Part 8: A Sibling Joins the Chat

*be sure to read the other 7 parts first*

My friends and us still had our little group where we collectively pool nude pictures and videos. Everyone had their own limits on what they were willing to show, but the group was growing.

What started as just my friend, his girl, and my girl and I now consisted of a few other friends, my cousin (see part 6 to see how this came to be), and my girl's sister was even considering it (see part 7 for this).

Now... we were about to get a new addition.

"Hey, what's up?" Was a message I got on my phone one night at work.

I stared down at it, it was from my friend's older sister. I hadn't talked to her in nearly a decade. Not since her and my friend both still lived with their parents.

"Hey," I responded.

"How've you been, it's been forever? We used to practically be family so I figured I'd reach out."

This was true. My friend and I all but lived at each other's houses.

We reminisced about old times for a few hours.

"I heard you do photography," she eventually said.

I stared at my phone. The only photography I've been doing was the nude content.

"I heard you do really good portraits," she added.

"From who?"

No way her brother or his girl would say anything, that'd know where that could lead for them.

"It just came up in a conversation once," she said.

"Yeah, I guess so."

"Show me some."

Shit.

Most of the photo sets I've done for any of the girls in the group started with non-nude photos. Should I share some? They were still obviously meant to be sexy rather than professional or artistic.

I dug through my phone to find something relatively appropriate that I took of my girl.

I found a set where she was posing in a button up flannel shirt with no bra underneath. The first one was pretty tame, the shirt had two buttons undone and she was pulling at the third.

I sent it.

"Not bad," she added a smile emoji. "Another?"

The next photo had the third button undone, revealing heavy cleavage. I winced as I sent it.

"Nice! I like it, sexy!"

There was a pause.

"Can you send another?"

"They... get more dirty as it goes. I'm not sure you want to see that."

"I won't judge, I like it so far."

I looked at which one would be next. It was the shirt with only the bottom button fastened. The cleavage was severe, showing the inside curves of each breast where they came together and part of her stomach, just barely covering her nipples.

"It's a bit much..."

"That's okay."

I winced again as I sent it.

"Hot!"

Another pause.

"Another?"

I looked at the next one up, her shirt was fully unbuttoned, hanging loose but covering her nipples still.

I sent it and realized I was getting turned on.

"Gorgeous! Keep them coming!"

I looked at the next, my girl posed sideways, with one arm behind her head. You had to really pay attention, but the shirt is open enough to see one of her nipples.

"It might be too much."

She responded with a picture of her own.

I had never thought of her as attractive, she was like an older sister to me. This picture, however, with her wearing red lingerie made me look at her differently.

Red lace hugged her body and cupped her enormous breasts. Red nylon stockings rose to her thighs, clasped to her body piece with garters.

"I'm asking because I'm hoping you'll photograph me in this."

Shit.

I stared at the picture, taking in her curves, her blonde hair and blue eyes outlined in dark eyeliner. Her lips painted red.

"That looks amazing!" I sent.

"Thank you," she replied with another smile emoji.

I sent the picture.

"I love it! I love the nearly hidden nipple."

"The rest aren't so tasteful."

"Send away."

"Are you sure?"

"Of course! It'll help me get ideas for how to pose for you." Another smile emoji.

I sent the next, she had her shirt pulled aside, fully revealing her breast.

"She has nice tits!"

I began typing a response but before I finished it, she sent another picture.

She pulled her lingerie down away from one breast, revealing it in full.

I wanted to squeeze it into my mouth so bad. Hers rivalled my cousin size, only with her, I didn't have to feel weird about it.

"Damn!" Was all I managed to send.

I sent the next, it had my girl pulling her shirt open on both sides, revealing both breasts.

She responded with a picture of her pulling her lingerie away from both breasts.

I sent the next, which had my girl topless naked now, covering her pussy with one hand.

She responded by posing so I could see both breasts, the crotch part of the lingerie piece pushed aside and she covered her pussy with her hand.

I sent the next, my heart racing and my cock hard. Luckily, during downtime at work I'm usually alone. It was mostly the same but with two of her fingers buried in her shaved pussy.

She sent one back, her pussy wasn't clean shaven but the hair was well groomed and kept short.

I sent the next, where my girl moved her hand to fully reveal her pussy.

She sent one to match.

I was wet now but didn't care. The next had her on her knees, my cock in her mouth, her eyes looking up, fixed on the camera.

