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The Initiation - Drew's Side (first half of story)

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By *lscmnmytng OP   Man
over a year ago

J13 of the M5

“So Simone, we need some fresh blood for this weekend’s Soiree, any thoughts?”

Gary quizzed his wife over the kitchen table at breakfast on Tuesday morning.

Simone met his glance with a wry smile and Gary knew she had her eye on someone.

“I was thinking”, she said, “Tina and Drew from the gym seem all set to take their relationship to the next level”.

“Are you sure they are ready? They have only been together for just over a month.” Gary wasn’t so sure.

The four friends had a competition going in the gym as they had bonded on the air bikes. Distances and times were similar to one another and often each of the four would narrowly pip the others to the gold medal position.

Drew and Tina originally didn’t know one another when they joined the gym but Drew and Gary had been close friends since school.

It was Gary who had first noticed Tina checking out Drew’s physique. The guys had been in the showers of the gym changing room when Gary first broached the subject.

“Dude, have you noticed Tina checking you out? I think she is interested. You don’t seem to be in any way helping her out though?”

“Mate, she is flaming hot but I know she would have said something by now.”

“Drew, have you said anything to her? Perhaps she is traditional and wants the guy to make the first move.”

“She is very liberated, we talked the other day about relationships and partners. That was the first time I found out she was single. I saw a ring on one of her fingers and thought she was in a relationship. She told me it belonged to her gran who passed away last year and she wears it as a tribute to her.”

“She is letting you know she is available, key to you making a move”

“You really think so?”

“Give it a go, Drew, if it doesn’t work out and gets awkward, you can always move on to another gym.”

Drew paid more attention the next time he saw Tina. This time he did pick up on the signals. The lip biting, the hair twiddling and the coy smiles – they were all there.

When he finally asked her out she pretended to be shocked just to gauge his reaction, when he backed off she instantly softened and told him. “Don’t be so bloody stupid of course I am interested, where would you like to treat me to our first date?”

Things had moved incredibly quickly and Drew who had been an only child meaning he was shy round women had found Tina to be capable of thinking for herself and taking the lead. On the fourth date when he kissed her outside her apartment and she rubbed herself up against him, it led to an involuntary action which she instantly picked up on. “Little Drew seems to like me!”

Drew had gone bright red, “Sorry couldn’t help it”.

“How many girls have you dated?”

Drew paused, he was 27 years old but other than two university girls and one older woman, a self confessed milf cougar, who controlled all aspects of their relationship, he hadn’t had serious girlfriend in five years. “Three!” He blurted out.

“Well come in and you can tell me all about them.”

That night had been the most interesting of his life thus far. He had no idea what was coming merely five weeks later.

Part Two – Teaching Drew the technique

“Stay humble, Eat Well, Keep fit, Look after yourself and keep your nose clean. Everything will just follow naturally.”

Drew had always looked up to his father. The mantra was his template to being a good kid and hence into being a nice young man. His father had brought him up alone after his mother walked out on the family when he was only 5 years old. Dad’s wandering eye and serious infidelity of wanting the newest, hottest, fit bird on the street had finally been too much for his mum. His Dad had found it so easy to seduce women just by keeping a rock steady six pack that Drew knew he shouldn’t idolise the man but he was his father and the man deserved respect.

His mantra changed slightly in his late teens after one of his school friends saw a weakness in his naivety and made him gamble away his bike and all his saving from his paper round. It had been the only time he saw his Dad fuming with him as Dad taught him a number of lessons on that fateful day.

“Don’t be gullible, never take anyone at face value and always try to spot the scam or the hustler.”

That experience had toughened Drew up but it also made his distant and slightly awkward.

After his two short relationships at University where he graduated with a 2/1 in Sports Science Drew had applied to a national gym chain and worked his way up to Deputy Area Manager. He considered it a busman’s holiday, free membership for life and an ability to make changes whenever he saw issues or means for improvement.

Denise was 15 years his senior and she had approached Drew on an evening of relaxation at one of the gyms, she wasn’t a typical gym user as Denise had some serious curves and a gorgrous hour glass figure she has kept in good shape even with a few stretch marks here and there.

