Ryan John Sherwood, a young office worker in his late 20s worked his entire life but barely stood out against the crowd. He tried not to be a bother to others, and to never bring strive.
He lived his whole life trying to be perfect. He was the first person in his family to finish high school. He was the first to go to college and university. He was even the first to get a high-paying office job at a big company. He even became their best employee of the month several times in a row. He did all of this but yet, he just felt lonely.
The little friends and family he had were still back home in a completely different country, and he didn't make any friends here in the USA. While everyone was out there partying, having sex and drinking up a storm he was back in the dorms studying in his college and university days.
He remembered his dorm mates, living up life and enjoying their time and still somehow passing. He was too worried about his image and money to even think about doing what they did.
He then thought about the people in the office, they all seem to get along but he never seems to get along with anyone. He knew they all thought of him as a bit of weirdo. He wasn't into drinking or partying and because of that, he was seen as anti-social and just boring. He's just an awkward guy who struggles with small talk. All these things accumulated into basically having a midlife crisis in his late 20s. He wondered things like...
Why does he feel so out of place? Where are the people like him? What was wrong with him? Why isn't he happy? Then the lingering thought rang throughout his mind...
"Maybe because you never had a girlfriend... maybe if you had one person to love you, you wouldn't feel like this..."
He still has his virginity at this age would women even want him, though? He thought about everyone he had spoken to, they all said that women want a man with experience, and he has none. These ideas bounced around in his head for the whole week, creating an echo chamber of crazy thoughts until he arrived at his decision on Friday morning.
Ryan: "That's it..."
Tonight after work, he's going to lose his virginity. He's going to pick up a prostitute and he's going to know how it finally feels to be in a woman. All day at work he was hyping himself up to do it! He couldn't back down now because it didn't feel like something he wanted to do but it felt like something he had to do. His mind told him this was for the betterment of his life.
On his way out the door, he almost felt like he didn't want to leave. Walking out the doors of the company he breathed heavily, he was a complete nervous wreck but that wouldn't stop him.
He got in his beautiful black jeep and drove off. It was a silent drive home. He thought about what if he was seen by anyone at work or even by his boss, what would he do? Should he rent a car to go out there? Nah he'll just go at 2 AM... that should be the right time right?
It felt like the hour drive home was done in the blink of an eye. He wasn't even supposed to go home he was supposed to go to the shop to buy condoms. But whatever, he could do that later...
He pulled up, opened his gate and drove up his driveway, parking in his garage. Getting out of his jeep his mind was still racing with thoughts. Should he wear a mask? Wait, what should he even wear? He was on autopilot as he cooked his dinner and showered after. He was stressed but there's no backing out of this now, his mind told him. This is something you must do. He passed out on his chair watching TV, only waking up around 1:56 AM.
He saw this as a sign of fate. He didn't set an alarm or anything, but yet he woke up at the right time. The sleep did help him calm his nervousness a bit though. It made making this decision a lot easier.
He kept his mind busy while putting on his clothes by trying to come up with the perfect combo. The sweat pants, big football jersey and Nike sliders combo of comfortability. Now that he's ready, he hops in his jeep and drives off.
On his way there, he made sure to blast music in his car to keep his mind quiet. Until he finally arrived in the correct area, a dark street the quiet area of the city.
He pulled in not exactly knowing what to do but, seeing the women standing on each side of the street. Finally being here made his stress and nervousness skyrocket! Oh fuck this is illegal!! What am I doing?! What if someone recognized his jeep? Wait, where are the condoms?
Ryan: (Damn it! I forgot!!)
Knock knock knock
Someone knocked on his window. He jumped out of his seat but quickly tried to compose himself. A lady pressed her face against the window looking in. He puts down his window, thinking she just wants to talk but the crazy lady jumps in through the car window.
???: "Damn it was difficult to find you!"
She says as her bottom half still hangs out the window. Ryan's a bit shocked, is this how it's done? Is the lady supposed to pick him? I mean she's a cute dark-skinned lady, her fashion is a bit weird though. Her makeup was wonderful, with purple sparkling lip gloss and eyeshadow along with her butterfly eyelashes. Her nails were done perfectly, the fiery orange fading into sparkling purple polish on pointed nails.