"Well I can't replicate that right now, but I'm willing when you take my pictures." She added a devil emoji.

"Well damn!" I sent back.

She responded with a laugh emoji.

"So when are we going to do this?" She asked.

"Let me talk to my girl, it always has to be okay withe her first when it comes to hanging out with naked women."

I also explained to her the group we had that made and shared content for money... without the mention of her brother of course.

"Fair enough."

The next day I asked my girl about it and of course, she was all for it. We set up a day for a photoshoot, with everyone agreeing that all three of us would be there.

I was excited. For once it wasn't one of our relatives again.

We went to her place for the shoot, a small house in town, not all that far away from mine.

She greeted us at the door wearing a robe and a smile.

Once we were settled in, she took off her robe, revealing the lingerie from the earlier messages beneath. It hugged her figure nicely, her cleavage spilling out the top.

"How do you want me?" She asked with a dirty grin.

"Whatever makes you feel sexy and comfortable. I'm not much of a director," I replied.

She rose to her knees and pressed her breasts together, her lingerie barely containing them.

I snapped the photo.

She slid one strap down her arm and posed again.

I snapped the photo.

She pulled the other down and leaned back.

I snapped the photo.

I looked over at my girl and noticed she was biting her lip in anticipation as she watched.

She laid on her back, hooking her thumbs in her panties.

I snapped the photo.

As she progressed, I realized I wasn't getting nearly as turned on as I had in past shoots.

Why?

She was attractive. She posed really well. She was just freeing her soft, massive breasts.

Why?

I snapped the photo.

My girl shifted where she was sitting, clearly more turned on than I was

Before long, she was naked. For some shots she played with her breasts, others her well trimmed pussy.

I was hard, but I wasn't wet.

Why?

"Do you want to try something?" I asked.

She eyed me seductively, "of course."

"What if she got in there with you?" I said, gesturing towards my girl who was barely keeping her composure.

She frowned and eyed my girl, then looked back at me. "I was hoping for r you. Girl really aren't my thing."

"Was just a thought, it would sell like crazy."

"I feel like you just want to see us naked together," she said with a smile.

"I mean... that's definitely a bonus." I laughed.

"What if we just pose together?" My girl offered. "We don't have to touch each other."

She thought about it for a minute. "Okay... but, he has to take his clothes off too."

"Fair enough," I said.

My girl joined her on the bed, sqealing and clapping her hands.

I did as I agree, and undressed as my girl did.

Her eyes glittered as she watched me.

My hard cock sprung free and slapped against my stomach as I pulled down my pants, it still wasn't wet.

They did a handful of "safe" shots together.

Now I was getting more into it, and she noticed.

She pinned my girl on the bed, holding herself over her in a plank position. Her breasts were pressing down on my girl's.

I snapped the photo.

Now I was wet.

She noticed.

She arched her back, grabbing my girl's breasts to support herself and smiled at me.

I snapped the photo.

Then, to everyone's surprise, my girl grabbed one of her breasts as it hung down and pushed her nipple to her mouth and sucked.

I snapped the photo.

She gasped in pleasure before pulling her breast away. "Girls aren't my thing, remember?" She smiled.

She sat up, straddling my girl, they grabbed each other's breasts.

I snapped the photo.

My girl motioned me close.

I listened.

Sh grabbed my hard cock, rubbing it over her erect nipple before letting go.

Her nipple glistened with precum.

"Get it," she smiled up to the other girl.

With only a slight hesitation, she lowered herself, sucking and licking my girl's nipple clean.

I was dripping now.

She raised her face, her eyes locked on my cock.

Suddenly there was a small, wet slapping sound.

My girl, taking advantage of the other being distracted and in a raised position, slapped her hand against her pussy, slipping her middle two fingers in.

The girl stared down at her in shock, gasping as my girl worked her fingers inside her.

I switched to video.

With a smile, my girl applied pressure, leading the other onto her back by the pussy like a puppet.

She laid back, her breasts heaving with each quickened breathe.

My girl grabbed her hand, bringing it to her own shaved pussy before sucking and nibbling on her breasts, her fingers still fucking her.

The other girl hesitated as her hand was guided to my girl's smooth pussy. Then she slid her fingers in.

I slowly stroked my cock as I recorded them, both moaning and gyrating against the other's hand.

Then my girl moved down, burying her face in the other's pussy.

She almost screamed out in pleasure.

