Shouldn’t Have Let Yourself Go
Written By spencerwils
It hadn’t even been an hour and Austin was bored. He wasn’t sure what he was thinking, heading to a high school reunion. He was in his early thirties and hadn’t seen any of these people in over a decade. It was probably for the best too.
He’d grown to his height of 6'4" very quickly, but he’d always been gangly in school. Coming to terms with his sexuality just as fast, he often found himself crushing on the rugged athletes. One always caught his eye. Brian was perfect. He was handsome, with thick reddish hair and a muscular physique. Austin wanted to be like him, spending much of his twenties working out and bulking up.
Seeing Brian now was depressing. He’d gone to seed, his shirt doing little to hide the flabby belly pouring over his belt. His formerly defined arms had similarly deteriorated. The hair was on its way out too. Austin kissed any fantasies about bedding him goodbye. Still, there was something unusual that continued to draw his gaze.
Somehow Brian had landed an attractive wife. She looked quite young, with a shapely figure and a trendy blonde haircut, but she wore a name tag marking her for the graduating class from just a few years after Austin’s year. Curious, he wandered over.
Pleasantries were exchanged, with Austin doing his best to ignore what remained of Brian. The wife was friendly and easy to hold a conversation with. When she said her name, Austin realized that he knew her.
“Zoe the cheerleader!” He exclaimed as it came back to him. She’d been a few years younger and attended their prom as Brian’s date. She looked almost exactly the same, aside from developments to her chest.
Something seemed to click in her mind as well. “Wait, aren’t you Austin? Tall, dorky Austin?”
He blushed. “Yeah, that’s me.”
“Wow. You really sprouted…”
She was studying him. He’d come in a tight tank top that emphasized his muscular chest and proudly displayed his chiseled arms. He was used to such attention, not that he didn’t appreciate it.
They talked for some time, thankfully ditching Brian while they caught up. Austin was tired of looking at his shameful husk. Besides, he was enjoying Zoe’s attention. It had been a while since he’d had a guy seriously flirt with him and it was flattering, even coming from a woman. At one point he decided to shoot back a compliment on her own admirable body.
“Are you still gay?” she asked.
“Yeah.”
“What a shame…”
“What’s it matter,” he laughed, “Aren’t you married?”
“Well,” she said, “Yes. But do really think I’m faithful with that slob?”
Austin was surprised to hear her admit to cheating. He wasn’t completely surprised, but still.
“He didn’t used to be like that,” he said, sadly.
“I know,” she replied, “You used to like him.”
He nodded and she smiled.
“Well, you’re looking better than he ever did.”
She glanced around before looking back to him. He was startled when she threw her arms around him. Zoe was around a foot shorter than him and needed to pull herself up to reach his ear.
“If you ever want a taste,” she whispered, “give me a call, babe.”
Austin left the reunion feeling odd. He kept thinking about Zoe’s embrace. It wasn’t just the warmth after a long dry spell. He found himself remembering the feeling of her breasts on his chest.
He jerked off to gay porn as usual that night, eventually having a dream about sex with a fellow muscle stud. The dream man was a lot like Brian if he hadn’t let himself go. It climaxed as Austin jerked while sitting on the man’s chest, slapping his cock on his hairy pecs. But suddenly it wasn’t hairy anymore and the firm muscle felt softer. He looked down and saw a pair of large, feminine tits.
The dreams continued for days until Austin couldn’t take it anymore. He fished up the phone number he’d gotten from Zoe and gave her a call. He asked if they could hang out and continue their conversation. She told him to come over later, mentioning that Brian was away on business.
Austin showed up in the same tank top. As he knocked on the door, he wondered what he was doing. They were just going to talk, right? That’s what he was looking for. The rest of it was all weird dreams.