Her weird fashion though was the cat collar choker around her neck. He looks closer and there's even a paw print pendant that has her name on it. He couldn't really see it because she was moving around a lot, her cat bell earrings jingling around as she struggled.
The more she struggled the more her breasts bounced in her orange crop top sweater. Until her left titty dropped out the bottom of her shirt. Revealing her cat paw print nipple covers.
She looked at him and she could tell he was lost in thought, staring at her...
???: "Aren't you not going to help a lady out?"
He quickly looks away, but like the gentleman that he is. He carefully took her hand as she crawled in. He tried to lead her to the next seat but, she drop her butt in his lap her ponytail smacking him in the face. Before even acknowledging him, she looked around the jeep amazed. Scopping her titty back into her sweater.
She looked around and looked some more, she wondered what kinda man could drive such a big vehicle. She had to stand on the jeep's sidestep to barely see through the window. But now she knew why the car was so big because she recognised that even though she sat in his lap, he still towered over her. He's a bit of a chubby tall guy honestly, he's just big in general.
???: "Uuoo~ Fancy~ And we got a thicc boi in the driver's seat of a big boi truck..."
She says smacking and felling up his meaty thighs.
Ryan: "Ah-"
His voice became shaky as he feels her bubble butt rubbing on his crotch. This seems a bit too fast. He started to realize this maybe wasn't how it was supposed to go. Then he started thinking...
Ryan: (Wait? Difficult to find me?)
She spun around, her black mini tube skirt riding up and her huge breasts pressed up against his chest. She was so short compared to him, but she was soft and warm. The scent of her body drew him into her. There's just something about her vibe that just puts him into a trance.
???: "Hehe~ your so comfy and kinda cute~ But-"
She grabbed his shirt and went in for a sniff, his body being so much bigger than her so she jumped up onto her knees just to smell his neck. Ryan just awkwardly lets it happen, this might be her kink or something. This lady's small but she's an extremely bold woman.
She froze and looked up at him in his eyes dumbfounded but ecstatic. She can almost barely control her joy! But, she went in for a second sniff to make sure she wasn't just smelling the wrong thing. She grips his shirt tighter as they lock eyes. Ryan could see the excitement bursting out of her. No one has ever looked at him like this. It's a bit weird...
???: "OhMyGoshOhMyGoshOhMyGosh! OH MY GOSH!!!"
She said as she sprung out of his lap, standing on the sides of his seat. She hugged his face, burying his face in her breasts. She pulls back again, cupping his cheeks and making his lips pucker.
???: "You are supposed to be rare! What is a male shaman doing just walking around without anyone knowing?!"
Ryan: "Huh-"
???: "Who cares!? I found you that's all that matters, hehehe!"
She excitedly screamed, sitting on his lap wrapping her arms around him and burying her face in his chubby pecs. Her hits sway and bounce up and down in his lap as she cuddles him, and he tries not to get a boner but fails.
???: "I can't believe you're not him!!!"
She freezes, fully understanding what this means...
???: "Wait... you're not him... so he's still out there somewhere... shit!"
She quickly leans out the window and Ryan looks over to see what was it. But he just got a perfect view of her phat bubble butt, her white lingerie panties between her thigh gap. Along with her chubby thighs being choked by her black thigh highs as her thighs and ass jiggled like jello. He lost the fight with himself, his dick wasn't listening and it begins to rise even more.
Ryan: "OH! Ah-"
He looks away, blocking that side of his face from view as he looks into the rearview mirror. A car pulls off speeding down the street in the darkness.
Ryan: "Ummm... miss? Your ummm..."
???: "SHIT!!"
A bizarre-looking large black cat lands on the hood of his jeep scaring the hell out of Ryan. The cat was just there for a moment because just as quickly as it landed it it leapt up over the jeep and gave chase to the car.
???: "Well... I can't just leave you alone here... so I'll have to leave it up to Ritchie..."
She goes to sit back down on his lap, but he catches her before she can. His beast is now raging and it needs time to calm down, but two hands full of ass just made it rage even more. He quickly lifted her up and over, putting her in the passenger seat. Trying to hide his boner to the best of his abilities.
