Trust Machines – Dude Gals 2: Oscar and Eileen

If you haven’t read Trust Machines – Dude Gals, you probably should before continuing. This story takes place a week or two after the original story. It focuses on Oscar/Rita and their relationship with Bruno and Mac. And it introduces a new player to whatever it is they have.

Bruno shouted, “She’s here.” He reached down and lifted her a foot off the floor as he embraced Rita before she could enter the apartment. Mac was waiting patiently to give her a hug as well. “I love how little you are.”

“I love how big you are.”

Bruno took a box from Rita’s hands. It was a small cardboard box with images of condoms on it. There was what might be text on the box but it was obvious that whatever the box was now, it was a person who was in a Venn machine at some point.

“Who’s this?” Bruno asked once Rita and Mac were done hugging.

“Eileen. We have a month to use her.”

“Eileen is the friend with benefits you told us about.”

“She prefers fuck buddy. When she found out I was being fucked by two guys she practically dragged me to the machine to have me venn her as a box of a hundred condoms.”

“A hundred? In a month?” Mac said.

Bruno shook his head, “Rita has three holes and there’s two of us. Shouldn’t really be a problem.”

“That’s what Eileen said.”

“Are your boobs bigger?”

“Are they? That bitch. That’s two things she did I didn’t want her to do.”

“What’s the other one?”

“I only have two holes at the moment.”

“Awesome. We should be able to fly though that box.”

“Well, I knew she’d do something like this. So, um, there’s actually 200 condoms in the box.”

“You might want to give some of these to your friends,” Bruno said.

“I think I will.”

“Why are we still talking about this?” Mac said.

Rita tore the plastic off the box. Lifting the lid, a rainbow of large, colored condoms, individually wrapped, were loose in the box. “Remember, we have to save the condoms afterward. I have two large, zippered plastic bags in my purse to store them. One for the condoms and one for the wrappers.”

“You want to save used condoms for a month?”

* * *

Twenty-eight days later, they had soiled the last of the condoms. Rita dumped the plastic bag full of empty condom wrappers into the venned empty box, leaving the bag full of used condoms behind. She took it to the venn machine by herself and put the box in one side and she got in the other side. She allowed the machine to cycle and stepped out as Oscar. He went to the other side to retrieve what was there.

The next day, Oscar, Bruno, and Mac were in the two men’s apartment. “When will we meet Eileen?”

“An hour and a half or so.”

“That’s plenty of time for us to...”

“No, no. She’s going to be horny as fuck. She’ll need all three of us at peek performance for a few hours.”

As the end of the venn approached, Bruno said, “I was thinking. Was she all the condoms?”

“I’m certain she was,” Oscar said.

“Why?”

Oscar checked the time. “I have her clothes here. And that.”

Where the open bag of spent condoms had been placed on the floor stood Eileen. She was a tall, lithe woman, athletic without being overly muscular. She was nude, and covered with stale and fresh jizz. Her hair was matted against her head and gross looking. Her eyes were crusted shut by dried fluids.

She shrieked. “You fucker. You didn’t clean the condoms?”

“You said nothing about cleaning them. This is Bruno and Mac.”

She shrieked again and then laughed. “Of course, I’m standing in front of your friends like this. Fuck, you got me good.”

“Now I understand why we’re in the bathroom,” Mac said. “I’m Mac. The shower is right there.”

“I put your shampoo and body wash in the shower before you reappeared,” Oscar said.

“Goddamnit, I want to fuck. Give me a minute.”

The men stepped out of the bathroom. “You’re never planning to get into a venn machine with her again, right?”

Oscar shrugged. He said, “We should strip. She’s usually horny after a sex venn like this.”

A couple minutes later, she stepped out of the bathroom. Her hair was still wet but smelled of strawberries.

“Nice meeting you two. Now get those cocks Oscar told me you have into my ass and my pussy while I have word with Oscar.”

They were already stripped to their underwear. Mac took a reclined position and she rubbed some wetness between her legs on his cock before guiding him into her backside. Bruno sat in front of her and slipped easily into her leaking pussy. “Damn, Oscar said you’d be horny.”

“I’ve had a couple hundred dicks in me in a month. And I need more.” She lay back and Oscar’s cock was near her face. “I should bite it off.”

“You couldn’t.”

“Maybe after I suck you dry. I can’t believe you left me stewing in jizz for a month.”

“Only like half a month. The first half of the month the condom to jizz ratio was...”

“Shut the fuck up,” the other three said and she started sucking him into her mouth.

“If I tell you to fuck my face, will that shut you up?”

“I think he needs a dick in his mouth to shut him up.”

She pushed Oscar back. “You so much as think about pulling out of me, you won’t live a moment longer. FUCK ME! Harder you dicks.”

Later, the men were spent. She had been fucked numerous times and she was still ready. “Get up.” She said.

“Get up? I won’t be getting it up for a week.”

“Liar. C’mon, I want to meet Rita, Tara, and Mara.”

“You want to do Plan 9?”

“My need for being wrapped around a dick has been curbed a bit. As a condom, I was also pushed into holes and none of this has done anything for that feeling.”