I sat the camera down, adjusting the view to fully include both of them with space behind my girl.

I stepped into frame and slid my cock into my girl from behind, thrusting as she worked the other girl's pussy.

I watched them as I took her from behind, the girl on her back holding eye contact, my girl's face buried in her pussy.

My friend's sister came first, arching back, moaning in pleasure.

My girl was next.

For some reason... I was having trouble.

My girl pulled away, spun around and shoved my cock in her mouth, stroking and sucking. The other joined, taking turns on me until finally, I was ready.

My friend's sister pulled back and aimed my cock at her chest, thick white ropes of cum painting her tits.

I snapped a photo of her cum covered tits as a final photo.

"That was interesting," my girl eyed me as I drove us home.

"Yea."

"Was something wrong?" She asked.

"Yea, I don't know. It felt like something was missing. It was harder to get turned on than normal."

"Were you not attracted to her?"

"She's hot for sure, I don't know... maybe I'm just having an off day."

Later that night my messenger dinged.

"Hey." It was my friend's sister.

"Hey."

"So that was fun."

"Yea it was."

"So can I be added to your little group? Maybe I can make a few bucks."

My blood ran cold. Her brother and his girl were in that group. I couldn't really tell her... could I?

"Well... you know some people in the group. It might be awkward right?"

There was a pause.

"Well I guess if I'm seeing them too it's all fair. Unless my brother is in there," she followed with a laugh emoji.

I didn't know what to say.

"Oh..." She messaged, catching my hesitation.

"Yea..."

"Is there a way to add my pics to the pool without him seeing them?"

"The problem is we all pull from each other's audience, you'd be missing out on a decent amount of exposure."

She paused again.

"What if... what if I don't join the group chat but you add my pic to the pool, but with my face cropped out?"

My heart skipped a beat. "You sure you want to take that risk?"

Another pause.

"Yea... there's no way he'd know."

"If you're sure, I can upload them right now."

Another pause.

"Fuck it. Do it."

I did, and waited nervously for everyone's response. I hoped my cropping was enough.

My girl chimed in first. "I was hoping she'd be able to join," with a devil emoji.

Then my cousin (who no one else but my girl knew was my cousin), "damn, my tits have some size competition!"

Then my friend, "hell yeah dude! Those are nice!"

"We need to get together for an all girl shoot!" His girl added.

I sighed in relief. But also... I stared at her brother's message and realized I was getting a little hard

"How'd they take it?" She asked.

I took a screenshot and sent it to her.

"So... my brother likes my tits?" She followed it with a string of laugh emojis.

"Apparently."

"I'll make some more throughout the week and send them to you."

"Sounds good "

My messenger dinged again, her brother messaged me.

"She's gonna do really well! Why no face though? It might hurt her shot."

"She's shy..."

"Oh, okay. That's a shame. I won't know who I'm jerking to later." He said with a wink emoji followed by a laugh.

My cock hardened.

"Yeah?"

"Never know," he said. "How was she?"

"She was fun."

"I bet! Hopefully she'll want to do some other group stuff. My girl and I would love to make content with her."

I was getting wet.

"You guys just want to fuck her."

"Well yeah.. that too."

I switched back to his sister, "so... what if some are interested in group content with you?"

"I'd lose my cover or I might."

I switched back to him, "yeah I'm not sure about that."

"Hey!" She messaged again. "Pay up, they all saw me, I want to see some of them."

I sent her some of my cousin's work first.

"Damn! It seems like a crime not to lose with her though."

"Yeah, we all agree."

My girl was in bed, and for some reason, I was more turned on now than I was at the photoshoot.

I pulled out my hard, set cock. It felt good to be free.

I cropped a video of her brother cumming on his girl's tits and sent it.

My heart pounding, slowly stroking my slick cock.

"Hot!" She replied.

Precum ran down over my hand.

"Yea?" I sent using one hand.

"I have to admit, both of you covering my tits with cum sounds good."

"Yea it does." I was stroking a little faster.

I found a video of my girl giving the two of us a double blowjob until we both unloaded on her tits.

I sent it. "Like this?"

"Oh my God, yes!" You have me fingering myself right now by the way."

"My hand's busy too, don't worry."

"Maybe we should figure out a way to do some group stuff."

I sent another cropped video of her brother and his girl. She was riding him until he came in her.

She sent me a video of her fingering her pussy.

I almost sent a video of me stroking myself in return, but I didn't.

I had another idea.