Drew had warned her over showing up to a swim session one evening in one of the smallest bikinis Drew had ever “almost not seen”. She had 42F breasts and the amount of flesh on show had brought complaints from other female gym users. When she agreed to tone down on one condition, that Drew act as her personal trainer for a month he knew he had a fight on his hands.

It was only going to get worse.

They had been doing lengths in the pool and it was approaching closing time. Whilst the other guests were getting out and returning to the changing rooms Denise had continued to swim lengths without stopping. The lifeguard had approached Drew, “Sir, can you deal with that customer, she steadfastly refuses to get out and says she is here with your permission.”

Drew agreed and the lifeguard knocked off for the night.

Denise and he stopped at the shallow end. Drew was really quite angry.

“You are flaunting your friendship with me to cause discomfort to the other guests and take advantage of my staff.”

“What CCTV do you have here?”

“Sorry, what do you mean by that?”

“Anything under water?” she had a very naughty look in her eye.

“We ensure the safety of our guests without intruding on their privacy”, Drew was getting worked up.

“If any of your friends ask you how you would describe me what would you say?”

“What has that got to do with anything?”

“Nothing, I just want to know.”

“Alright, I suppose and incredibly yummy mummy”

She took his hand and placed it between her legs pulling her swimsuit to one side and making him touch her intimately. “I am wetter than an otter’s pocket and if I am yummy perhaps you should feast on me”.

And so began the most torrid five months of Drew’s twenty something years. He was broken in, used, abused, drained and dominated on many occasions. Denise did however have one particular fetish that no matter how hard she tried to make happen with Drew could never quite complete.

Sex with Denise was never dull. It was enlightening and exciting but also condescending, demeaning and in some cases just down right abusive.

Denise used Drew as a piece of meat who was just there to provide her with pleasure, on the rarest occasions she allowed Drew to have intimate penetrative sex with her but he was banned from expressing any interest in her and told if he ever attempted to kiss her she would walk out and he would never see her again.

Drew was her toy her play thing and as such was at her beck and call, she was his mistress and a toy never told his owner how to have fun.

She loved to be brought to orgasm through interactions with her pussy. She had two favourite dildos, one with a very pronounced set of rabbit ears, the other an external high vibration mains powered wand with a ball type end. Often Drew would have to sit there and watch her pleasure herself with either sex toy but without any interaction with her. A lot of the time he was fully clothed and had to sit on his hands. Other times he was allowed to be naked but again his hands had to firmly be beneath his buttocks. It was on the rarest occasion he was allowed to touch himself and still rarer the chance to interact.

There were times however, normally just after playing with her mains powered dildo that Denise would invite Drew over in an attempt to take her somewhere where she had never been before.

“That’s it push two fingers in and curl them back towards yourself, you sound feel a fleshy, bobbly, ridge under your fingers. No, not like that, you know the Kung Fu movies where the fighter who has just been beaten takes a fighting stance once more and uses his fingers to beckon his opponent to come at him again? Do that, right on the rough spot. “

Drew responded accordingly.

“Yessss that’s it, now rub it and using the other hand pat my clit through my pubic mound. You should feel and hear me get very, very wet.”

As Drew followed instructions he did indeed spot the stages that were leading Denise closer to orgasm. This however was where it always stopped. After a couple of minutes of trying to get her to peak she would become frustrated and kick him: Forcing him away from her. She would grab the mains dildo press it against her mound and orgasm almost immediately.

Five months after they met and on roughly the fourteenth unsuccessful attempt Denise had enough. “Why are you always so damn useless?”

“I am trying!”

“Yes you bloody well are, very trying and never successful. Sebastian could always do it to me.”

“Well I am not Sebastian, and I he was so good why aren’t you together?”

“I got bored of him and dumped his ass.”

“Did you do the same to him as you did to me?”

“Well he was my toy Mark I.”

“Sounds like you miss him though; perhaps he wasn’t just a plaything?”

She stopped dead in her tracks and grabbed her clothes. “You might have something there.” She flew out of the room and Drew never heard from her again.

Part Three

The sun streamed through the Skylight bathing the bedroom is bright warm beams. Drew lay back in bed relaxing his hands brushed the pillow as he placed them fingers interlocked behind his head. It was going to be a good day.

