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Sidney Porter Trans Werewolf

My stories and characters exist in my head, but there might be real life inspirations for them. Who knows?

Anyways, here is my latest offering.

~

Sydney Porter was a beautiful man. And at the age of 60 he looked closer to 28, due in part to eating just about anything he wanted in moderation, and frequently power walking two to three miles along the streets of the housing development he lived in. In fact he could've probably looked 23, but well, that would've required more self discipline than he was interested in.

That's what he tells everybody, but he knows being a werewolf is the thing that has neutralized the aging process for him.

~

Speaking of age; Sidney recently received an invitation to his 42nd class reunion. He trashed it and forgot about it until an email arrived in his mailbox a few weeks later listing the people who had committed to attending.

Reading some of the names gave him pause, but there was one person on the list he particularly wanted to see. "It'll be fun to see Maya's face when she sees me now," he thought.

So he responded to the invitation, and then booked a room at one of the three hotels in his small hometown.

~

One month later;

Sidney drove his black on tan convertible sports car along highway 23. It was amazing how little the scenery had changed since he'd first ridden this road a half a century ago. While the unending miles of pine tree lined pavement looked the same, much had changed for the species he was now a part of. When he was first turned he was warned that no one could ever be allowed to know about them. Back then werewolves were commonly considered to be monsters. There are still humans who feel that way now, but they're in the minority.

Nowadays the area is famous for being the home of the Gumswamp Creek pack, and the Madame Alpha Juliana Macon, chair of the Southeastern Werewolf Council. A few miles to the west is the Ocmulgee River pack, and their Alpha Dub Steppe.

As he drove along with his car's top down, Sidney occasionally caught a whiff of werewolf, and more than a few times a wolf's scent made his wolf's pussy moisten or his cock throb with interest. That was one of the fun things about being a transgender werewolf. For his human was male, but his wolf was female.

Roughly forty five minutes later he drove into town a day before the festivities were to start. After checking into his hotel room, he freshened up then put on a loose fitting linen shorts set. He then walked the streets of the small downtown area greeting people warmly, smiling often, and generally being of good cheer. The reactions by men to his beautiful, well groomed, and neatly put together appearance tickled him. Many of them tried to discreetly look at him a second time. Many women blushed outright when he made eye contact with them.

The next day he went to the class reunion picnic. He looked so much younger than any of his former classmates he told them he was the son of a boy they'd graduated with also named Sidney. It was very satisfying to him to pass as an attractive twenty something year old man, when in reality he was the boy many of them had grown up with.

~

That evening in the banquet hall parking lot;

Having had his fill of mingling with old classmates who didn't recognize him while he was at the picnic, Sidney timed his arrival at the main event of the reunion so as to miss the social hour that took place before the meal was served. He took a gulp of brown liquor from a flask he'd stashed in the breast pocket of his sportcoat before going inside.

Dinner was about to be served when he walked into the banquet hall and immediately smelled the unmistakable musk of a male werewolf. After receiving his name-tag he scanned the room looking for the source of the scent.

Sidney's former fuckbuddy Maya was making little talk with her table mates when she felt a hand on her shoulder. When she turned around and saw the person standing there her breath caught in her throat.

She instantly recognized the tall slender man as being her special friend from a long time ago, even though he still looked like a young man now. "Is this seat taken?" asked Sidney, motioning to the empty chair beside Maya.

Maya's jaw had dropped open. She couldn't speak for a moment. She even sobered up a little.

Sidney smiled and then spoke with an elegant voice albeit a bit husky. "Hi, I'm Sidney. Remember me?" he asked as he sat next to Maya.

Once he was seated he introduced himself to each of the people at the table while also scenting them. "I'm Sidney Porter" he said, before turning his attention back to Maya. The scent of a male werewolf was definitely coming from her.

Maya still hadn't spoken, but she continued to look Sidney up and down. Her thoughts went back to the last time she'd seen him thirty seven years ago.

Sedrick's job transferred him to the west coast and they hadn't seen or heard from each other since. He'd obviously had some work done to feminize his face. The bald head he sported along with his clean shaven look suited him well. Maya could see he used a hint of eyeliner, and he obviously took good care of his skin. If she were honest, Sidney was the best looking woman in the place even though he was a man.

When Maya's eyes panned down to Sidney's crotch he grinned mischievously at her, then leaned closer and said, "Its still there and it still works."

