Choices: Nice to Meet You

Alex and Michael trick Carly into the wildest night of her life.

Note: this is a work of fiction.

Carly smiled as she pulled up to Michael’s house, a blood red Honda Civic parked behind his truck. Alex was already here. In the two weeks since Michael first suggested the two meeting, he had opened up a little more about his family life, and how he viewed Alex especially. When their parents met, Alex was the only one Michael felt comfortable with; and over time the only one he could trust. Over time the two would grow apart, but they always kept tabs on each other. While Carly wasn’t thrilled about Michael being close to a younger woman, she was happy to see he could care so much about another person. Unlike her ex-husband who seemingly only gave a damn about money and status.
“Hey baby! Welcome home!” Michael smiled as Carly entered the living room.
“Where’s Alex?” she asked looking around for the blue-haired beauty.
“Oh she’s in her room, undoing her things, she just got here about twenty minutes ago.” He answered.
“Well I can’t wait to meet her… What do you have planned for the next three days?” She smiled at him, taking off her black blazer and sitting on the couch next to him.
“I figured I could take you both shopping, hit up a couple of wineries, and just spoil my girls… and then when we’re alone, tie you up and do naughty things to you,” Michael smirked, hoping she didn’t notice the innuendo.
“We can start that tonight.” She giggled, wiggling her tongue at him, clearly not catching what he actually meant.
Meanwhile, Alex was in the spare bedroom, putting away the twenty thousand dollars Michael had given her; in preparing for their weekend together, particularly their private time, Alex had brought a few of her favorite items for the three of them. An egg vibrator, a new butt plug she had just received a few days ago and a strap-on Alex hoped to use on both of them. While she was eager for the evening with both Michael and Carly, she wanted to get some alone time with Carly. The older blonde could be a fun treat. As Alex left the room, she quickly bolted for the living room, eager to meet Carly.
“Hi there!” Alex said, finding Carly with her arms already wrapped around Michael. Her work shirt unbuttoned and her heels on the floor next to the couch.
“Hey! It’s great to finally meet you!” Carly jumped up and pulled the blue-haired woman in for a hug. She quickly scanned the younger woman’s outfit, and was somewhat surprised at the style. A black Lyla Lace Corset Mini Dress, black thigh high nylons that accentuated her inked legs, and crushed red velvet heels. She liked more like a stripper than a tattoo artist. Carly didn’t hate it though, she wished she could wear something like that on a given day, especially for Michael.
“Love the style!” Carly said.
“Thanks! I really wanted to be as tall as you, but I clearly didn’t aim high enough.” Alex laughed.
“Michael has told me so much about you… now I want you to dish on him!” Carly laughed, sitting back down on the couch.
“Alright, I’ll go finish dinner, you two get to know each other.” He laughed, before kissing both women on the top of their heads and leaving. Michael sighed and went back to the beef stroganoff, he know he couldn’t hide his clear erection for to long. Just watching Carly and Alex’s friendly interaction had his cock throbbing for a release.
“All in good time…” he thought, hoping to quell the ache in his jeans. As the night went on and the two women got closer to each other, Carly was surprised to learn more about her boyfriend and how he protected Alex.
“So a couple of weeks ago, Michael said he had to help you get out of bind? Hasn’t really explained what that means, mind me asking what he did for you?” Carly said, while eating her food.
“Oh that… yeah, sometimes my eyes are a little bigger than my stomach, and I get in over my head. Michael agreed to give me a loan to make sure I didn’t have to go to my father, who has a tendency to beat me down mentally. I’ve already paid him back, and then some, and now everything is smoothed over.” Alex replied.
“If you don’t mind me asking, how much was it? It couldn’t have been to much considering it only took you two weeks to pay him back?” Carly said, not realizing what was actually going on between the two step siblings.
“It was five grand… and the reason I paid it back so fast, was because I haven’t taken a day off from tattooing since then; just focused on making sure he was satisfied.” Alex smiled, half hoping Carly caught the meaning.
“Well I think it’s great that the two of you rely upon each other for support. I’ve never had siblings, so to see the two of you so close is interesting to me,” the blonde replied.
“Well it took her a little while to get used to my help… but once she did, it was a great treat for both of us.” Michael slyly grinned, looking at Alex, who just laughed. Carly giggled and went back to eating, oblivious to the banter.