I sent her video to her brother but without sound. It was a close up of her fingers working her pussy so there was no need to crop.

"Damn!" He said.

"She wants a response video from you. She's debating on your group idea."

"So what... I send you a video of me stroking my dick? Kinda weird isn't it?"

"Meh, I've seen it before haha. I'll take one for the team if it leads to new content."

"You sure?"

"You wanna shot at her or not?" I asked with a laugh emoji.

He responded with a short vid, his cock was rock hard and slick with precum.

I sent it to his sister.

"Fuck!" She replied.

"Yeah, same guy that wants the group content."

"Uggh, it's so tempting. It's a nice cock!"

"We're a tight group. We've definitely done some messed up stuff with each other."

She sent me a video reply. She was slowly taking a thick dildo, deep inside her.

I sent it to her brother and waited for either to respond.

She was first.

"Yeah well... my brother is in the group. I feel like that tops it."

"You'd be surprised." I answered with a wink face.

"Yeah? Do tell?" You have until I cu butm to convince me. No way will I agree to the risk with a clear head.

He replied with a video of his own. It was a closeup video following the trail of precum down his shaft.

I sent it to her.

"Delicious!" She replied. "But you still have details to spill."

I looked back at some of the content we made in the past and found a video I was looking for.

"No judging?"

"Not right now, I'm so fucking horny."

I sent it.

It was the video of my cousin sucking my cock from before.

"Hot! But still not weird."

"Well... she's my cousin..."

"Oh damn! And she sent you that? Isn't that the big titty girl from before? Your cousin is in the group?"

"Yeah..."

"Are you trying to say that should make me feel better about seeing my brother's dick or him seeing me?"

"There's more to it..."

"Yeah?"

I hesitated.

"Spill it! Remember, you're timed."

"That's my cock in that video..."

There was a long pause.

"You dirty boy... I didn't expect that to turn me on more..."

"Yeah?"

"Yeah... you guys are crazy!"

"It gets worse..."

"How?"

"I don't know if I should..."

"Fuck that! You have me so horny right now!"

I sent another video. The one of me, my girl and her sister fucking.

"Whoa! Is that who I think it is?!"

"Yeah..."

"So fucking hot! But you guys are nuts!"

He sent another. You could hear the slick precum as he stroked harder and faster.

I sent it to her.

"Fuck! I do want that cock..."

"You could probably have it... maybe mine with it..."

She sent another, fucking herself harder with the dildo.

I sent it to him.

"I want a face reveal from him." She said.

"I don't know..."

She switch to voice messaging. I could hear her moaning... I could hear her fucking herself. "Ask him to show me his face and I'll decide."

I asked.

He sent back a video of him stroking his cock, the panned the camera up his naked body to his face.

I hesitated. My cock was rock hard and about to burst.

I knew what was missing before. Normal was getting boring. The forbidden was so much better.

I sent it.

There was a long pause.

"Those videos of him and the girl... that was his girl? She's basically a sister to me..."

"Yeah... are you mad?"

"No."

"But the group content is off the table?"

"Let me think."

A long pause. My heart was racing. The fact that she was even considering it almost made me cum accidentally, I had to take my hand off my cock.

"I think I could touch it. Like a handjob or something. But I don't want him to know it's me."

I thought for a few moments.

"What if we do a make-shift glory hole? He could stick it through for you to stroke and never see you."

"Yes!"

I relayed the idea to him. He agreed.

"He said it's a deal."

She sent me a voice message of her as she fucked herself harder. "Yes, I'm gonna make my brother cum all over my tits." Her voice raised in pitch as she climaxed. "Yes! Fuck! I want his cum on me! I just came..." And the message cut off.

I came too.

"I'll set it up."

The next weekend I had a screen set up with a hole in it around waist height. My girl was gone, it would just be the three of us. Me recording, while she gave her brother a blind handjob.

She showed up first and I had her go in my bedroom and close the door.

He arrived shortly after.

I lined up the screen to block his view of his sister's approach and called her out.

Be stood on one side, she knelt on the other. I positioned myself to the side, where I could get both of them in frame.

"Alright," I said. "Whenever you're ready."

He slid down his pants and shoved his half hard cock through the hole and moved as close to the screen as he could.

She stared at it awkwardly for a few seconds.

I signalled for her to pull her tits out, thinking maybe once the mood gets going, she'd be more into it.

She pulled them out, rubbing and squeezing them sensually as she stared up at his cock.

