Lindsey’s Big Day

All stories are the property of the author. No persons or events described in this story are real. Enjoy the FICTION, people.

Lindsey's BIG Day

Lindsay gazed at her reflection in the mirror, her antique brush making long smooth strokes through blonde hair. The sweet and caring woman in the mirror had come a long way in just a few short years. She had been precocious and eventually downright rebellious. Her dating history read more like a bed & breakfast guest log than a list of potential husbands. Her parents had probably wondered if she'd ever settle down with someone. The tangles had disappeared ages ago, but she continued to brush and reflect on her life. She still had at least an hour before the hairstylist showed up.

Today was perhaps the biggest day in all of Lindsey's 25 years. In just a few short hours, she would walk down the aisle and marry her high school sweetheart John. They had been planning their wedding for over a year, making sure every detail was just right. John had caved to nearly every whim, no expense was spared from the catering to the flowers. Lindsey had even visited a luxurious lingerie store to make sure that her wedding night was as exciting as her wedding day.

Lindsey rolled the soft oversized robe down off her shoulders and cupped her full breasts. The sheer white bodysuit she had picked out and charged to John's credit card did little to hide her hardening pink nipples. She squeezed and pinched each nipple until they were fully erect, admiring the shape and heft of her womanly tits. She traced her hands down her ribs and over her full hips, beginning to fantasize about men she had known. There were D'avon and Marcus, Victor and Erik, and so many more that she had given her body to completely and willingly. Nothing made her wetter than taking a stranger's cock for the first time. Suddenly the thought of settling down with perfectly adequate John and his perfectly adequate dick forever began to worry Lindsey. A devilish plan started to take shape, sure to make her wedding day unforgettable.

She had been open with John from the very beginning. He knew that she had been with dozens of men. He knew Lindsey loved big cocks. She loved black cocks. She really loved big black cocks. But since their relationship began, she had been completely faithful to him. Well, she might send the occasional racy pic to a friend or acquaintance when John was out of town. But that was just to make sure she was still desirable.

Lindsey and John had discussed more than once during intense lovemaking sessions the idea of Lindsey finding a special friend to scratch her itch, but they had never actually acted on it. Once she had told a particularly detailed story about a well hung lover in a husky voice while John ate her wet pussy. She even pretended to return home to him full of another man's cum. John had fucked her more passionately afterwards than ever before, reclaiming her leaking hole as his own during their roleplay.

Lindsey picked up her phone and began to type a message to her fiancé, hoping that she wasn't about to make the biggest mistake of her life.

'Baby...' She started. 'I'm worried you're not going to like the new lingerie I picked to wear under my dress 😢'

Lindsey knew her message would get John's attention. He hated to see her upset. He replied almost immediately.

'Aw babe! You know I think you're the sexist woman alive! I just wish I could see you before we're at the alter 😳. I bet you look mouthwatering'

Lindsey played her hand before she could change her mind, knowing the next few minutes would likely shape the rest of their lives together. She would start vague to leave room for deniability if he responded negatively.

'Remember the thing we talked about those times at home? You know, while we were ummmm...exploring fantasies?'

She hit SEND, squeezing her thighs together instinctively as she began to think about whom she might choose. Lindsey's phone vibrated with an incoming message.

'I mean...' John typed. 'We've talked about quite a few different things. But I think you know which one turned me on more than anything else. Tell me which fantasy, babe.'

He was going to make her say it. She couldn't believe she was going to ask her new husband for such a dirty gift. It was now or never.

'Show me how much you love me,' Lindsey typed. 'Prove you meant what you said in bed. Give me my wedding present early. May I pretty please fuck your best man to get rid of these butterflies in my tummy?'

Mere seconds passed before she could see that John was typing.

'OMG babe, that's so fucking sexy! You can only fuck him if you're full of his cum when we say "I do". I can't believe we're actually going to do this! I'll send Alex with instructions that you need assistance and he is to do anything you ask. Have loads of fun 😉!'