Ryan: "Look lady... What... what are you talking about? What's happening? What do you mean by I'm a Shaman? Who are you looking for? Wha- I- Huh?"
He sighed mentally exhausted, grabbing and resting his head on the steering wheel with his legs folded.
Ryan: (Just my luck to find a crazy lady my first time...)
He thought to himself.
Ryan: "I just wanted to get laid..."
He said unconsciously, dropping his leg and revealing his still-raging dick. The lady glanced over and eventually saw it printing through his sweatpants.
???: "Welllllll~ that could still happen... and I am sorry hon, I was just in the moment now that stuff has calmed down a bit... I realize I left you high and dry..."
She begins rubbing his back.
???: "Come on big guy... How about you we go back to my place... it'll be a lot easier to explain everything when we get there..."
Ryan: "Sure..."
He wasn't planning to do anything with this lady, because he thought she might be under the influence of something. The only thing he thought about doing was getting her home safe because a young lady like her, shouldn't be walking around at night like this.
Ryan: "Alright give me an address..."
???: "It's not too far I'll just point you there."
He starts the jeep turns around, and drives back onto the main road. The road is quiet at this time. He's never been around this area or out at this time before. She led him to a party district, the streets lined with bars and nightclubs. People drinking, lights flashing and music blasting. Inside the jeep though, was even more quiet. He refused to look at her because he could feel her looking at him up and down.
Wendee: "I am Wendee by the way... what's your name, horse boy?"
Ryan: "I'm Ryan... wait horse boy?"
Wendee: "You think you could hide that thing easily? I saw that thang running down your inner thigh~ it almost reached your knees, ehehe!"
His heart felt like it jumped out of his chest! But he kept his eyes on the road. Trying not to show signs of blushing. The jeep went quiet again, for a good 5 minutes. She just stared at him the whole time. She could see him getting more and more nervous and anxious.
Ryan: "..."
Wendee: "..."
Ryan: "..."
Wendee: "..."
Ryan: "..."
Wendee: "I could suck your dick real quick to help you loosen up..."
Ryan: "HM!"
Wendee: "Come on... let me help you release that tension and make those stiff shoulders drop with pleasure~"
Ryan: "I-"
THUMP
A loud thud could be heard in the back seat and they both looked back real quick to see what it was. It was the cat that landed on his hood for a few minutes earlier.
Ryan: "How-"
Wendee: "Ritchie!"
She reached back picking up the large cat. Ryan thinks back on everything, he's pretty sure that cat couldn't have gotten in here normally. There's no way possible way that's a normal cat, right? He glances over at Wendee holding out the cat, berating him with questions.
Wendee: "Did you lose him, Ritchie!? Ritchie LOOK AT ME! I was counting on you, Ritchie!"
Ryan looked over and his eyes met Ritche's so Ryan quickly looked away, putting his eyes back on the road.
Wendee: "Well you know what Ritchie... we have a new male Shaman and he'll help us find that creep... right Ryan?"
Ryan: "Sssuuurrreeeeee..."
She rests the giant cat on her lap, scratching behind his ears and giving him kisses. The cat just stared at Ryan while being pet so an uncomfortably long time. He could feel Ritchie's death glare piercing into him.
Ryan: (That's definitely not a normal cat... there's no way it could be...)
He starts thinking about everything that happened. This cat simply couldn't be explained with reason. He was in the middle of his deep thought until Wendee screamed.
Wendee: "We're here! This is my place!"
Ryan looked up and he couldn't believe his eyes. It's a huge strip club, 3 Floors with a parking lot. He looked up at the sign as its blaring light flickered and flashed. He was too shocked to speak after seeing the sign.
In bright colours, it said the "Ectoplasmic Strip Club" with the symbol of the face of a ghost having an orgasm. He slowly turns looking at Wendee speechless. She just looks proudly back at him, crossing her legs and petting Ritchie.
Wendee: "Well... you wanted to have some fun and an explanation... I could get one of my girls to give you a good time when I explain everything to you~"
Ryan: "You're... a PIMP!?"