Maya's eyes widened and then she laughed. "You could always make me laugh Sidney Porter," she said. And then she frowned before asking the obvious questions. "How do you look so beautiful and still look like a man?"

Sidney spoke softly when he responded saying, "Well you know I always had another side to me. I decided to own my truth and present myself to the world the way I feel inside. I'm a man, but I'm effeminate.

The part that he'd left out about his truth was that while he presented as a pretty male in his human, his wolf was female.

"I never thought about that. I always thought you could possibly, you know, be gay." said Maya

"No, I was never gay," responded Sidney. "Its more complicated than that. In fact I didn't know who I was until I got the nerve to experiment with the presentation of myself."

"Ok, I guess I can understand that," said Maya. She then let her eyes roam over Sidney from head to toe again before saying, "I'll give it to you, you're a nice looking man that anybody could be attracted to. But how have you stayed so young while the rest of us look like old folks?"

Before he answered, Sidney subtly glanced to his left and right before leaning in a little closer to Maya. Having already scented werewolf musk on her, he decided to tell her the truth. "You remember how I used to make my dick grow big like you liked it when we had sex right? Well um, I know you're not going to believe me, but the reason I was able to do that was because I'm a werewolf."

"What?" asked Maya, with a confused look on her face. "What are you talking about?" She was gazing into Sidneys eyes now as though he was nuts.

"You remember those rumours that were going around when we were in highschool don't you?" asked Sidney. "You know the talk about the Harris family being werewolves."

"Yes, of course I do," responded Maya. "I'm pretty sure everyone around here at that time heard about them.

"What do they have to do with anything?"

"One of their friends bit me," said Sidney. "That's how I became a werewolf."

"Bit you?" asked Maya. "Who bit you?"

"One of the werewolves from the Harris pack," responded Sidney.

"When did it happen?" asked Maya, still looking skeptical.

"During senior year," replied Sidney.

"Were you a werewolf when we were hooking up," asked Maya.

"No, not at first, but later on I was. At first all I was able to do was to make my dick get bigger by imagining I was a wolf like you suggested."

"You know, I always wondered how you knew I'd be able to do that," he asked while keeping an eyebrow raised for a long moment.

"I don't know what you're talking about, " responded Maya. "I think I need another drink after hearing that." She laughed. Then she stopped asking questions, hoping Sidney would let it go for now.

The truth was, she'd known the rumors about the Harris family being werewolves was true. It was the summer after she'd graduated from high school when she found out. She'd found a wolf playing in the woods near her family's home and befriended him. He was playful and very smart. She thought it was cute the way he'd try to mount her and wrestle her to the ground.

She'd known him for a couple of weeks on the day they were in the woods and she needed to pee. She giggled and told the wolf he was a naughty boy for watching her. He behaved until she was done, then he jumped on her and tried to mount her before she could pull her shorts up. She wasn't afraid because the wolf was her friend. In fact she was actually laughing as she tried to pull free, but he was too strong for her.

He grasped her torso with his front legs while the tip of his cock searched for the opening to her sex. His hairy sheath tickled her when it brushed against her bottom, and she could feel the tip of his pre cum soaked cock probing for her entrance every time he'd thrust his hind end. She successfully avoided his attempts at penetrating her for a short time, but she quickly tired from struggling due to his superior strength. Once he was able to hold her still the sensitivehead of his cock found the warm wetness it sought. He then pushed his big cock into her and it began to pistoned in and out of her sex. She tried to struggle again, and told him to stop it, but it was no use. He fucked her until he came.

She knew she should have run away and told someone, but she didn't. To her surprise she wasn't horrified by what had just happened to her. Instead it was quite the opposite, she was aroused by it. The wolf realized that she'd liked what he'd done, so he shifted and made himself known to her.

It turned out that the wolf was actually a boy from the family everyone gossiped about being werewolves. His name was Kenny Harris, she'd had a crush on him for years. He told her that the myth about his family was true. He also told her about the attack on Sidney, and that Sidney didn't know that he would eventually become a werewolf too.

After they finished talking they fucked again, this time in their human. The pack's Alpha forbade fornication between his pack and humans so they had to keep their trysts hidden. For the next few weeks they met in the woods and fucked many times in their human and with Kenny in his wolf. Having him fuck her in his wolf felt so naughty, and the way his huge cock filled her was pure ecstacy.