“Don’t get comfortable, Mister Lazy”. She raised up deliberately before slowly lowering herself back down with a very satisfying squelch. She clenched her pelvic muscles and her pussy gave him a very tight squeeze. All the cycling gave her excellent pelvic control.

He yelped as the squeeze may him jump, his cock gave a huge twitch causing her to moan in appreciation.

“I am not going to do all the hard work!”

His hands moved to caress her thighs as she slowly returned to a rhythmic up and down motion on his pelvis. He held her guiding her to a timing where both he and her both moaned with each downward motion. Once the rhythm had been established his hands moved to tease and brush the thimble like nipples on her athletic perky and very pert breasts. He tweaked them making her squeal.

She leaned forward presenting one to his mouth. “Suck it, Stud! You know how much I love it.”

Drew proceeded to switch his attention between his mouth and his thumb and forefinger, taking it in turn to switch the attention between each nipple. Mouth on the right, fingers on the left, then switch and repeat: Alternating back and forth.

Her moves became faster and more frantic, he gripped her tight glutes to guide her into a slightly faster speed, he started thrusting meeting her movement half way and causing her to yelp just like he had a few minutes earlier.

“Fuck, I am going to cum!” It was her. “I am getting so wet again you bloody genius.”

Her thigh muscles began to pulse uncontrollably, grabbing, teasing and milking his rock hard member which was buried inside her to such an overwhelming feeling of pure pleasure. Drew responded, his cock twitching wildly to her tugs.

“Slow down….”

“No, you are going to fill me!”

“Slow down, you minx….. no… fucking slow down!”

“Yes!” she cried out. “That’s it you bastard, fill me”.

Drew had no control she had broken him, he released with a guttural roar. She whooped as she felt him explode inside her before she collapsed forward on top of him kissing him passionately while her pussy milked the last few drops from his now spent erection.

They cuddled for five minutes before she rose to clean herself up.

“Oh fuck, the bed sheets are soaked again. They are absolutely wringing wet. What the hell are we doing?”

This was the fifth time in a fortnight, the washing machine was going to have to be replaced at this rate. They had even considered buying a further three sets of bedding to enable a rapid rotation but the expense was off putting.

“Now don’t get me wrong I loved that but you should have saved yourself a bit, we are going to Simone and Gary’s place tonight, remember?” Drew shook in head in semi disbelief.

“You know I don’t tire that easily, stud. Too much for you? She flirted with him, wiggling her bottom in his direction then slowly bending forward to give him an eyeful.

“Stop that! You know what that does to me.”

“Yes and if I need a little attention it works every time.” She giggled.

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By *untooMan
over a year ago

manchester

Great story

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By *eeBee67Man
over a year ago

Masked and Distant

Fabulous start

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By *lscmnmytng OP   Man
over a year ago

J13 of the M5

Here is the other half of Drew's story

Drew was 15 minutes late for work and had to stay behind to make up for his tardiness.

It was the slowest day of his life. A most amazing start and the promise of something truly special to come, sandwiched with the most tasteless and boring string of meetings regarding, profit and loss, decreased footfall, churn to other providers and a loss of subscriptions.

Drew knew the answer, the equipment in the gyms needed replacing, their competitors were stealing a march with newer, sleaker and better machinery with greater functionality. Invest to recoop, but the area manager and he did not see eye to eye. Greater connectivity, better technology integration with smart apps and competition between friends those were the true answers, but the old man at the top fought him all the way.

Eventually though the pain and suffering was over and he could return back to the apartment where Tina would be waiting for him.

It had been three weeks earlier at the gym that Simone and Gary had approached the two newbies about Fresher Fridays at Simone’s Soirees.

Simone sat on a changing room bench while Tina had changed from her leotard and shorts back into her normal day wear. Tina wore bikini style underwear under the exercise clothing and Simone was very quick to compliment her on the little black numbers.

“Those would go down a storm on Saturday nights!”

“How exactly do you mean? I know you have said your weekends are always your weekly highlights but in what way?”

“Gary and I throw cocktail parties for only our closest friends. We call them Simone’s Soirees. Its couples only and we have drinks, talk about all sorts of things and generally have a little fun along the way.”