Wendee: "I meannnnnnnn... not really... I am a Strip Club Entrepreneur!"
She said giving him a wink and bop on the nose as she gave him a little giggle. He pulls up into the parking lot and parks his jeep. Ryan doesn't believe her and he thinks he might need to go inside and ask if she has friends in there. He hates going into crowded places, but this is to help someone so that doesn't matter.
Ryan: "Ok... stay in the car... I'll be back... I'll go and ask around inside... unless you want to come with me?"
Wendee just realized he thinks she might be crazy so, she proves to him that she isn't. Before he hopped out of the jeep, Ritchie hopped on the dashboard and she crawled sitting on his lap.
Ryan: "Lo-"
Wendee places her finger on his lips. She grabs him by his chin, making him look at Ritchie on the dashboard.
Wendee: "Ritchie, can you leave us alone for a bit?"
Ritchie rolls his eyes, and he leaps phasing through the windshield of the jeep landing on the hood. Now Ryan can't brush it off. This woman might actually be telling the truth. Which means she knows something about himself that he doesn't even know about himself. Is this what was wrong with him? Is this what was missing?
Wendee saw all the disbelief fade from his eyes. She didn't recognize it as pure panic and confusion settled in.
Wendee: "Now, we could go inside and introduce you to my girls.... or I could be selfish and have you all for myself~"
She felt his heart pounding on her breasts as he tensed up. Ryan went into deep thought not even sure how to process everything.
Was that a ghost cat? I am a Shaman? What does that even mean for me? Can I live a normal life now?
There's a lot of emotions and thoughts flying in his head right now and she wanted to help him calm it. She caresses his cheek trying to bring him back to reality.
Wendee: "Ryan... look at me..."
Ryan still couldn't calm down, he even started hyperventilating. This is a lot to take in at once.
Wendee: "You'll be fine ok... and I am sorry... if I knew you were a Shaman this wouldn't be the way I would've approached you..."
It wasn't getting through to him he was too deep in thought. Wendee couldn't find a normal way to calm him down so she steps up the ante. She hugs him, and he feels something weird. It was as if she allowed him to feel her soul itself. He could feel every inch of her body, as well as all her emotions. Her strange pure-hearted pervertedness and her deep desire to help people find themselves. He knew through this hug this woman just wanted what was best for him at heart.
She didn't invade his privacy by connecting his body, only his soul because she purely wanted to help him realize everything was OK. She didn't expect to find so much hurt and loneliness in his soul. He has helped many people all his life, giving and giving not getting anything in return. He tried to live his life as perfectly as possible he expected that with the money the love would come and fill this hole. But now he is left with money no sense of accomplishment and a weird empty feeling. He gave up on his childhood dreams to chase the bag and now that's all he's left with in this country, alone. He had no one to call his own, and he came here tonight to finally maybe find someone to help him fill that hole. She finally understood this was a lot more important to him than just having sex or having fun, and he didn't even realize it.
But just like most shamans if you look deep enough, their desires burst forth. Both of them were enveloped in each other's pure lust and desires.
He hugs her unsuspectingly, forcing her breasts onto his chest. She moaned unconsciously into his ear, not expecting his lust to be this strong. Her whole body now being hyper-sensitive because she's overestimated by his desires. If she knew his soul was this strong she would've planned for it better. He breathed heavily hugging her tighter and tighter.
Wendee: "You know... shamans are naturally very perverted people... you fit right in... hehe~ hm-"
She said blushing, but she felt something thick throb between her thighs rubbing up against her puss. The next words he said made her melt into his arms.
Ryan: "Wendee... my... it's so hard it hurts~ my boxers are so tight... can we just do it here and now?"
He moaned into her ear. She knew she couldn't, this was so much more important to him than he realised. She isn't going to allow him to lose his virginity to someone he just met. She lets go of him and pulls back, tapping his arms...
Wendee: "Ease up so I can see what I am working with~"
Even though he is in this state he never loses control of himself and he lets go without a second thought. He just leans back in his chair looking up at the roof, his forearm resting over his eyes as he pants heavily trying to calm down.
Clearly disconnecting the soul connection didn't work. She thought maybe that would help but the damage was already done.