After dinner, the three of them opened up a bottle of wine, and Michael put on some smooth jazz to help everyone relax. Carly and Alex found out some interesting parallels between Carly’s ex-husband, Travis, and Alex’s father, Charles. How neither of them was overly joyed about the prospect of children, and how they cared more about their houses and parties than they did others. Michael was enjoying the fact that Carly and Alex were getting along so well together. Considering what he and Alex had planned for the evening, he hoped tricking Carly would come across a little less harsh.
As the night got more prominent, and the girls got a little more tipsy. Michael went into the bedroom and made sure everything was in place. The new leg restraints would keep Carly from running, and the handcuffs would insure she didn’t attack either him or Alex. He knew Carly would love what would happen after a while, but initially it would shock her, especially given the circumstances surrounding her divorce.
“Okay girls… I think it’s time we shut it down.” He said, noticing it was almost midnight.
“Yeah… I still need to take a shower.” Carly giggled. As she and Alex stood, and the two of them embraced for a quick hug, Alex made a point to kiss the older woman half on the lips before departing to her bedroom.
“I’m glad you two met.” Michael smiled, kissing Carly fully on the lips and cleaning off the coffee table.
“Me too! She’s great.” Carly responded, before heading to the master bedroom.
As Carly took a shower, Michael prepared the bedroom for the events to unfold. He set a blindfold next to her handcuffs, and hid Alex in the closet, and put a silicone cock and ball ring on, to last longer. If all went to plan , Carly would be wrapped around his dick and Alex’s tongue very shortly. Exiting the bathroom Carly grinned at the big man, as he held up the handcuffs and blindfold.
“A little eager, are we?” she teased, climbing on the bed.
“You could say that…” he smirked.
Carly climbed in the bed and put her hands behind her back and allowed him to cuff her. He then wrapped the shackles around her ankles and put the blindfold over her eyes. He kissed her lips and lightly rubbed his cock against her clit.
“I have a surprise for you…” Michael smiled, climbing off the bed and opening the closet.
“Ooh… what is it now?” Carly asked, her legs spread out wider than they had ever been before. Not realizing that Alex was now standing right in front of her, almost completely naked except for the black stockings. Her long blue hair was now in a bandana, and her lips now covered in blood red lipstick. Michael gave Alex a new bottle of lube, who dabbed some in her hand and began to massage and rub Carly’s large breasts, causing the older woman to moan in delight. Alex’s hands were smaller and not as calloused as Michael’s , but if Carly noticed the substitute, she didn’t protest. As Alex let her hands explore Carly’s body, she found her pussy and began rubbing her clit. The tall blond pressed center forward as best she could, and Alex took the hint and gently slid her middle finger into the other woman’s warm center.
“Mmmhh,” Carly moaned, enjoying the soft yet firm motions of the younger woman.
“You feel different, Michael…” she said.
“You like it?” he responded, as Alex added another finger, before lowering her mouth to Carly’s clit.
“UHHH, GOD!” Carly let out, nodding.
“Good… because it’s not me…” Michael said, removing the blindfold and lifting her head to reveal the top of Alex’s blue hair.
“WHAT THE FUCK!?” Carly screamed, trying to get away, as the other woman continued her oral exam. Biting down a little harder on Carly’s clit than before, bringing a strangled moan out of her mouth. Michael wrapped an arm around her chest and shoulders, and pushed himself underneath her.
“Alex… stick it where you want!” He smirked, his cock between Carly’s legs. With an evil grin, Alex took the member in her hand and quickly slid it up Carly’s asshole unprepared.
“AAAAHHHH! FUCK!” Carly let out, as tears began to fall from her eyes. Michael also let out a loud moan, as his cock vanished inside of her asshole. Alex then licked away the tears, and began to kiss and lick Carly’s face and neck.
“You focus on her ass… I get everything else!” she laughed, before taking Carly’s nipple in her mouth, while fingering her pussy.
Carly tried to stop a moan, telling herself that this was wrong. But the treatment from both Michael and Alex was driving her insane. Fireworks were shooting off inside of her head as Alex’s fingers and expert mouth drove her mad. Once Carly’s nipples were hard, Alex returned her mouth to the older woman’s clit and wrapped her mouth around the swollen digit, she began using her tongue to flick and tease the hot flesh. Meanwhile, Michael was rapidly thrusting his large member in and out of Carly’s asshole. If it wasn’t for the two rings on him, he’s knew he would have already blown his load. As Alex’s fingers and mouth tormented her, Carly’s asshole was gripping him tighter then the night he popped her anal cherry.