Lindsey smiled at her reflection in the mirror and let her fingers wander between her thighs. John's approval was total and sincere. Alex seemed like the best choice to be discreet because she certainly didn't want anyone to hear about this kinky wedding request. Lindsey had always wondered if her new husband's older best friend was in fact more experienced. She hoped she was about to find out.

A soft knock at the door of her private room roused Lindsey from her daydreaming.

"Linds, it's Alex...," her husband's best man had arrived quickly. "Is everything ok? John said you needed help."

Lindsey pulled her robe back over her shoulders and closed one side over the other. She tied the belt loosely, hoping to use it for dramatic effect. She opened the door and peeked her head out, scanning the hallway for witnesses.

"Mmmm, Alex," Lindsey greeted her husband's friend with a quick but firm hug. "I think you're just the man to help with my problem. Get inside, we don't have much time! Today IS my wedding day!" She giggled and pulled him through the doorway.

Alex was still in his casual clothes, his curly hair starting to go salt and pepper. A trimmed grey goatee gave his face a pleasing shape. Tattoos covered almost all of his visible skin. Lindsey wondered if she would get to see where else he might be hiding some. He was older than any man she had ever fucked, but she hoped his experience and discretion would be just what she needed. A sizable cock would be icing on the cake.

"I need an expert opinion," Lindsey lamented, "but John isn't allowed to see me before the wedding. Tell me, does this look ok?"

Lindsey faced him and slowly undid the belt of her robe, staring into Alex's eyes for a reaction. She shrugged it off her shoulders and let it drop to the floor in a pile at her feet. His eyes went wide and his mouth fell open slightly. She turned her back to him and bent forward slightly at the waist, pushing her ass in his direction. Lindsey looked back at him over her shoulder.

"Well? What do you think?" She asked him, her big blue eyes wreaking havoc on his self control.

"Fuck meeeeeee!" Alex groaned, unable to control his reaction to the sight of her sexy round ass. His cock began to stir in his joggers.

"That can be arranged," Lindsey replied with a lick of her lips. "John did say you'd take care of EVERYTHING I need."

"But John...?" Alex wondered, unwilling to betray his friend, especially on such an important day.

"We can text him if you'd like," Lindsey assured her groom's best friend. "But we don't have much time!"

Lindsey quickly typed a message to John. 'Honey, pretty please tell Alex I'm allowed to suck his cock...?'

She flipped the phone around to show wide-eyed Alex that she had actually sent it. He was still looking at the screen when it dinged with their answer.

"Well I'll be damned," Alex muttered, glancing over the phone to look into Lindsey's deep blue eyes. "He says only if I fill your tight pussy with cum."

"Please, Alex?" Lindsey asked huskily. "Give us this gift."

She kneeled at Alex's feet and took the waistband of his joggers in her fingers, tugging them towards the floor even before he agreed. His sizable bulge strained against the tight fabric of his colorful Ethika's mere inches from Lindsey's face, showing her just how much he enjoyed her lingerie.

Still not hearing any protests, Lindsey swiftly removed Alex's boxer briefs and enjoyed the hefty bounce of hardening man meat at eye level.

"I think this is JUST the right tool for the job," Lindsey cooed before taking his silky smooth cock in her hand and stroking gently with manicured nails. "May I taste it...?" The look in her eyes was disarming.

Alex couldn't reply. He opened his mouth, but no words escaped. He simply nodded his acceptance of their completely unorthodox encounter. With no hesitation, Lindsey leaned forward and licked the precum leaking from the tip of his dick, savoring the salty evidence of his arousal. She licked up and down the length of his gently curving cock until he groaned from deep within his belly.

Lindsey began to gently massage Alex's balls while stroking him until he was fully hard. He had to be nearly 8 inches in length and definitely thicker than her fiancé. Unable to resist any longer, she swallowed the tip of his cock and bobbed her head, taking nearly half his length in the first movement. She licked his shaft with her tongue while he was buried in her throat, holding back nothing on her special day. Soon she was sucking Alex's hard cock in earnest, allowing the NUUUUCT NUUGHT NUUUUUUCT sounds of her wet mouth to fill the room.