“C’mon, guys. You’ll love Plan 9.”

“She’s a fucking taskmaster, isn’t she?”

“I heard that.”

It took far too long for the four of them to get to the venn machine. Mac and Bruno went in first and came out as Mara and Tara. They were sporting bigger boobs than they normally wore. Oscar and Eileen entered. Mara looked worried for Oscar.

A few moments later, Rita left the machine and went to the other side to grab a long box maybe a foot square on the end and four feet long. “Let’s go. We don’t want to keep him waiting.”

Confused but game for anything the women returned to Mac’s and Bruno’s apartment where Rita said, “Strip. I’ll get Eileen ready in the bedroom.”

When Mara and Tara entered the bedroom, Rita was sitting on an alien monstrosity. It was a round log about three feet long with a bunch of cocks sticking up from it at various heights. The longer cocks were more like tentacles that ended with penis heads.

“You put your asses and pussies here and there. You put the long ones in your mouth and you tit fuck the ones at that height.”

“This is some crazy hentai,” Mara said.

Rita was rubbing her boobs on the cock between them as she bounced on the cocks in her lower holes. “Eileen has always want to do this with more than one woman.”

“You’ve done this before?” Tara said.

“Once or twice.”

Mara and Tara sat down facing one another. They easily slid on to the relatively shorter cocks. They took the longest ones into their mouth. Facing one another, they were able to rub their nipples together as they tit fucked the cocks between their breasts.

When the log moaned, and it did so often, it was a deep reverberation. The three women felt the vibrations in all parts of their bodies. As they developed a good rhythm, the women new to this were surprised as more tentacles came out of the log and wrapped around their waists and heads, locking them in place. For a couple hours, the log had its way with the three women, not that they were complaining. The log released a lot of cum into the ladies during that time.

The log released them as it rested for a while. The women lay on the floor recovering and cuddling. After a moment, Tara said, “Where did it go?”

“Bathroom,” Rita said.

The alien thing returned after a while with some bottles of water and some fruit.

“I don’t know why this surprises me.”

“I don’t know either,” the log said.

“You have a mouth?”

“Why wouldn’t I?” The mouth was located at one of the ends of the log.

“You haven’t said anything for a couple hours.”

“I’m shy,” the naked, alien, tentacle nightmare said.

They laughed.

“I’ll be ready for round two in an hour or so. How did you two meet?”

“I need to add something to my bucket list so I can cross it off: told a tentacle monster how I met Bruno.”

They chatted for an hour. Eileen’s tentacles started wrapping themselves around the women’s ankles and pulling them toward her.

“One last question before you violate us.”

“I only violate people who ask me to.”

“You are a responsible tentacle monster,” Tara said. “Was Plan 9 a movie reference or do you have eight other plans?”

“If we hang out more often, you’ll find out.”

“Works for me.”

A few hours later, the log had covered the ladies in cum before releasing them. “We’re cutting it close,” Tara said. They got off the log just as Tara and Mara were replaced by Mac and Bruno.

A few minutes later, the log was replaced by a naked, and far less jizz covered, woman. Oscar was standing nearby. “Perfect. I started the day covered in cum,” Eileen said. “And you three end the day covered in it.”

“Well played,” Oscar said. “She deserves a big hug.”

“She does,” Mac and Bruno said.

“No wait,” Eileen protested too late as they rubbed all the excess cum on their bodies on her. She wiped some of it off as she planted a kiss on Oscar. “Got me again.” As Oscar opened his mouth to reply, Eileen shoved her cum covered fingers into his mouth.

Bruno stepped between them, “We are not having a cum fight.” He was splattered with gobs of jizz for his troubles.

Eventually a cease fire was declared and the four of them took a shower together. A long, well-needed, and erotic shower.

“So, are we all fuck buddies now?” Mac said.

“I hope so,” Eileen said. “I finally get a short woman fuck buddy. This asshole would never be a woman for me.”

“I’ve grown in the past couple months, or maybe I shrank. I use to be uptight about my manhood.”

“And now she’s completely free use,” Mac said.

“Seriously?” Eileen said.

“Is that a problem?” Bruno said. “I mean. We say free use but that doesn’t mean we’re assholes. If someone looks like they really don’t want it, don’t do it.”

“And it isn’t just Rita. All three of us will fuck any time,” Mac said. “I thought you understood that when I asked about being fuck buddies.”

“Sure,” Eileen said. “It’s really not that different than how Oscar and I were before.”

“Great, I feel like being one of three dicks in a woman,” Mac said.

“Me, too,” Bruno said.

Oscar just nodded.

Eileen dropped her towel. “Let’s do it.”

Author’s Note:

Yeah, it’s a hentai story. I think this is the first time I’ve done a tentacle story.

I’m continuing the stories in this slice of the trust machine universe. At some point there will be a Terry and Trish/Patrick story and a Hannah/Henry and Allen/Paula story. And if I’m having fun at the time, a fifth story after than.

Speaking of fun, there’s also a Sister Bros 2 on its way.