Zoe answered the door, fully clothed, but with a cleavage-exposing neckline. Austin found himself looking. She invited him in, escorting him to the back end of the house. It was an office that bordered onto the bedroom. He spied the photos as he walked by, seeing images of Brian in various stages of his transformation into a fatass. He still looked attractive in some of them. His attention was soon called away when he felt Zoe hook her hands under his tank top.
“What are you…” he began, stopping as his arms reflexively went up to allow her to pull it off.
She tossed the shirt away and began to drool over his sculpted pecs and abs. He didn’t stop her as she reached forward to touch.
“I haven’t been with a man like you in ages,” she said, rubbing her hands all over his muscles.
“Zoe… This isn’t going to work. I’m…”
“Gay, right? Then why can’t you keep your eyes off my tits?”
Austin began to realize that his dick had hardened. It was then that he decided what was happening. It was why he came.
His muscled arms reached past her smaller ones and tore open her shirt. She wasn’t wearing a bra and her breasts burst out. He began to fondle them, squeeze them, imagining his cock between them.
Before he could go any further, she gently pushed him back towards an office chair. He sat in it, slumping down as she stood back and began to sensually disrobe. Soon she stood naked before him. He was used to the hairy or muscular bodies of men. She was lithe and petite. The only hair on her body was a small patch above her pussy.
Her pussy. He hadn’t thought about that at all. Her tits were no longer on his mind. Sensing this, she walked over and took his thick forearm with both hands. She guided him to her groin. It was so moist. He stuck his fingers in, one after the other, feeling the wetness of her slit. She began to moan as he got the hang of it, fucking her pussy with his fingers while his thumb massaged her clit. Down below, his free hand was beginning to undo his pants.
She stepped away after a particularly loud yelp of pleasure. Turning her back, she walked to the bed. Her ass bounced with every step. Lying on her stomach, she exposed her pink pussy to him and looked back.
“No condoms, gay boy. You’re going to fuck me.”
Austin was ready. Standing, he dropped his pants, pulling off his underwear to let his erection spring free. Before he knew it, he was on her, rubbing the head of his cock all over her soaking pussy. He was going to feel a woman. He slipped inside her. The folds of skin devoured him, the muscles of her vagina pulling him in. They both gasped.
He fucked her, grunting in bliss. Soon she was riding him. He only got harder as he watched her tits bounce. Flipping her into the missionary position, he brought himself down on her with every thrust. Her hands frantically explored his sweating, muscular body as it ruled over her. He suckled her tits, all thoughts of Brian out of his mind. This was his desire now. Tits and pussy. He was the man and she was the woman. He was in control.
Groaning in ecstasy, he felt himself climaxing. He thought about pulling out, but she was holding on. Her hands dug into his rippling back while her legs curled around his meaty ass. He came, shooting inside her.
For around a minute, they lay there, breathing heavily. He was on top, pinning her into the bed. his dick was still inside her. Ever so slowly, he pulled out. She gasped a little, unprepared for the stimulation. She had no idea what was coming.
Sliding down, Austin stuck his unshaved face into her cunt and he got to work. He lapped away at his dessert, bringing Zoe into a whole new world of pleasure. She shrieked, calling his name and pulling his hair. She came at least once before Austin brought his hardened cock to bear again. They fucked again and again he filled her with his sperm.
The next morning, he woke with her curled around him. He had to run, but they promised to see each other again. She told him not to worry about cumming in her.
“Worst case scenario, Brian has been trying for kids,” she joked.
Austin laughed as he went home, quivering with excitement at the world of pussy now open to him. It was about time he expanded his interests… He didn’t really think about Zoe’s joke again until a few weeks later, when word got around that Brian had finally gotten her pregnant.
Austin was at their place within an hour. Brian was out, but Zoe was there. She grinned when she answered the door.
“Looks like Daddy’s home,” she said, patting her belly.
He had her in his arms before she could say anything else. Moments later, they were on the bed, fucking away. They had an hour before Brian came home and Austin was going to enjoy every second of it.