Their fling ended when the pack suddenly moved away because they feared they were about to be found out. By that point Maya was addicted to werewolf cock, that's when she sought out Sidney and gave him some pussy. She then told him that she'd had a friend who could make his dick bigger by pretending to be a werewolf. Unbeknownst to Sidney, what she really had him doing was causing his dick to change to his hybrid form. They then became fuck buddies all through college until Sidney moved to California. Maya then tracked down her old crush and he's been fucking her off and on with his wolf dick every since.

For the rest of the evening she debated whether she should come clean and tell Sidney everything.

~

An hour later In the parking lot of the community center, Maya had made her decision.

"Can you believe they only had the banquet hall booked until 11 pm? I guess things don't change much here in Bug Tussle," said Sidney with a laugh.

Maya laughed too. "I'd forgotten we used to call it that," she said.

"Well, I guess I'll head back to my hotel," said Sidney. He then looked into Maya's eyes. "If I know you, you're staying at your sister's place."

Whether Sidney's comment was an invitation or not Maya took it as one. "I can text her and tell her I'm with you." she said suggestively.

When they walked into Sidney's hotel room Maya exhaled deeply and said, "Remember when we use to check into that little motor court and fuck like rabbits?"

"Yeah I do," replied Sidney with a laugh as he took off his jacket and hung it in the closet. "Make yourself comfortable. I have a bottle of brandy if you'd like a drink."

It was at that point when he noticed how Maya was looking at him. "What is it? Why are you looking at me like that?" asked Sidney.

"You look so good, I want to see what you look like naked." said Maya, now sitting on the bed.

Being that he'd become somewhat of an exhibitionist since owning his femme side, Sidney eagerly stripped down to his bikini briefs while never taking his eyes off of Maya. "So what do you think?" asked Sidney as he struck a pose.

"I like you like this. You look like the person I always thought you were," replied Maya.Then she stood up and said, "Would you unzip me? I'm warning you, I've gained thirty pounds since you last saw me, so don't be shocked."

Moments later they were standing face to face, each of them in their underthings. "Take my bra off," said Maya, in an aggressive tone. Once Sidney had unhooked her bra she tossed it onto a chair. Maya was unaware that her mouth was open and she was licking her lips, but she was. Taking a step closer she took one of Sidney's nipples between her thumb and forefinger and began to tweak it.

"When did you start liking men's nipples?" asked Sidney.

"I don't," said Maya between slurps and sucks on Sidney's nipples. "I mean I don't usuallypay attention to them, but I guess I like that you are so much like a woman."

Sidney then sprawled out on the bed, still wearing his bikini briefs "I want to see if your dick is as sexy as it used to be," said Maya.

After hesitatingvfor dramatic effect, Sidney hooked his thumbs into the waistband of his briefs before sliding them down and then off. Maya almost caught the vapors. "Oh fuck," she exclaimed. "I've heard about women with dicks, but I had no idea... You're a sexy motherfucker Sidney."

She then climbed onto the bed and kneeled beside his waist where she had easy access to kiss, caress, pinch, squeeze, rub and fondle him from head to toe. Throughout her exploration of Sidney's body, she occasionally leaned over and took his cock into her mouth, sucked on it, licked it, and then licked his balls before raising up again.

She repeated the scenario several times before saying, "You know I've always loved your dick don't you?." She then looked around the room, frowned, then bit one end of her bottom lip. "You remember what else I like don't you?" she asked.

"Um, I have an idea," replied Sidney.

"Let me run to the potty first," said Maya.

A minute or so later she walked back into the room. "Come get on the bed on your hands and knees," said Sidney.

"Have you ever seen a werewolf in his hybrid form?" he asked.

Of course Maya had seen a werewolf's hybrid form. As a matter of fact she'd seen one in his wolf too. Not only that, she'd been fucked by a werewolf in both forms. However she didn't respond to his question, instead she said, "Fuck me with that big dick."

Sidney then dimmed the lights and shifted into his hybrid form that looked like a combination of a man and a Siberian Husky. His cock literally doubled in length and thickness. He then plunged his 10 inch tool balls deep into Maya's pussy with one easy push. "Damn girl, who's been getting this poontang?" asked Sidney with a laugh.

