Crush on Coach

by Victor

26 Jun 2023 5450 readers Score 9.6 (59 votes) PDF Mobi ePub Txt


Chapter 2 : Drew

 Drew was so glad he met Colt. It was comforting to know there was another guy out there just like him. Drew found it difficult sometimes to reconcile his redneck, beer guzzling, F150 driving, tough guy persona with how much he loved lingerie and getting fucked hard by other men. He would often hit the gym after getting fuck in lace in order to make himself feel like a man again. He never thought any guy would be turned on seeing a man like Drew, solid 200-pounds of muscle, ripped and smooth, in a pair of stockings and heels. But so far, there were more out there than he thought.

As closeted as he was, one would think he would have a difficult time even trying to find a dude who got into his kink. But all it took was a couple of discreet hook ups with guys he called “lace lovers” to break down his walls and experiment. Drew still dated women from time to time. He was still attracted to them, but he needed a release from playing the female role once in a while. Dating women made him feel more masculine but he always preferred being the woman than dating them. His first time dabbling with lingerie was when he hooked up with this one guy just for sex and found out later the man wanted to see him in panties.

Drew met the guy through a hook up app. The guy was perfect for him. He was tall, broad shoulders and his body was jacked. He was handsome in a GQ way. He was married and on the down low which was also part of Drew’s criteria. He wanted someone who would be discreet and married guys always held up that part of the deal. When they met up at a hotel room, both were pleasantly surprised. Both lived up to their descriptions and their pictures.

“Nice,” the man said. “You’re even better in person.”

Drew nodded with a slight smile. “You are too.” Drew was the strong, silent type especially when he was nervous and gay hook ups made him downright neurotic.

The man shook his head in disbelief. “Shit, I can’t believe YOU’RE a submissive bottom. I mean, damn! You’re a fucking walking wet dream.”

“Yeah, I get that a lot,” Drew mumbled.

Drew smiled slightly, a warm feeling inside from hearing how much the man wanted him. Drew was a tough egg to crack, and it took many conversations on the app before he agreed to meet the man.  Drew had been open, if not guarded, about being middle class and kind of a redneck. To his surprise, the man loved that fact and was even more excited to hook up. The man loved fucking big, muscular, alpha types. That’s why he was immediately happy to see that Drew fit his description. Drew wanted the man to lust for him, so he wore skintight, faded jeans that looked shrink wrapped to his legs and ass, boots, a skintight t-shirt that clung to his pecs and biceps, and a red ball cap pulled down low in the front, dark curls of hair sticking out the back and sides. He was perfect for the man, Drew looked just like a guy who drove a truck and probably had a gunrack in the back window, just the way this particular man liked them.

The introductions and small talk were short-lived as the man wanted to get his dick inside Drew’s muscled ass, and Drew was horny as hell. The man fucked Drew for a good portion of the afternoon. He reveled in how masculine and confident Drew was, his size and demeanor were imposing but the man was a bitch in the sheets. Drew had no qualms about spreading his powerful legs wide open for cock. The man loved to hear Drew’s twangy, deep voice groan and beg for a harder fuck. Drew was a very quiet, gentle giant so the man was elated to hear how verbal Drew could be. The man called him all sorts of names like pussy, cunt, faggot, sissy. Drew reacted favorably to all, especially pussy and sissy. They fucked, Drew took a few loads from the model-handsome man, and they agreed to hook up again soon. The man gave Drew his business card and after 4 hours of fucking, finally learned the man’s name was Nathan.

A week later, they hooked up again, but this time Nathan brought a present. Before they fucked, he handed Drew a small box. Drew opened it and found a pair of black, satin and lace panties. Drew picked it up, ran it through his fingers and loved the soft, silky feeling of the silk panties with lace trim.

“What’s this?” Drew asked holding them up with a confused look.

Nathan chuckled. “What does it look like?”

“Panties,” Drew replied.

“Good boy. Now, put them on.”

Drew raised an eyebrow. “Seriously?”

“Seriously. Put them on, big man,” Nathan stated with a stern look on his face.

“Why?”

“Because I want you too, you jacked up sissy. Don’t make me tell you again,” Nathan enforced his command with an alpha stance.

Drew looked at him and then down at the panties. He liked the way Nathan was speaking to him, he liked the forceful tone. In the outside world, Drew would never let a guy talk to him that way, but in the bedroom, he craved that kind of talk. Drew wanted to please the man. Besides, he did enjoy the feel of the panties. Drew took off his clothes and slid on the panties. It was tricky getting them up past his powerful quads and they were tight against his large muscle ass, but when he looked in the mirror, Drew thought they looked hot as fuck.