She slid down her jeans and began working her pussy slowly with one hand.

Then, finally, with the other hand, she reached up and took his cock.

She just held it at first. But as she worked her pussy, she began slowly stroking him.

He was almost instantly wet.

My cock was throbbing in my pants, I could feel precum soaking them.

She picked up speed and he let out a sharp moan.

She finger fucked herself harder, her gaze switching from me to her brother's cock as she did.

Suddenly she rose up higher on her knees and shoved her brother's cock in her mouth.

I gasped and felt a new surge of precum.

He began gently thrusting, fucking her mouth. His hands gripped the edges of the screen in pleasure.

It took everything I had not to pull out my cock and stroke it.

She backed off and to my surprise, gripped the hole with both hands and ripped it open wider. It was a strong material, her adrenaline must have been high.

She reached through, grabbed him by the cock and pulled him closer, her other hand massaging his balls.

He moaned as he fucked her mouth.

She reached both hands around his waist, grabbed his ass and helped him thrust harder, guiding him with her hands.

She pulled back again, ripping it the rest of the way down, splitting the screen in half from the hole to the bottom.

She pulled one of his legs forward, pushed her head forward and began licking between his balls and ass as she stroked him.

He looked down but couldn't see her still, his leg blocked part of his view and the screen was still across her shoulders.

I almost came without even touching myself.

She tore through the screen, shoving him back to a sitting position but snatched a throw blanket I keep on my couch and covered his face before he got a look at her.

She held it there, pinning his head back against the back of the couch as she rubbed her tits across his body.

He groped at her blindly, her tits, then down to he pussy. He slipped his fingers inside, then brought them back for a taste.

She moved up and straddled him, sliding his cock inside her and began to slowly fuck him. She kept his head pinned back, using the blanket as a blindfold.

"Yeah, fuck me," he said.

She fucked him harder, faster. She covered her mouth trying not to moan, accidentally letting one side of the blanket slip down.

Before he could get a look at her, she slammed his face into her tits.

The blanket was pulled away and tossed aside.

He squeezed and sucked her tits as she buried his face in them.

She fucked him harder, one hand over her mouth trying to stay quiet, the other gripping the couch for leverage.

She couldn't hold it back anymore. She let out a loud cry as she fucked him, giving up on covering her mouth, she gripped the couch on either side of her brother.

Lost in the moment, she arched her back in pleasure, pulling away from him.

He looked up.

"What the fuck?!" He exclaimed.

She looked down at him, pleasure and shock earring across her face.

"It's okay," she said quickly. "I saw what some of you guys were doing. I saw some lines were crossed. It turned me on..."

He stared up at her in shock.

"Please... fuck me. Let me fuck you. It's been good so far right?"

His expression didn't change.

"Fuck me." She pleaded, riding him slowly again.

He just stared at her, forzen.

She slid up and down his cock, which was still hard. "Fuck me."

Nothing.

He must have remembered when his brother was involved in a foursome we had in the past. He must have remembered that my girl fucked her own sister with me.

He gripped her hips but still looked unsure.

"Fuck me," she moaned as she rode him a little faster.

His grip tightened in pleasure.

"Fuck me. You can fill me. I want your cum in me."

His hands moved to her tits as she picked up speed.

"Fuck me," she was loud now. "Fuck your sister! Fill me!"

He began thrusting back into her, their moans and cries of pleasure rising together.

Finally, they both tensed as they came together. She took it all inside her.

She rolled off him, laying on her back, chest heaving with each breath.

"What the fuck did I just do?" He panted.

"You creampied your sister," she said with a laugh.

He looked at me, "should probably delete that..."

"I can..." I began. "Or you two could make bank off it."

"It's a little fucked up." He said.

"But fucked up isn't necessarily bad," I began. "I'll let you in on a secret. That girl with the tits that rival your sister? The one that I've made a few videos with? That's my cousin."

He stared at me, shocked.

"And it hasn't been put into the group but my girl and I have made content with her sister. Both sell like crazy."

He looked at me, then his sister.

She grinned. "I knew who you were going in. This was my idea. I'm definitely okay with keeping it."

He sighed. "Alright, but keep it out of the group."

"Deal," I agreed. "And let me know if you decide to make more."

"I doubt it," he said.

"We'll see."

I thought about how I'd thought the same thing. But now, as we've spiralled more into the taboo, normal wasn't doing it for me anymore.