Alex soon found her sweet spot, and began chewing and sucking on her clit while rubbing Carly’s G-Spot. Carly was now actively writhing against the two other people her orgasm begging to finish. Her legs pulled the chains as hard as they could, and her arm muscles jerked the handcuffs straight, as Michael grabbed her arms and began bouncing the older woman on his dick. Alex buried her fingers deep inside the blonde, and wrapped her mouth around Carly’s mound, biting down as hard as she wanted driving the taller woman over the edge.
“OH FUUUUCCCCCKKKKKK! AAAAAHHHH!” Carly screamed, as her first orgasm of the night came like a tsunami over her glistening body. She leaned back against Michael and let him kiss her neck and cheek.
“Oh my… someone enjoyed there first time with a girl!” Alex proclaimed, removing her hand from Carly’s soaked entrance.
“Did you like that, baby? Michael huffed, as his throbbing cock fell out of her ass. Carly blushed at their words, and sheepishly nodded, and looked down at Michael’s cock, covered in a thin layer of her juices. She swallowed hard, and licked her lips. Over the past couple of weeks, she had gotten used to sucking it after their playtime.
“Hmm… look what you did? Got a nasty little layer of film all over my step brother’s beautiful cock. Since you’re all tied up, I guess I’ll have to clean it,” Alex said, lowering her mouth down to the dirty phallus. She licked the shaft from the base to the tip, causing a strangled moan to escape from Michael’s throat. Carly watched in fascination as Alex closed her eyes and took about half of him into her eager mouth. Her jaw awkwardly adjusting around the eight inch member, before greedily swallowing the appendage.
“OH, GOD DAMNIT!” He let out, as Alex started to move her mouth in a steady rhythm, bobbing back and forth on his thickness. Her tongue twirling around him, making sure to clean all of Carly’s ass juices off the meat, as her teeth lightly tightened around his dick. Once satisfied she had rid him of the filth, Alex pulled back and planted a small kiss on the tip of his meat.
“I have surprise for Carly… and I think my asshole needs some attention, don’t you agree?” Alex grinned, getting on her hands and knees. Michael just nodded, as he got out from underneath Carly, who just laid all the way down on the bed. Alex hurried to her room to retrieve the strap-on.
“How long have you two been fucking?” Carly asked in a defeated tone.
“Not long, this will only be the second time I’ve fucked her; that was deal when she asked for money a couple of weeks ago. She wanted a loan, so I made her a different offer to take her anal cherry and now here we are,” he explained.
“It feels wrong for liking any of this,” Carly murmured. She felt embarrassed to admit that getting fucked by Michael and Alex had just given her the best orgasm of her life.
“There’s nothing wrong with enjoying a woman’s soft hands and mouth explored your body. It’s beautiful seeing you two together.” Michael replied. At that moment, Alex came back, practically bouncing to the bed, she held up the six inch long toy and pointed it at Carly, who blushed again, but grinned.
“Undo her handcuffs… I want to fuck her pussy, while you fuck me up the ass!” Alex demanded. Michael nodded again and released the black cuffs from his girlfriend. Carly massaged her wrists and got up on her elbows to watch Alex put the toy on; Michael got behind Alex, and helped her tighten the straps. He couldn’t wait to see Carly wrapped around Alex.
Don’t worry, Carly… you’re going to love this!” Alex grinned, climbing face to face with the blonde, and spreading her own legs for Michael to have better access to her anal cavity.
“Okay… UGH!” Carly let out, as she felt the tip of the faux cock enter her snatch. Michael got up on his knees and lined his prick up to Alex’s asshole.
“HEY! You better lube up this time! She got lube every time you fucked her shit hole, I expect the same,” Alex told him. Michael smirked and poured a generous amount of unscented lube into his hand, and coated his cock with it, he also removed the silicone cock ring from around his balls and member. He wanted to cum inside her. Michael, without warning, slammed into Alex, bringing a loud scream from his blue-haired goddess, and driving her into Carly. Michael undid the cuffs around Carly’s ankles and wrapped her long sculpted legs around Alex’s waist. Driving himself deeper into Alex’s asshole, Michael forced her to fuck Carly, who was bucking her hips against the younger woman, and thrashing wildly around the long dildo, begging for her second release of the night.
As they found a nice rhythm with their thrusts, Michael soon felt Alex’s asshole tighten around him. Alex could also feel Carly clamp down on her toys and the two of them knew what was about to happen. Burying her dildo deep in Carly, Alex’s asshole grasped onto Michael’s member, forcing him deeper into her than before. Soon, he could feel his peak nearing and howled as he exploded inside of Alex, sending her over the edge.