“Oh, fuck yeah,” Nathan growled from a chair in the corner. His hand palming his growing cock in his suit pants. “Keep the ball cap on. I like the contrast.”

Drew turned to him, looked down at his panties and then back to Nathan. “You really like this?”

Nathan smirked and his eyes were all over Drew’s body. “You look so fucking sexy right now. Look at your body, fucking built and ripped, a work of art, and the contrast with the panties is amazing. You’re a big, masculine sissy boy, Drew. I hit the fucking jackpot with you.”

Drew didn’t know how to feel about that. But he loved seeing Nathan so pleased with him.

“You need to do one more thing, baby.” Drew liked it when Nathan called him baby.  You have too much hair. I want you to make an appointment and get waxed. Everything below the neck. Understand?”

Drew swallowed and nodded. “Ok,” he replied hesitantly.

That day Nathan fucked Drew while he was still in the panties. Drew felt attractive, pretty, feminine and knew it was Nathan who made him feel that way with his strict, alpha demeanor, and the power he had over the bigger muscle hunk. Nathan fucked him in missionary position like a woman, Drew’s legs out and up and it made him feel like a whore, a prostitute, and he loved it.

“You’re a sexy girl,” Nathan would whisper to him. “Such a good girl taking my cock in your tight pussy.”

Drew felt the man’s cock pump like a piston inside his hole. It was the greatest feeling he’d ever known. In a breathless, deep baritone voice Drew begged for more. “Fuck me, Nathan. You make my panties so wet. I want to be your girl, Nathan. Need you to cum inside of me, Nathan.”

“You’re my girl, baby. Your pussy is so fucking tight, sweetie. You’re such a sexy girl. My big tough sexy girl.”

The next time they hooked up, Nathan brought him another pair of panties and a thong. The next time after that, Nathan brought him a pair of black fishnet thigh-high stockings. Drew found he very much liked the stockings as they made his muscular legs look streamlined. He liked the sensation of the stockings sliding over his smooth, slick legs. Nathan added a garter belt, a corset and heels, and Drew was officially obsessed with lingerie. He now sought out men like Nathan who could fulfill his need to be dressed up and fucked like a bitch.

Nathan hooked Drew up with another closeted married man. This man was even more forceful than Nathan and purchased Drew a whole wardrobe of lingerie.  Drew had to install a whole other closet for his new fetish. It was a hidden closet as he didn’t want anyone to find out. The man passed him off to another who fancied Drew with lipstick and eye makeup. The additions only made Drew’s rugged, chiseled face look more defined and sexy. It was almost impossible to make Drew look passable but then, he didn’t want to be.

This led him to meeting Colt. Drew was told by Nathan to attend a sex party where he could meet other like-minded men. When he arrived, he saw a lot of the men he’d had sex with along with a few others he hadn’t met. He also noticed a couple of guys hanging out together in the corner with drinks. They were very collegiate looking like football or lacrosse players; handsome faces and their bodies were swole. And each was wearing a whole outfit of panties, garter belts, stockings, stilettoes and matching bras so the two could show off their abs.

Nathan approached Drew with a smile on his face. “There’s my big, macho muscle man. We heard your truck pull up. So butch,” he said sarcastically. Drew shrugged shyly and blushed. Then Nathan gestured down a hallway and said, “Go into the bedroom at the end of the hall, baby. You’ll find your outfit for the night. And take the boys with you. They’ll help you get dressed.” He turned to the other two muscular sissies. “Colt, Justin, go with Drew and help him get dressed.

“Yes, Sir,” they both replied. They led Drew back to a massive bedroom with an even bigger bath.

“I’m Colt,” said Colt reaching out to shake hands. “This is Justin.”

“Hey,” Justin said bluntly.

“Is this your first lace party?” Colt asked as he watched Drew undress.

Drew cleared his throat and nervously replied, “Uh... yeah.”

“Cool. It’s not bad. You’ll like it,” Colt stated. “The guys are all hot so that’s good.”

Justin perked up at seeing Drew’s naked body. “Bro, you are all kinds of yoked.”

“Thanks,” Drew said timidly. He took a second to check out the two muscle boys with him. He was impressed with their bodies and their attitudes. Not many guys are ok with being party favors for a group of gay men.  

“Looks like you’re in all red tonight. Sexy,” Colt said handing Drew a red silk thong. Colt was dressed in pink and Justin in white. Drew couldn’t help but take in the two boy’s bodies again. They were ripped, pumped, tan and smooth just like him. Colt was handsome as fuck and Justin was boy-next-door cute. He could see why dude’s like them. Hell, Drew wouldn’t mind taking a spin with them a couple of times, but he was sure both of them were bottoms. Drew has fucked guys before, but it wasn’t as satisfying.