Wendee: "Oh you poor thing~ I really didn't know this would happen... your soul is just so much more powerful than it seems..."
She can't fuck him that isn't something he'll look back proudly on. He needs to meet a woman he truly loves to be his first, but he is in pain at this point so she could at least do something to ease the pain a bit. She came up with an idea that they both would enjoy.
Wendee: "I now know riding and kissing is off limits... but I could give you a quick handy before we go in~"
Ryan just moaned in agreement. He hasn't fully given in, but that was his lust is starting the talk through him. She placed her hand on his chest, pushing him to push back his seat until he was lying down.
Wendee spun around, sitting on him like he's a saddle on a horse. Her legs spread, hugging his sides as her pussy kiss his stomach. She sat up rubbing her hands in excitement.
Wendee: (Let's see what I am working with!)
Grabbing onto his pants, she slowly slides it down. She pulled down and down and down, her joy slowly turned to confusion then shock.
His dick sprung out, Wendee couldn't believe her eyes. Ryan groaned a sigh of relief and Wendee's ears perked up as her eyes widened with delight. She tried to grasp it with one hand at the base, but her fingers couldn't wrap around it fully so she grabbed it with both hands. She lowered her head, resting her chin on his stomach. The flashing lights on the strip club sign made his cock cast a giant shadow on her face and her back.
She knew he was a big guy but this is ridiculous. She couldn't resist swinging it around a bit, her eyes unconsciously following the tip. The weight, the length, the girth! It felt like swinging a club! A whole damn lethal weapon! Ryan grips onto the seat with all his might. Just the warmth of her hand along with her swinging his dick back and forth made him ready to bust.
Ryan: "ahh~ ahh~ ahh~"
Wendee: "Ryan oh my gosh..."
By her calculations, Ryan packing a 10 inches when on full blast. This has to be because of the soul link now, because of it his body is now always on 110% so maybe he didn't even know he was packing like this. She wanted it so badly but she promised to help him find a woman who he loved, a woman who he trusted with his first time.
Wendee: (But look at it!)
It throbbed like it was ready to burst at any second. Her instinct started taking over as she inched forward, arching her back and resting his cock on her face.
Perverted thoughts race through her mind as her waist sways back and forth. She realized it would be way more fun to watch him destroy some poor soul. She has to find him a woman fast. She props herself up over his dick with one hand gripping his thigh, with the other hand still on his dick.
She begins to pump and Ryan almost busts immediately. His moans and groans only made her go even harder. She leans into her playful desire, leaning over his dick gently breathing on the tip. She was so close yet so far, her lips quivering because she knew she shouldn't.
The smell, the heat and the power! It made her mouth water and tears run down her inner thigh. She stuck her tongue out, letting the drool hang off the tip of her tongue centimetres away from his cock. Completely lost in her perverted thoughts she got snapped out of it by the soft moans and grunts of a man about to bust.
Ryan: "aahh~ ah-"
Wendee: "Hm?"
Ryan: "HUHMM~!"
He erupted! It barely missed Wendee splattering on the roof of his jeep. She looked up as the cum dripped on her face and in her mouth because her tongue was still out. His mind begins to clear and he finally looks down at her.
Wendee swallowed and allowed the cum to drip on her cheek. She licked it off having another taste with sparkles in her eyes, she held her hands out for more. The instant post-nut clarity started to set in and he couldn't even stand to look at himself or her. She literally straddled him, licking his cum out of her hands like a cat drinking milk. This is embarrassing but he could barely move his arms, or his body even.
His body felt weak like he ran 10 miles and then did a full-body workout for 5 hours without a break.
Wendee: "How you feeling now big guy?"
She said as she laid down on top of him, resting her cheek on his chest and listening to his heart.
Ryan: "Tired... embarrassed..."
Rubbing her cheek on his chubby chest, she utters the words he would never expect.
Wendee: "Come work for me."
Ryan: "Huh?"
Wendee: "I'll teach you everything you need to know..."
Ryan: "Sure... whatever..."
He could barely keep his eyes open so the last thing he heard was Wendee giggling as he closed his eyes and drifted off to sleep...