Choice: Welcome Home

Alex gives Michael an ultimatum as he goes home to Carly.

“Last night I gave you five grand… you want to make ten next time?” Michael asked, as he tied his shoes and looked over at Alex.
“Um… maybe? I really just needed a little extra money to cover rent and not have to hear it from my dad... What do I have to do for ten grand, that I didn’t do last night?” Alex giggled, thinking about sucking his cock after it had been up her ass.
“Same thing as last night, but Carly will be involved… I want to see her with another woman… and I know you’ll love it too.” He responded. Michael was one of the only people who knew Alex was bisexual. He had once walked in on her eating out her friend, Kimberly.
“Tempting… What does she look like?” Alex teased.
Michael opened his phone and showed her a nude selfie of his latest girlfriend. Alex gasped when seeing the older woman. She was beautiful, over six feet tall, long blonde hair, brown eyes, perfect tits, flat abs, and a completely shaved pussy.
“This is your latest conquest? How old is she?” Alex said, handing the phone back to him.
“She’s forty, recently divorced, so horny as hell, and I’d be willing to bet she’s never done anything with another woman…” Michael smiled.
“Does she take it up the ass too?” Alex asked, sitting next to him on her red leather couch.
“Not yet… she’s more than a little nervous about trying anal, but hopefully I can remedy that before you come, if you agree.” He said, pulling Alex closer to him.
“Up it to twenty, AND fuck her in the ass tonight, and I’ll be there in two weeks… if you can’t give her the same treatment I got last night, by tomorrow morning, then you don’t get anything. What do you say?” She smirked, taking his phone and starting a twenty-four-hour timer.
“…hmm… that’s pretty steep… might be able to pull that off.” He said, a small plan forming in the back of his mind.
“And I want proof… I don’t care how you do it; I don’t care if I’m at home or having dinner in the restaurant next door or in the middle of tattooing a client; when your cock is balls deep in Carly’s shithole, I want you to FaceTime me so I can see you fuck her,” Alex told him, her smirk turning into a full-on evil grin.
“Agreed… it’ll be nice to see you enjoy her…” he said, before kissing the cleft in Alex’s chin.
“I want to eat her pussy.” Alex said matter-of-factly.
“I want you to suck my cock after I fuck her up the ass.” Michael quipped.
“HA!” Alex laughed, as her eyes widened, and she bit her tongue. The thought of another woman’s juices mixed with Michael’s cum excited the blue-haired beauty.
“You need to get home and make sure it happens," she said. Michael smiled and nodded. Kissing Alex one last time before heading out.

Meanwhile, in Capitol Heights, Carly was preparing for Michael’s return. She had just finished working out at the gym when she saw that Michael texted her about thirty minutes earlier.
“OMW, be at my place when I get there. I have a surprise for you.”
Carly smiled at the text. Even though the two of them have only been together for a couple of months, the tall blond had gotten attached to Michael. After an extremely messy divorce with her cheating husband, Travis, Carly felt undesirable and useless. Michael had come up to her in the gym parking lot and asked her out; on their first date, she found out he was eight years younger than her, and the owner of a couple of local businesses. When she told him she was a divorced forty year old, accountant, Carly expected Michael to run for the hills. Instead he invited her to his house for the weekend and the two of them had been stuck together for almost the entire time.
This was first Friday night since they met that Carly’s ankles weren’t locked behind her head. Her body ached for his massive cock. In recent weeks, Michael had begun handcuffing her to the bed, and burying himself into her warm pussy. She did wonder what his sister wanted help with; Michael told her it was personal and that he might have to visit their parents to, “straighten them out” if they didn’t leave Alex alone. It made Carly smile that he cared so much about the younger woman, and while the relationship was still new, a small part of her wished she could finally have a proper family. Something her ex-husband never wanted. He always said children were a waste of time and resources. She wouldn’t dare tell Michael what she wanted, at least not yet, but she hoped there was at least a chance.
Pulling up to his house, Carly sighed seeing that Michael was already there. She had brought a red ribbon with her, and wanted to tie it around her neck and wait in the bedroom for Michael. Getting out of her car, she still grabbed the ribbon, hoping they could use it for something in the bedroom.
“You beat me here,” she said, fake pouting as she walked into the living room.
“I did… that means you have to earn your surprise now.” Michael smirked. He was only wearing a pair of workout pants and had clearly just gotten out of the shower.
“Oh I agree… what is my surprise?” Carly asked, getting on her knees in front of Michael.
“You’ll know soon enough… but first, you know an empty mouth is a terrible thing to waste.” He said.
Carly just nodded, took off her tank top revealing her large breasts to the room and pulled his pants down. His massive cock sprang to life and pointed to the sky. She smiled, licked her pink lips, and took most of his member in her mouth. She immediately relaxed her throat and swallowed as much of him as she could. The loud moan he let out, told her all she needed to know. His hips rose to thrust gently into her mouth, causing Carly to bob her head up and down to match the rhythm. As Michael felt his peak nearing, he pulled Carly’s mouth away from his aching cock.