“In your underwear?” Tina failed to see where her bikini clothing fit into the conversation.

“Being an adult means doing adult things, you really get to make close and trusted friends if sometimes you hang out together in your underwear. Alcohol and skimpy clothing can really bring out the real person and lead to some very close bonding.”

“How close?”

“Very close!”

“It wouldn’t be for me. I mean Drew and I really like you and Gary but we couldn’t meet up with strangers.”

“We have a five bedroom house, come over on Friday night in a couple of weeks, stay the night, hang around the next day and meet some of our friends. You can go home in the early evening on the Saturday but at least that will break the ice and you can get to meet some of the people we really know and care about.”

“I will have to ask Drew.” Tina was non-committal.

“Drew and Gary have known each other for years; I suspect if Gary invited him over he would be there in a shot.”

When Tina got back to her place after the conversation it wasn’t long before Drew came by to take her out on a date.

As they sat eating pasta at one of Tina’s favourite Italian restaurants the conversation turned to Simone’s invitation.

“Yes, Gary asked me at roughly the same time. I think there must be some prior planning involved there.”

“What did you tell him?”

“I said, we have been getting on really well and I have been to your apartment a few times but its early days for us and I am not especially comfortable about doing a late night drinking party as a couple. I thought you would dismiss it out of hand.”

“Don’t put words in my mouth, Drew, you never know I really might quite enjoy it.”

“Seriously?” he looked at her with incredulity.

“You know what, they are good people and you and Gary knew each other at school didn’t you?”

“He was the vice-captain on the football team, we have been playing together for all of our teens and adult life.”

“We should accept, I like Simone but I feel she is holding something back. I want to know what makes her tick.”

They agreed over a glass of wine before walking back to Tina’s together. When they got there she invited him in.

Drew parked the car in front of Tina’s garage and proceeded to head to the front door. Ringing the doorbell he awaited Tina’s arrival.

She opened the door nervously and invited him in.

He stepped in and gave her a close hug, he could feel her trembling as he held her close.

“I am beginning to regret saying yes now.”

“We will regret it more though if we back out and what message to it send to our friends?” Drew couldn’t believe he was saying these things.

“Yeah, you are right, we can leave whenever we don’t have to stay the night, that’s just a possible scenario, best guess on their part.”

“I never checked the dress code, did you?”

“It’s a bit weird,” Simone said, “treat it like an evening at the gym. Dress casual, it will help us settle.”

“You know Gary said something odd too?”

“He did?”

“Yeah” he said. “Suitable clothing can be provided.”

She shook her head, “Ominous!”

In the end they decided to travel in their gym clothes as suggested and it took Drew about 20 minutes to drive out into the well to do area of town where their friends had their rather expansive detached house with double garage and drive way for 5 cars.

They turned up on the stroke of 9pm as arranged. Gary met them at the front door in his gym attire.

Simone was nowhere in sight but they were escorted through to the sitting room and presented with a glass of bubbly each.

“Welcome to Fresher Friday”. Gary toasted the couple. “The theme tonight is Spa Relaxation.”

He escorted the couple through the house out through the double French doors and onto the patio.

Simone sat in an eight person hot tub, glass of bubbly in hand and invited everyone to join her.

The newbies looked at one another before Tina finally spoke, “We don’t have our swimming costumes.”

Simone waded to the side of the spa before partially standing and revealing her exposed breasts. “It’s perfectly private here, you don’t need them.”

“All good parties start and end in the hot tub!” Simone leant over the edge of the tub her breasts pressed beneath her. She glanced around to gauge the reactions, “Drew should be the only one shocked, hubby has seen them thousands of times and Tina and I change at the gym very frequently in front of one another”.

Tina however was just as shocked as Drew.

“Now that I was not expecting, I must have mis-judged you, Tina. I am sorry.”

Tina came to her senses, “I was not expecting to see you in a state of undress, particularly in front of my boyfriend.”

Drew pinched her bottom, “Boyfriend huh? You know that’s the first time you ever acknowledged that?”

“I am not into labels, sometimes though these things carry more weight when there is shock value attached. I will get you back for that pinch later.”

“Promises, promises,” Drew laughed and gave her a hug.