"Nobody," Maya lied between grunts and groans. "Oh, ah, yes. Oh God, yeah. I haven't been fucked this deep in a long time. Oh yes, tear it up Sidney."

"Mmmm, Maya," moaned Sidney. "Your pussy is still as good as it was back in the day."

The sounds of raw sex filled the room as he slammed his big cock into Maya's gaping love tunnel again, and again, and again.

"It feels good doesn't it girl?"asked Sidney.

"Mmmm," moaned Maya. "Hell yeah. Oh my God Sidney I love what you're doing to me."

"Are you sure some big cock werewolf hasn't been taking care of this pussy for you?" asked Sidney.

"Yes baby," responded Maya. "Give it to me. Oh my god," she exclaimed. "Fuck me with that monster."

Sidney smiled. He'd found his rhythm and the rutting by both of them was serious. It only lasted a few more minutes as Maya milked Sidney's cock with her pussy. Her ministrations soon caused Sidney to begin to pump his hips with more vigor. Moments later he busted his nut and also triggered Maya to release her womanly juices.

Sidney then collapsed onto Maya where they both fell asleep with his knot still lodged in her.

When Sidney woke up he expected Maya to still be there, but surprisingly she was already gone from the hotel room. She'd left a note telling Sidney how good it was to see him and that she enjoyed their time together. She explained that staying the night would've drawn attention that she did not need. She signed it 'your friend Maya'.

Sidney folded the piece of paper and put it in a compartment inside his luggage.

~

A couple of hours later he'd checked out of his hotel and was about to hop into his car when he heard a familiar voice say, "Why are you leaving so soon? You're gonna miss the last event of the reunion weekend this afternoon."

There was no doubt about it, that was Randy's silky smooth voice. Sidney's wolf perked up. "Settle down," said Sidney, before turning around to face Randy with the intention of saying something snarky to him.

But Sidney's words stuck in his throat, and his wolf said, "Oh my Luna, his wolf smells delicious and I bet he's gorgeous too," when they saw that Randy looked as young as Sidney did.

Sidney managed to hide his surprise and said, "I have a two hour drive to Atlanta. I'd rather drive this morning while its cooler outside."

"Its only 9 am, you can talk with me for a few minutes and still get to Atlanta by noon," suggested Randy.

"Sidney I'd love to know what you've been up to since the last time I saw you," he said knowingly.

Sidney cocked his head to the side and looked at him while trying to push his wolf down. "I know we shouldn't go inside with him, " he said to his wolf. But he said yes anyway, then closed his car's door and pressed lock on the key fob.

Randy held the door open as they entered his hotel room. He then motioned toward a chair. "Please have a seat," he offered before sitting down himself.

Sidney was still wary of his wolf's behavior as he shifted in his chair nervously.

"I thought you looked familiar when I saw you yesterday," said Randy. "So I searched your name." He was stroking his chin as he talked.

"I see," responded Sidney. Now wondering where the conversation was going.

"I hope you don't mind that I did that," said Randy, with an uncertain look on his face.

"No, not at all," Sidney assured him. "I have nothing to hide, though I don't advertise my life either."

Truth be told, his wolf was thrilled that Randy had shown an interest in them. Sidney on the other hand wasn't quite sure how to take him. As he'd explained to Maya, he was complicated when it came to his sexuality.

Finally Randy got to the point. "You still look good," he said.

They looked directly at each other, and Sidney said to his wolf, "Oh shit, here he comes," right before Randy stood up, took him by the hand and guided him to stand up too.

"Well," said Randy. "Um, I'm sure you've scented me and you know I'm a werewolf. I know you're a werewolf too, and I know who turned you."

Sidney hesitated for a second then looked at the floor. When he finally spoke his voice was barely above a whisper. "How did you know? I never told anyone about it when I lived here."

"There were a couple of small packs here. The one I belonged to lived in town, and the other one lived in the country," said Randy. "The wolf who attacked you wasn't from our pack. He was an outsider who'd taken up with the Harris pack. The regional werewolf council had him killed after they found out what he'd done to you."
"Why didn't someone from one of the packs help me, or tell me what my life was going to be like?" asked Sidney.

"We were werewolves in this little backwater town," responded Randy. "We couldn't take the chance you'd tell someone about us. We knew we would have been slaughtered without question. Since we knew you wouldn't shift for some time, we spread the word about you to werewolf packs in the city you moved to when you went to college. They agreed to find you and show you the way when it was time."