“Uhh?” Carly let out, looking at Michael in protest, as a string of her saliva connected her tongue to his member. Michael smiled down at her, and lifted her to the couch, laying Carly on her back. He then removed her workout shorts, leaving only her running shoes and lining his cock up with her ready entrance.
“Is this my surprise?” Carly giggled, wiggling her tongue at him.
“No, you’ll get it afterwards.” He smiled.
Michael then swiftly buried himself in her tight, warm pussy. Causing Carly to almost instinctively wrap her arms around his neck and pulling him closer. Michael latched his mouth onto her left nipple and sucked the digit between his teeth. Causing Carly to raise her hips and force him deeper into her snatch. As her moans got louder, Michael felt her pussy tighten around him, it never took Carly long to cum, and today would be no exception. He took his mouth off her breast and placed her right hand on his balls.
“Squeeze baby,” he let out. He didn’t want I cum with her; he wanted her to finish before going to her ass. Carly did as she was told and tightened her grip on him, she could feel her own orgasm nearing as his thrusts became harder and more prominent. His thrusts became swift and deeper, each with its own purpose. He used his balls to press her hand against her asshole; wanting her to feel something against her untouched area. Michael then used his middle and index knuckle to squeeze her clit.
“UHHH!” Carly let out at the treatment. Michael removed her hand from his balls and lifted her legs to get better access. He movements became rapid and began lifting her back off the couch. He didn’t want to cum, but he knew Carly would likely make him before he could fuck her ass.
“Play with yourself darling.” Michael said, trying not to focus on the sensation her center was having on his cock.
Carly obliged , and began to feverishly rub her clit. She also wrapped her middle finger and thumb around his cock, and began stroking him in rhythm with his thrusts. Michael responded by pushing her legs all the way back to lay next to her head, and began fucking her in deep long strokes.
“OH FUCK!* Carly let out, keeping a firm grasp on is manhood.
Michael smiled and buried his member in to her center, raising himself to fuck her harder. His hips controlling every movement, he could feel her entrance begin to tighten. Her head started writhing back and forth. And she began screaming to finish.
“OH GOD, YES! AAAHHHH!” Carly screamed as her orgasm hit. Michael ripped his cock from her swollen pussy. He was about to blow, but he had to wait. His meat was as hard as steel; and he couldn’t wait to feel Carly’s untouched asshole around him.
“I didn’t cum… ready for your surprise?” he huffed. Carly just smiled and nodded, before gingerly removing her socks and shoes.
“I don’t see how it’ll is better than that,” She said holding up her arms to be carried. Michael grinned and threw her over his shoulder and proceeded to the bedroom.
Once in the room, Michael gently laid the tall blond onto the bed. Laying in the middle of the bed, was a set of handcuffs, a black G-Spot vibrator, a blindfold, cotton candy lube and something Carly had never tried before: a ball gag.
“Which one of us is wearing this?” she asked, picking up the gag.
“You are… this is all for you.” Michael smirked.
“There’s a red ribbon in my purse, go get it, I want to use it,” she said. Michael nodded and quickly went back to the living room and retrieved the piece of silk. While there he also grabbed both of their phones, remembering what Alex told him.
“No video!” Carly giggled, as she saw the phones in his hand.
“Of course not…” He smiled, placing the phones on his dresser.
“Turn around, and put your hands behind your back.” Michael said, motioning with his finger.
Carly did as she was told, and Michael wrapped the ribbon around her wrists, before handcuffing her. He then put the gag in her mouth and tightened the small silicone toy. Next he placed the blindfold over her eyes, and tied it in place.
“One more thing to add baby.” He mentioned, tapping her tight pussy with the vibrator. Carly leaned forward and rested her head on the mattress. Michael slowly slid the toy into her warm body, smiling as he did so; turning it on, Carly moaned into the gag. The sight of Carly all tied up, and no where to go, got his dick harder than when he was inside of her. The thought of where he was going to stick it, also helped. Putting on some music and grabbing the lube, Michael quickly took a picture of the vulnerable woman and sent it to Alex.
“She has no where it’s about to go!>:)” he put, making sure to get his cock and the lube in the photo.
Alex had just finished with her first tattoo of the day, and another was waiting for her, when she got the text. As she starred at the photo she smiled and grabbed her purse.
“Give me about fifteen minutes, I have to take a call.” She said to the next customer before hurrying out to her car. Once in her car, Alex put up her sun protector and pulled her black shorts down. Digging through her purse she found her small vibrator and texted Michael back.
“FaceTime me, I want to see her lose it!” she said.
A few seconds later, Michael called, and all she could see was Carly’s asshole and pussy. She then saw his free hand begin to lube up his cock.
“Why does she get lube, and I just had to take it almost raw?” She messaged.
“Because you didn’t want to do it at my house.” He replied
“Ready baby?” he asked, rubbing Carly’s entire ass with lube. Carly frantically nodded, not realizing what she was asking for.
“Come on, do it!” Alex whispered, sliding the vibrator into her warm pussy.