Simone continued, “I gave you enough hints that Gary and I had an alternative lifestyle to the Vanilla beige existence.”

“I am not naïve, Simone. I know you are bi, you have lingered on my body a little too long in the changing rooms on a number of occasions.” Tina slapped Drew’s backside causing him to yelp with pain and surprise. “Told you so! Were n’t expecting that so quickly!”

“Come over here, Tina.” Simone beckoned her over.

Tina approached cautiously.

“I should like to kiss you, Tina. I know Gary likes to watch me kiss women, perhaps Drew would like it too. Assuming you are ok with it?”

“I have never been with another woman before and to be honest I love cock!”

“You should never limit yourself, always keep your options open. Are you saying you never would kiss anyone you found attractive regardless of gender and where mutually acceptable?”

“I have never really thought of women in that way. I can see the attraction but never had the inkling.”

“Guys enjoy the spectacle of two women, like I said Gary and I have often shared pillow talk of how excited he was watching me interact with women. Should we ask Drew?”

“I know what he will say, ok for the guys.”

The ladies shared a slow lingering kiss which Tina found far more interesting than she thought she would. During the kiss Drew had advanced to get a closer view and was now fondling Tina’s hips. Tina pushed her bottom back against his pelvis, wiggling to get his attention.

Gary meanwhile had moved to the steps leading up to the tub and had stripped down to a pair of budgie smugglers. He climbed the steps and perched on the outer rim of the tub looking out at the newbie couple. Simone crossed the tub and rubbed his shoulders as he addressed Drew.

“Do you mind if I get naked in front of your girly friend?” It was Gary’s normal friendly mocking style that he had used to tease the more naïve Drew for the last 15 years. “There is plenty of room in there for the four of us and I know we would all have a fabulous time.”

He stood to get in but before either Drew or Tina had a chance to speak Simone yanked his underwear down revealing a semi excited penis.

Drew moved to cover Tina’s eyes but she swatted his hands away.

“You two have very similar physiques, Drew.” Tina lingered a little as she admired Gary’s body.

“Prove it, Drew!” Simone goaded him.

Drew went to ask Tina her opinion but she already had her hands on him undoing his clothing. She proceeded to strip Drew to a loose set of boxers he was wearing.

Simone booed, “Cant see your tight arse in those!”

Tina leaned in and whispered something in Drew’s ear. He nodded and started to strip her down to her underwear too. Gary had slipped into the hot tub and was standing in front of Simone in order to get the best vantage point. He moaned as Simone reached around him and fondled him under the water.

Tina span Drew around so he faced her but with his back to the tub and the other couple, with one swift motion his boxers were on the floor and Simone got the view of his backside she has requested.

“Woohoo very tight, then again I knew it was from the time we share on the airbikes. Its my turn now though, Tina has seen Gary naked. What do I get?”

Drew turned slowly but as he did, Tina preserved his modesty by reaching round in front of him and used her hands to shield his cock.

“That wont work for very long will it Gary? Suck my boobies.” Gary stepped aside again and began to lick, nibble and suck on Simone’s hardening nipples.

It was all too much for Drew who hardened up in Tina’s hands so in the end she was delivering him a gentle hand job.

Simone was firm and unapologetic, “Tina, join the rest of us and get you and that “stud” of yours into this tub.”

Drew looked at her with mock anger, “What have you been telling her?”

“Only the good bits, now strip me, stud!” Drew wasted no time and did as instructed they then both climbed into the spa.

After 15 minutes in the hot tub Simone suggested they all got out, in order to cool down and let their bodies recover from the high temperatures. “I will go grab us all a robe.”

As she rose from her spot and passed right in front of Drew he saw her from the waist down for the first time. He immediately went bright red.

Gary laughed, “you wait until we get back in here if a little flash has that reaction on you.” He followed Simone out and down the steps.

Tina stopped Drew as he went to follow. “This making me so bloody horny!”

Drew replied, “I think that’s the idea, I mean just look at me.” His cock stood tall and proud and waved back and forth right in front of Tina.

She didn’t know what came over her but a few seconds later he was in her mouth and she was gently stroking it while tickling his balls. Gary came back with the robes, wondering what had happened to the newbies and swiftly called Simone for her to view the unfolding events.