Both men then sat quietly for a few moments until Randy kind of blurted out, "My wolf wants to make love to your wolf."

Sidney then held his gaze on Randy for a long moment before he spoke. "You know about that too?" he said questioningly.

"The wolf who turned you was transgender," replied Randy. "He said he thought he was doing you a favor by giving you the ability to shift into a female."

After frowning Sidney said, "What in the world made him think he was doing me a favor. I didn't even know anything about transgender back then."

"Werewolves are supernatural creatures with a direct line to Luna the moon goddess. She tells us things," responded Randy with a chuckle. "All of us werewolves knew there was a female inside of you way before you figured it out."

By now Randy's lips were inches away from Sidney's. Realizing it was about to get completely real, Sidney gave control of his human body to his wolf. Right before Randy leaned in for a kiss. Sidney responded by putting both of his arms around Randy's neck, tilting his head to one side and opening his mouth.

They kissed passionately for a very long moment until Sidney broke the kiss and said, "I can take care of you with my mouth if you'd like."

"You can do that if you want to, but I want some pussy," responded Randy. while looking into Sidney's eyes. "Or I should say my wolf wants some of your wolf's pussy."

Sidney exhaled deeply. He would have to process all he'd been told later, but right now his wolf was howling to come forth.

Sidney put his hands on Randy's chest to make him pause while he said something he had to say. "Randy," he said softly, even though he intended to sound strong. "What will this mean for you and me? I mean Is this also about you fucking Sidney, the gay man? Because if it is, that's not who I am."

"Naw, it's not. Its about your feminine essence, and the female wolf inside of you."

His words touched Sidney deeply and Sidney had to exhale to hold himself together. He then kissed Randy lightly on the lips and said, "And this."

Then he kissed him again and said, "Is."

Then he kissed him again and said, "Between." Then he kissed him one last time and said, "Us."

"Oh Luna," Sidney's wolf said to Sidney. "He's wonderful. Let's shift now."

Randy also shifted into a wolf that resembled and oversized German Shepherd.

Sidney's wolf then turned her hind end to Randy's wolf and raised her tail to expose her swollen pussy.

Randy's wolf growled his approval at Sidney's wolf. She looked likea very pretty, slightly larger Siberian Husky.

Sidney's wolf then spread her legs for better balance and waited for Randy's wolf to mount her.

Sidney's wolf hadn't had very many partners or very much sex, therefore she wasn't able to accommodate Randy's wolf's larger than average member right away. But he was patient with her and worked it in slowly. Soon enough he was in to the hilt and fucking her with firm steady strokes.

When it started feeling really good to her she opened her legs wider to give him full access to her sex.

Within minutes Randy's wolf found the rhythm he was looking for and gently pounded her.

Sidney's wolf whimpered as he fucked her well.

And then suddenly Randy's wolf's cock was pistoning in and out of Sydney's wolf's wet sex.

After a satisfactory period of quality fucking Sidney's wolf had quietly cum. When she felt Randy's wolf's knot thicken she knew it was the unmistakable signal of the imminent arrival of his nut. She then began to encourage him. "Oh yes baby I can tell you're close," she said through their lovemaking bond. "Mm, come for me. Fill me up with your nutjuice."

Soon afterwards Randy's wolf howled like an Alpha male, although not nearly as loudly. He'd planted his seed deep inside her and now they were locked together.

A few minutes passed by before his knot subsided and his cock slid out of her. He then collapsed on the floor and shifted. "That was so fucking good," he said.

"You're welcome," joked Sidney as he shifted back to his human and went into the bathroom with his clothes in his hands.

About fifteen minutes later he'd showered and dressed. Randy was still lounging in bed when Sidney came out of the bathroom, leaned over and kissed him on the cheek. "It was really good to see you again," he said. As he let himself out he heard Randy say, "Drive safely."

For the second time that morning Sidney climbed into his car to leave his hometown in route to his home in Atlanta.

~

The drive north on interstate 75 went by in a blur as Sidney replayed the events of the last two days in his head. He'd smelled werewolf on Maya. That cute Randy Morris was a werewolf. Apparently there were still werewolves in and around his hometown and Maya was still getting werewolf dick. Before he knew it he was turning into the street he lived on.
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