Michael pressed his well lubed cock against Carly’s untouched sphincter. Causing it to slide in a little more prematurely than he had planned. Carly gasped against the ball, and tried prying herself off of him.
“Relax, baby… you’ll get used to it,” he tried to reassure her, placing a hand on her hip. Carly just shook her head from side to side.
Alex watched as the woman struggled against the invasion. Her own pussy getting wet as she pressed the vibrator deeply into her own body, before turning it on. Alex had to suppress a loud moan as the toy came to life. Keeping one hand on the ringed end of the red cock, she licked her lips as Michael began slowly moving forward into Carly’s beautiful ass.
“MMM!” Carly tried to protest as she felt his cock start to invade more of her already sore bottom. Her muscles clamped down in his meat, and Michael half thought she was trying to rip his cock off.
“Carly… you need loosen it up… or you’ll never enjoy any of it… and I need you too,” Michael grunted out. Carly just nodded, and tried to flatten out her body.
As Michael continued to bury himself inside the blonde, Alex placed the iPhone on her thigh, and started to pinch and her clit in rhythm with her vibrator. She soon felt her own climax building. Just as she was about to cum, she got a message from the shop owner Derrick.
“Get your ass back in here! It’s been twenty minutes!” he sent.
“Fuck…” Alex sighed, flustered and now angry at her lack of orgasm. As she put her clothes on and his the vibrator in her purse, she had to hang up the video call.
“I have to go back to work… send video of her sucking it clean!” she texted to Michael, before heading back inside the crowded studio. Michael just sent her back a thumbs up emoji.
“The fuck were you doing, Alex?” Derrick asked as soon as she walked into the building.
“I had to talk to my financial advisor.” She smirked, getting her area ready for her next client.
Meanwhile, Michael had finally stuffed all of his cock into Carly’s asshole. Sitting still to let her get used to it, he reached around her waist and began moving her vibrator in and out. The duel sensation of pain and pleasure, caused Carly to rock back and forth on his dick. The feeling was alien to her, but welcome. Her body had never experienced the torment of what he was giving her; and she was more than enjoying it by now.
“Not nearly as bad as you thought, huh?” he quipped.
Carly just nodded, and pressed back against him. Michael took the hint, and began to move in and out her ass, matching his thrust with the movements of his hand on her vibrator. Every thrust was calculated and soon he was barely moving his hand and hips, Carly was starting to bounce back and forth begging for her second release of the day. Michael could feel his own orgasm start to rise, and placed both of his hands around her waist, to control her movements and push himself deeper into her tight asshole. Soon Carly and Michael had steady rhythm and she felt her stomach muscles tighten.
“MMMMHHHH!” She tried to scream around the ball gag as her climax hit. Michael wasn’t far behind her as he threw his head back, screamed loudly and emptied himself inside the older woman.
With both of their bodies spent. Michael grabbed his phone for the second time and hit record. Making a point to show his cock leaving her body, Michael gently moved in front of Carly, and unhooked the ball gag. She adjusted her jaw and tried to pop the joint. Unbeknownst to her, a camera was directly in front of her face. And Michael had applied more of the cotton candy lube to himself.
“How about a taste, sweetheart?” he grinned, pressing his member to her lips. Carly gasped at the suggestion, before tasting the hint of cotton candy. She pressed her tongue against the tip and Michael then pushed himself halfway into her mouth. She smiled to herself and began to bob her head on his shaft. The bitterness of her ass wasn’t completely gone, but the cotton candy flavor helped in a big way.
“Hmm…” she moaned, feeling his Cock grow hard again. Michael knew he wouldn’t last long her mouth, and began matching her movements back and forth. Feeling his peak nearing, he grabbed a fistful of her hair and buried his meat in her mouth.
“AAAHHHH!” He let out, as his cum shot into her warm throat. Pulling out of her mouth the last rope of jizz splashed her face. Carly giggled as she swallowed the load in her mouth. Michael got off the bed and sent the video to Alex, before going into the master bathroom and turning on his shower. He then went back and untied Carly from the ribbon and handcuffs.
“We need to do that again.” She let out, taking off her blindfold.
“Which part?” he asked.
“All of it!” She said, wiping the cum off her face and popping it her mouth.
“We’re going to do more than just that, I promise,” he smirked, before pulling her into the shower with him.

Later that night, Carly smiled at Michael as they ate in the kitchen. The two of them had spent the day in bed together. Carly’s as asshole was now thoroughly broken in; and ready for anything else Michael wanted to do with it.
“I’ve been thinking about it for a while now, and I want you to meet Alex. She’s the most important person to me, in my family, and it’s time we started getting closer.” He smiled.
“Okay… why is she the most important?” Carly pondered.
“She’s the only one I can trust… and I need you in that circle as well.” He smirked. Carly just nodded, before getting up and sitting in his lap. It made her proud that he wanted to trust her.
“Then I can’t wait to meet her!” she quipped. Not realizing what she was actually agreeing too. Michael kissed her lips and pulled her on top of him.
“You’re gonna love it!”
--END--