With everyone watching it all became a little too much for Drew, he threw his head back moaned and filled Tina’s mouth with his ejaculate.

They sat on the sofa in their robes discussing Gary and Simone’s alternative take on life.

Simone briefed them of the sort of events they could see on a Saturday night but explained that they themselves were a soft swing couple.

The distinction was lost on Drew and Tina.

“Let me explain, penetrative intercourse with the penis is out of bounds below the waist outside of your own partner. Fingers, tongues, toys, they are ok but sexual congress is outlawed.”

“So Gary could touch me up, kiss me intimately, give and receive oral but couldn’t fuck me?” Tina didn’t believe what she was saying.

“Spot On!” Gary smiled at her.

“And do all of the couples on a Saturday keep to those rules?” Drew was confused. “Surely that lifestyle is about no holds barred?”

Simone clarified, “We impose strict rules, everything has to be consentual, we use code words for cease and desist and everyone has to follow agreed boundaries before any PLAY. Otherwise everyone stops, everyone goes home and we don’t invite back anyone who breaks the rules. Gary has friends in high places so we are confident for our safety and the security here is top notch. As long as everyone agrees however they can define how far everyone goes, full swap and kinky sex is permissible between all parties by agreement only.”

Tina shook her head, “we really like you two. That is however a step too far for me and I think Drew.”

Drew nodded in agreement.

“I cant believe I gave Drew a BJ in front of you both. I just got carried away.” Drew held Tina’s hand in reassurance.

“These things are often impulsive spur of the moment happenings, hence why boundaries and rules are best talked about before anything happens.” Simone rubbed Gary’s pelvis.

Gary parted his robe to reveal his hardening member, Simone twisted in her seat and popped it in her mouth. Gary opened her robe in response and fondled her breasts.

Simone stopped and winked at them, “It was only fair and you can see how much fun impulse can be.”

“You cant leave him like that, “Drew admonished Simone.

“I don’t intend to,” she put her hand down between her legs gently moistening herself. “The most interesting thing about soft swing is it gives you an excellent vantage point voyeuristically.” Simone grasped Gary’s cock and straddled him facing towards the newbies. She slid down him her pussy parting as he entered her. “This one is called Reverse Cowgirl”.

“Oh fuck Drew that is so hot, I just flooded.” Tina dispensed with her robe and touched herself in front of the others.

Gary held his wife hips as he controlled the speed with which she moved up and down on his erection. Slow thrusts were so much more explicit in their viewing. “It is just so easily copied too.”

Tina parted Drew’s robe to reveal that he too was erect. She also moistened herself then replicated the display in assuming reverse cowgirl on Drew.

Drew fondled her tits making her nipples stand out just as they had that very morning.

As she moved up and down on his cock suddenly things were brought to an abrupt hold.

“STOP!” exclaimed Gary. “This has to be taken back to the hot tub. I need to ask a very personal question as I have a theory”.

They dispensed with the robes and all went out naked onto the patio decking.

“Have you two been making your bed sheets moist?” Gary was deadly serious.

“She isn’t, is she?” Simone was intrigued.

Tina blushed, “Not just moist they are often soaked and I don’t know why. My pussy feels drenched”.

Simone took over and placed Tina on the side of the hot tub. “This can be a bit graphic but its best you find out now.”

It suddenly dawned on Drew, “G-Spot stimulation?”

“I bet it’s that beautiful cock of yours, hun.” Simone complimented Drew. “You must be just the right size in certain positions”.

Tina cried out, “Will someone just tell me what the fuck you are talking about?”

Drew stopped her, “Well there is this technique but you need to trust me, part your legs and lean back.” He went down on her kissing, licking and even sucking her swollen little clit as he placed his hand and fingers into her. Cupping his palm and bringing two fingers to bear on a little ridge. He proceeded to pat firmly with the other hand on the top of her pubic mound.

Tina screamed with pleasure and seconds later……

(The End…. For now!)

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By *torm in a G cupWoman
over a year ago

Land of the Long White Cloud

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By *opilotMan
over a year ago

Heathrow

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By *lscmnmytng OP   Man
over a year ago

J13 of the M5

Bumped for a very pretty lady

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