Drew sat down on the bed and slid on the red, micro-fishnet, thigh-high stockings.

“Bro, those are sexy as fuck on you,” Justin commented.

Colt nodded. “He’s right, bro. You’re gonna make us look bad,” he said with a grin.

Drew smiled, taking in the compliments from his fellow muscled sissies. “I don’t think you two have anything to worry about.”

Drew stood and Colt helped him get into the red silk bra. The bra was made for guys with wide backs and broad shoulders. It fit snug over his pecs, showing his cleavage. Justin helped him attach the garter belt to the stockings. Then Drew stepped into the red satin stilettoes which elevated his height 4 inches. He looked in the mirror and a tall, musclebound stud looked back dressed in sexy, feminine, red, satin lingerie. He was always amazed at how much the feminine attire made his muscles look bigger.

“All done, you sexy fuck,” Colt announced.

“Damn,” Drew said looking into the mirror. “You do good work.”

Colt guffawed. “I’ve had a lot of practice.”

“I’ll say,” Justin added. “He should dress hookers.”

“Fuck off, bitch,” Colt said almost as an aside while adjusting his own bra. Drew could tell they were used to ribbing each other and bro-ing it up in their own way. The word bitch flowed easily off their tongues, and Drew had to admit, he kind of liked it. It reminded him of locker room talk.

Justin scoffed. “Bitch, you want to take this outside?” This made Drew raise his eyebrows amused at the prospect of seeing two muscle heads dressed in lingerie, fighting it out in the street.

“No,” Colt said as he primped in the mirror. “I don’t want to tear my stockings.”

“You guys fight like this all the time?” asked Drew.

“Yeah,” replied Colt. “But then he get’s his pussy filled and he’s fine.”

“Whatever,” Justin said. “You look amazing, Drew,” he said adjusting Drew’s garter belt.

“So, how’s this going to go tonight?” asked Drew as he crisscrossed the floor getting used to his new heels.

“Well,” Colt started. “We’ll go out, mingle, maybe serve some drinks.”

“Flirt like hell,” Justin cut in. “You’ve probably had sex with three-quarters of the dudes here. It shouldn’t be too difficult.”

“Huh,” Drew said. He thought about it some more. It’s not like half the guys in the next room haven’t seem him with his legs spread. This could be the start of something great. He shrugged his shoulders and said, “Let’s get this show on the road... bitches.”

 It didn’t take long at all to find all three muscled bottoms on all fours facing each other and the other men taking turns fucking their holes. At first Drew was shy but the fact that he wasn’t alone and thanks to a bottle of poppers shoved in front of his nose, he became very obedient, slutty, and more vocal. He begged and begged to be fucked. All three bottoms kissed and made out while getting ganged. Drew was probably the biggest man in the room, so the fact he was being manhandled by guys half his size was a turn on for him. The highlight of the night was being on his back. He loved to see his muscular legs up in the air, the cords of muscle showing through his stockings, his heels pointed toward to the ceiling. He felt like such a bitch. He always wanted to feel this way. He noticed Colt and Justin enjoying themselves, getting into the scene. Colt was built like a real athlete, seeing his pink stockinged legs in the hair, or wrapped over some guy’s shoulders was mesmerizing. Justin was a real whore. He took on every guy there begging to be bred.

The party went into the wee morning hours. Drew lost count of the loads he’d taken and how many guys fucked him. He just knew he was well filled, satisfied and still horny when the three sluts retired to the bedroom. They all took a shower together, washing the dried cum from their bodies and, of course, taking time to suck each other’s dicks, finger each other and make out. Drew had found two new buddies that he could hang with and talk about his secret life.

When they finished in the shower, they all got dressed into the clothes they arrived in. Drew was amused at the transformations. Colt went from pink lingerie to jeans, Vans, a snug athletic t-shirt, and a ball cap, back to his masculine, jock self. Justin changed into a pair of board shorts, flip flops, and a form fitting, worn out T-shirt. He looked like a frat boy with no clean laundry.

“Can I get your info,” Drew asked them both. “It would be cool to hang, stay in touch.”

The two guys nodded. “Absolutely,” Colt said.

“Yeah, that’s a great idea,” Justin commented.

“Hey, I have some lace that doesn’t fit,” Colt said. “Do you guys want to come over and go through it? And if you guys have stuff you don’t use, maybe we can just trade stuff.”

Drew nodded with a big smile. “Dude, I would love that.”

“Me too,” Justin said.

by Victor

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