"Fuuuuuck, you suck cock sooooo good, baby!" Alex praised as he ran his hands through her hair. "There's no WAY John is keeping you to himself from now on!"

"Nnnnnn uhhhhnnn!" Lindsey groaned through cock filled lips. She reached behind Alex to grab his ass cheeks, pulling him deeper into her mouth until the tip of her nose brushed his lower belly. She gagged as his length threatened to choke her, but she worked harder to take his whole cock.

"Show me those beautiful perky tits," Alex ordered while sliding down the straps of her white bodysuit. "I've wanted to feel them for years!" He stroked the undersides of Lindsey's soft full tits before pinching each of her rock hard nipples between his fingers.

Lindsey felt so exposed and slutty on her knees for her fiancé's best man, sucking his cock on her wedding day. She reached between her legs to stroke her pussy, it's juices beginning to soak the fabric of her lingerie. She was so incredibly turned on and having such a good time, Lindsey only wished that John could see.

Lindsey fumbled for her phone on the dressing table, her lips and eyes never leaving Alex's shiny cock.

"NUUUYCT! NYYYYUCT! GAAAACT! Send..." she tried to speak as she sucked Alex's cock, "John pingrrrgh!" Lindsey pressed her phone into Alex's hand with the camera app open in Portrait mode.

Alex quickly snapped some action shots. The first showed Lindsey's tongue flicking the slit of his head. The second featured her wide eyes and and puffy cheeks as she managed to take his whole length in her throat. In the last she held his cock pointed towards the ceiling and licked his balls from beneath his parted thighs. He arched his eyebrows and pointed to the screen, making sure she really meant for him to send them.

"Show him!" Lindsey exclaimed as Alex's swollen cock popped from her mouth. "Show John just how fucking sexy I look sucking on your big cock, Alex!"

Alex groaned and sent all three pics before he typed a message to his best friend. 'Bro, I'm in heaven! Can I really fuck her?!?' He pressed send before returning his focus to the feeing of Lindsey's lips and tongue on his throbbing manhood. He held her blonde hair and guided her pace, the rhythmic sounds of her slurping becoming a soundtrack of their coupling.

Lindsey's phone buzzed twice in succession before Alex could tear his eyes from Lindsey's spectacular nearly nude body. He turned the phone over slowly to see John's reply, afraid to break the spell. What he saw left no doubt his friend was on board.

'Fuck her until she begs for your cum! I want her to still be full tonite when we go to bed!'

If John's first message was his blessing, his second was his begging. It was a photo of John from the waist down with his dick in his hand. He was by no means small, but Alex was certainly more endowed. The caption of the pic said it all: 'show her why one man will never be enough!'

"Mmmmmm...Linds," Alex groaned, " if I'm going to cum anywhere besides your talented mouth, I think it's time I get better acquainted with that big beautiful ass you were flaunting earlier."

Lindsey stood without hesitation and moved to an overstuffed purple velvet chaise. She knew her fiancé's friends loved to look at her ass. She had even caught more than one staring. The desire gave her limitless confidence. Lindsey crawled across the chaise on her knees until she reached the oversized arm, bending seductively. She leaned forward until her cheek and her tits pressed against velvet, arching her back and pointing her upturned ass directly in Alex's direction.

"Care to come say hello?" Lindsey asked, her voice husky with desire. She reached between her smooth creamy thighs for the twin buttons of her bodysuit. Desperate for Alex to see her soon to be married cunt.

"Not so fast!" Alex admonished, halting Lindsey in her tracks. "I was given strict instructions to take care of everything. Those buttons are all mine, understood?"

Lindsey moaned her consent as she felt Alex's firm hands begin to caress her smooth ass cheeks, massaging and spreading her open to his view at the same time. The first contact of his lips on the birthmark at the center of her plump cheek sent shivers racing through her body. He kissed and nibbled every bit of exposed flesh, the thong of her sheer white bodysuit only covering her asshole and leaking pussy. He teased his tongue towards Lindsey's puffy lips, but avoided contact, instead squeezing her pussy between his pointer and middle fingers.

