlyn didn't waste any time in getting her mouth on Emma's swollen pussy lips. Now I had a better view and watched as Caitlyn licked up and down Emma's slit. Each of them knew what they were doing. Caitlyn had learnt a lot in a short time from Mom and Beth.

Caitlyn was using her fingers now, powering them inside Emma's pussy. She'd shifted her mouth to Emma's clit, and it was having an effect. Emma was humping down on Caitlyn at the same time as her tongue was swirling on her pussy. I had to keep changing positions to get the best view. Both of them lost, oblivious to my watching, not that I suspected they minded anyway. Caitlyn hadn't before, in fact, she seemed to get off on it.

Emma came first, humping her pussy into Caitlyn's face. Her orgasm didn't stop her from tonguing Caitlyn who came, not long after. Both of them cuddling and caressing as they recovered.

"Now' that's an image I'm going to take into school next week," I said to them. Caitlyn stuck her tongue out at me then used her fingers to clean Emma's juices from her chin before sucking them into her mouth.

I'd love to say that the two of them double-teamed me afterwards, but sometimes wishes don't come true. Emma got up and went for a shower, as did Caitlyn, leaving me alone and frustrated. Luckily Beth came in just then and seeing the state I was in gave me a BJ when I told her what I'd just been watching.

Sex between us all had become that casual a thing.

Caitlyn had again been playing up all morning, not in a bad way, but she had been flirting and teasing dad and Mike. Standing really close to them, touching them, blatantly flashing her pussy at them. Playing with it. Mom and Beth were conscious of what she was doing but didn't say anything.

I suppose it was because we would be going home in two days and Caitlyn knew that the fun between us all would have to if not stop, then at least be toned down.

Over lunch, Mike and dad got their heads together and were obviously coming up with some sort of plan. Caitlyn had gone to the kitchen to tidy away the dishes. When she came back, dad grabbed her around the waist. Half tickling, half groping her. Caitlyn squealed playfully, as he lifted her up, kicking her legs out girlishly. Mom and Beth were laughing at her half-hearted attempts to free herself.

Without speaking, dad carried her into his and mom's room. We all followed him to see what he had in mind. Dad carelessly threw Caitlyn onto the bed and quickly sat on top of her before she could do anything. He grabbed one hand and in an instant, had handcuffed her to the bed, quickly followed by the other. Her arms were pulled above her head. As Caitlyn struggled, Mike tied her legs to the foot of the bed. She was helpless. Mom and Beth joined in then, by blindfolding Caitlyn.

"You've been playing up and teasing me and Liam all morning Missie, now's the time for you to come across. You're ours to do with as we want. All four of us are going to use you until we're satisfied. It might last an hour or all night. I hope you're ready."

With that, Mike got between Caitlyn's legs, slid his cock insider her and fucked her hard and fast for about five minutes. Mike pounded Caitlyn as hard as he'd ever done in the last three weeks. As he did, Beth sat astride Caitlyn's face and made Caitlyn eat her pussy. Caitlyn was eating her mom's pussy as if it would be the last meal she ever had.

Before he came, Mike pulled out, and dad took his place, fucking my girlfriend as hard and fast as her father had just done. After five minutes or so, he pulled his cock covered in her juices and left her pussy free for me to use.

I slid my cock inside Caitlyn's opened and wet pussy and pounded away on her. Caitlyn was trying to moan but couldn't. Her face was buried in either her or my mothers pussies, as they switched off on her. The same way we men were doing.

We continued to trade off on Caitlyn for ages, not keeping in sequence but using her as we felt the urge. All the time Beth was urging us "Come on Guys time to change. Keep fucking my little girl, she likes it rough. You're gang-banging her, and she loves it."

Whether Caitlyn did or didn't wasn't taken into account. But she was responding. The harder she was fucked, the more she pushed back on us. After a while, the action changed as mom and Beth took turns to lick Caitlyn's pussy as we men fucked her mouth.

Beth was flicking Caitlyn's clit with her tongue and pinching her nipples. Making them sore, but sending paroxysms for pleasure shuddering through her body.

We switched back to Caitlyn eating pussy while having her own pussy filled by three alternating cocks.

Eventually, the action became too intense, and Mike came, filling his daughter's cunt with a massive amount of thick, hot cum. As soon as he pulled out, Beth plunged her tongue into her daughters still open pussy and licked as much of the cum out as she could. Mike moved to Caitlyn's head and offered her his cock to suck on and clean. Caitlyn didn't refuse. Then again, she hadn't got any choice.

Dad and I then double-teamed Caitlyn. I came in her mouth, and dad did the same to her pussy.

Then we left her there, still blindfold and bound to the bed. Cum dripping from her distended pussy and caking her lips.

For the rest of the afternoon, we used Caitlyn as a fuck toy, as and when we wanted. Miss Maitland joined in the fun at mom's invite.

I was given the task of freeing Caitlyn, and as I did, she hugged me and told me it had been one of the best sessions she'd ever enjoyed. The constant changing of partners, her never knowing who was fucking her. The unrelenting nature of the fucking had blown her mind. The fact that she had no control over anything and didn't know when it would end made the experience even more intense for her.