“OH MY FUCKING GOD! YES!” She screamed, her own orgasm escaping her tattooed body. Michael pulled his cock from Alex’s tightness, and sat on his knees next to the two women. Alex partially removed the dildo from Carly, leaving only the head in her wet snatch. The blonde groaned in protest, not wanting to lose the connection so close to her own orgasm.
“Your turn, sweetie!” Alex grinned, nodding to Michael’s cock that had just been up her ass.
“What?” Carly said confusingly, her voice clearly filled with sexual frustration.
“I sucked it after he fucked your ass, now it’s your turn!” Alex smiled.
“You’ve done it with your ass… and I’ll finish you afterwards.” Michael pointed out, knowing she was close.
“Ugh…” Carly let out getting to her knees.
“Good girl.” Alex said, petting her hair. Carly sighed looking at the mix of lube and Alex’s filth on Michael’s cock. She licked her lips, and took the head into her mouth. Alex joined her by sucking one of his balls into her mouth. Michael let out a loud moan, as both women swallowed as much of him as possible. Carly grinned to herself, she lived pleasing him.
“Oh, FUCK!” he let out, as Alex took both balls into her mouth. His eye rolled in the back of his head as his cock stiffened once again. After a couple of tugs, Alex pulled back and got onto her knees.
“I think her pussy needs your attention, don’t you agree?” Alex said, pointing to Carly, who nodded. Michael also nodded and laid the older woman back down on her back and crawled between her legs. He pressed his lips against hers, and eased his meat into her warm center. Her muscles welcomed him warmly, and clamped down on him lovingly. Causing both of them to buck against each other. Her love tunnel engulfing his girth.
Alex watched intensely as Michael fucked Carly. The sight of his cock filling the tall blonde’s cavity dampened her own pussy. Since their fir encounter Alex had wanted to try something different with Michael, something she hadn’t done with anyone else before. Licking her lips, she spotted Michael’s asshole and decided to chance it; as he fucked Carly in long smooth strokes, Alex pressed the top of her strap-on against his rectum and pushed forward.
“OH FUCK! ALEX?” He let out at the sudden invasion in his ass. Michael hadn’t been fucked up the ass in a while, and the last time was with a tgirl named Keke whose cock was a lot smaller than the toy Alex had just used on him.
“Shh… let me enjoy you, while you enjoy her,” Alex responded. Sliding the shaft halfway into him, Alex gasped at how easy it was penetrate Michael.
“Uh! I was hoping you were a virgin!” she quipped.
“When I was single… I saw all kinds… of… escorts.” Michael huffed. Alex giggled and Carly gasped at his response. Michael smirked and began fucking Carly more stiffly.
“Fuck me hard, Alex,” he said, wiggling on her strap-on. Alex smiled and began pounding into him, as he did the same to Carly, who began bucking her hips wildly against him. With each thrust, Michael could Alex hitting his spot, and his stomach muscles began to tighten , as his balls disappeared into his body. He felt Carly grip him harder and knew the two of them would likely cum together if he could keep up the pace.
“OH FUCK! GOD DAMNIT! AAAAHHHH!” Carly screamed as he exploded inside of her, driving her to cum one more time for the night. As Michael pried himself away from the two women and laid next to Carly, Alex crawled up in-between them and straddled his chest.
“Your turn…” she said, pointing the toy in his face. Michael smiled and wrapped his lips around the dildo, and immediately deep throated the toy. Carly watched in fascination as he sucked himself off of the rubber.
“You seem very good at that.” She quipped. Once satisfied with his work, Alex removed the strap-on and tossed it aside. Michael pressed his lips to Carly’s and slid his tongue into her mouth for a deep French kiss.
“It’s not the first time I’ve sucked one that’s been inside me… but it is the first time I’ve done it with a strap-on.” He smiled.
“I’d love to see you get fucked by a massive cock!” Alex giggled.
“I think I’d be game for that as well,” Carly chimed in. The three of them laid under covers and Michael pulled them close and gave a soft peck on each of their lips. Their bodies spent, and the night was now very late.
“That can be arranged… I’d love to see the two of you enjoying each other without any one else.” He smiled.
“I’d like that too.” Alex said, staring at Carly and licking her lips. Carly giggled and planted a kiss on the younger woman’s lips.
“We’ll see.” She said before rolling over and curling into a more relaxed position. Michael and Alex smirked at each other before doing the same.
--END—

Author’s Note: There is at least one more story coming in this series. Two of this one does as well as the other two. Thank