"I've waited a long time for this..." Alex teased her, his fingers tracing delicately over the folds of Lindsey's engorged pussy lips. When he let his tongue dance across the sheer gusset covering her dripping cunt, she could stand no more.

"Stop waiting and tongue-fuck me, then!" Lindsey exclaimed, pushing her wet snatch towards Alex's lips.

Finally he gave in to her request, the buttons between her thighs popping audibly. Alex wasted no time tasting her pussy. He ran his tongue up from her clit allowing it to slide between her lips. When he reached her wet hole, he tongued just inside the opening, teasing her to no end.

Lindsey moaned and pushed back against his tongue, needing it deeper inside her. When Alex pulled her by the hips and buried his tongue inside her, she lost all control. His agile mouth set off an orgasm from deep within her belly. Lindsey's arms began to shake until she couldn't hold herself up. Her knees and thighs trembled as she fought to regain her breath, conscious that Alex was still devouring her even as her ass shook against his face. Clearly age DID come with some advantages.

"Pppp...Ppp...PLEASE!" Lindsey begged, still shaking. "We don't have much time. Fuck me raw with that big dick on my wedding day!"

Alex had teased her enough. It was time to finally give her what she had asked for all along. He flipped Lindsey onto her back and raised her legs high in the air, spreading her thighs open to his gaze. He leaned forward and let the length of his cock rub her swollen lips, coating his head in her juices. Lindsey's moans and squirms took Alex's arousal to another level.

With a grunt, Alex pushed forward into Lindsey's leaking pussy, savoring the way her tight hole stretched and pulsed to accommodate his size. He pushed slowly but firmly until he was halfway inside her.

"Are you sure you want this, Linds?" He asked her, giving her one last chance to change her mind.

"Fuck me, Alex," Lindsey whispered, her big blue eyes filled with lust. "I need that cock!"

Alex leaned into her and rocked his hips until his pelvis bumped against the flesh of her mound. He used his knees to spread Lindsey's thighs further, using his hands to tilt her lower half up towards him. He thrust again, feeling his cock bottom out against the ridges of her cervix. Waves of pleasure raced through his body from the tip of his dick to the ends of his toes.

Lindsey took hold of his ass in her hands and squeezed while rocking her hips up to meet his thrusts. Her pussy squished with every pump, the evidence of their arousal leaking onto the chaise between them. They settled into a comfortable rhythm, Alex's cock bumping against her cervix and his pelvis against hers. A river of liquid flowed from her pussy and cooled rapidly in the air.

"Yes, yes, yeeeeees," Lindsey encouraged. "Fuck me good, big boy!"

"You're so fucking tight!" Alex wasn't humoring her. "I'm not going to last long..." His warning wasn't a turnoff. In fact, Lindsey worked harder for his load.

"Come on, baby," she urged. "Fill me up!" Lindsey's pussy squeezed and milked his throbbing cock, coaxing Alex to spill his sticky seed. "Does it turn you on knowing I'll be full of your cum at the altar?"

Her last question pushed him over the edge. Alex moaned as his balls contracted, propelling his first rope of cum deep inside her leaking snatch. He continued to pump into her, blast after blast of his thick white jizz filling Lindsey's pussy to overflowing.

Alex rested over her body, allowing his cock to leak inside her well used pussy as it shrank. When he finally removed his member, Lindsey's gaping pussy seemed to long for its return, sticky cum coating her obscenely. A knock at the door broke the spell between them.

"Hair and makeup time for the blushing bride!" Lindsey had no idea so much time had passed since inviting Alex into her dressing room. She scrambled to button her bodysuit at her crotch while pushing Alex off her glistening torso.

"Thank you, Alex," she whispered in his ear before giving him a soft kiss on the lips. "That was a wedding present we will cherish always. I hope you'll consider sharing some of your ummmm... wisdom with me again!"

"I'll be your 'something borrowed' anytime, Linds. Anytime." He opened the door for the hairstylist and was gone as quickly as he had arrived.