Coach Wendy
by alohadave
Copyright© 2025 by alohadave
Erotica Sex Story: A high school coach rooms with two of her players after her room is flooded.
Caution: This Erotica Sex Story contains strong sexual content, including mt/Fa Mult Teenagers Anal Sex Double Penetration .
This collection of stories is set at St. Benedict’s and can be read in any order. Categories will vary from story to story as appropriate.
St Benedict’s is a rich kid boarding school where lost-cause rich kids go to be babysat. They are bad students and grades don’t matter. The teachers and staff are equally bad, with low expectations.
The unofficial motto is: “Where rebels thrive and trouble is the norm”
Wendy opened the door of the bathroom to an inch of water on the floor of her motel room. She had been getting ready for her shower after a blowout game against district champs, Romango High. Her guys had put in a valiant effort, but lost by 3 three runs in the last inning.
She looked around in shock. The roof caved in and water streamed in through the hole. Storm clouds showed through the hole.
Everything she had was completely soaked from the rain streaming in. Her bag with all her clothes was under the pile of rubble. The bed was destroyed. Even if it too wasn’t soaking wet, it wasn’t supporting anyone now.
Even her phone was soaked. It wouldn’t power on at all.
Two of her players, Bob and Roger rushed over to her room and looked in.
“Hey guys, I seem to have a little water in my room,” she said sardonically. “Everything I have is soaked, my phone is dead, and all I have to wear is this towel.”
They looked at her, wrapped in the chintzy motel towel. Her 6-foot form towered over both of them. It barely covered her. She had to hold the ends together to stop from flashing them. If she moved too fast, she’d be exposed to them.
“Come to our room, Coach, I might have something that’ll fit you,” said Bob, the taller of the two.
“I’ll grab your stuff,” Roger said. He brushed by the coach, to clear away the roof debris.
She followed them as Bob rifled through his bag. “You can try these.”
She took the shirt and shorts and went into their bathroom.
“Jesus, what a mess,” she said to the mirror. She took the shirt and shorts and tried them on.
Bob was a couple inches shorter than his coach, so his shirt rode high, showing several inches of her belly over the top of the shorts. Her B cup breasts would have to go unsupported since her bras were sitting in her room drenched. She wasn’t really worried about that, but her nipples poked through the shirt. She usually wore padded bras to avoid this very situation. Everyone who saw her would know she was braless.
“At least it’s only for a little bit, until I can get a new room.”
They stood when she came out. “Thanks for the clothes, Bob. I’m going to the front desk.”
After she left, Bod said, “Holy shit, Roj, did you see her nips? I had no idea they were that big.”
“I know, right? Fucking awesome. Sucks about all her stuff, but worth it for how she looked in that towel. She’s got legs up to her neck.”
Roger opened the door for the coach when she knocked. She stomped in, annoyed.
“What’s up coach? Are they putting you in another room?”
“Ugh, no!” She paced back and forth. “They are all booked up and don’t have any open rooms. They called around and no one else has any vacancies nearby either.”
Bob and Roger shared a look. “You can stay here, Coach. We have two queen beds here,” Bob said.
“Yeah, Coach, it’s no problem. We’ll share a bed and you can have Bob’s.” Bob glared at Roger.
She saw Bob’s look and grinned. “You don’t have to do that. Like you said, it’s a queen. Lots of room for two.”
“Are you sure? I don’t mind sharing a bed with Roj.” His face said the opposite though.
“If you can behave yourself, we’ll be fine. I have this to wear to sleep in.” She waved her hand at the ill-fitting clothes. “Before that though I’ll hang up some of it and maybe it’ll be dry by the morning.”
They got her bag and she proceeded to hang her clothes up wherever she could. The bathroom looked like an old washwoman’s room when she was done. Her underwear hung from the line in the shower and her shirts and pants over the rod.
“So, guys, what did you have planned for tonight?” She asked when she finished hanging.
“You’re pretty much looking at it,” Roger said, laid on his bed, TV on.
“Really guys? Young studs like you were just going to sit around and watch TV? That’s not very much fun.”
“Pfft, I don’t know about stud,” Bob said.
“Come on, I know you guys have fans. I see them in the stands during home games,” she said. “You’re telling me that you haven’t had some groupie action?”
Bob blushed, and looked down. “Coach, Bob is like really shy around girls. He couldn’t close the deal if his life depended on it.” Roger laughed at his friend’s discomfort. “Me? I do just fine with the ladies.”
“Roger, that’s not nice.” To Bob, she said, “You are a good-looking guy, you just need to practice. I have an idea, how about you practice on me.”
“On you? What do you mean?” Bob asked.
“I’ll be your practice dummy.”
In the shower, Wendy thought about Bob’s bumbling practice at flirting. She smiled at his awkward attempts. He was sweet, but almost terminally shy. It was curious how confident he was on the field, but he couldn’t talk to a woman. Roger on the other hand, he was a shameless flirt. He knew how to talk to women, and didn’t hesitate to do so.
As she soaped up her body, she thought about her missed chance to play with herself. She had planned on a quiet night in her room reading some erotica from her favorite site, but she couldn’t do that with her phone dead, and certainly not in the same room as them.
It had been a few months since she’d been with a man to take care of her needs, so she took her pleasure in her own hands, and vibrator. She thought of her little waterproof vibrator sitting at home. Tomorrow night she’d be home and could take care of herself then. Until then, she’d just have to do without.
She emerged from the bathroom drying her short hair. Back in her borrowed clothes, her nipples poking through the material. Neither of the boys missed that fact.
“Okay guys, we should get some sleep. It’s been a stressful day all around.”
Bob was already under the covers, and she got in facing away from him. She was asleep not long after the lights went out.
Wendy woke up with Bob pressed up behind her. His hand squeezed her breast under the shirt.
“Bob,” she whispered. “Hmm,” he moaned against her back.
Then she felt him press against her butt. He was hard and pushed up against her.
His hand squeezed her breast, her nipple between his fingers. When he pinched her nipple, it sent shocks directly to her pussy. Her body loved having her nipples played with, it was a surefire way to get her wet and ready for fucking.
He pulled her shorts down, ass exposed. A jerk of his hips pushed his cock between her thighs. It felt like she could feel his heat through her pussy lips.
She lifted her leg to help him and for better access. After he shifted, his cockhead pressed against her lips. She just had time to spread her lips when he pushed forward and drove into her.
She gasped. While she was excited, he entered her dry, and the friction was uncomfortable. Each push coated him with more of her juices and after a while his cock was fully lubricated by her pussy, and slid in easily.
“Hmm, Bob, that feels good.”
He whispered, “Your pussy is so tight, Wendy. I feel you squeezing me.”
“Keep doing that.”
He fucked her slowly, pushing into her, and dragging himself out, until just the tip remained inside her juicy wet pussy.
They continued for a while, languidly fucking, but her excitement was building. She didn’t want to wake Roger.
“Fuck me, Bob. Make me cum on your hard, fucking cock.”
He sped up, jackrabbiting in her pussy. His long cock filled her.
Her moans increased, growing louder, until she heard Roger shifting. Wendy tried to hold her moans, but Bob kept sliding his cock in and out.
He got out of his bed and walked over, standing over her and Bob.
“Well, well, well, what do we have here?” He pulled his shorts down to reveal his cock to her.
“Holy shit Roger, what the hell is that?” She asked. She’d never seen a dick that thick before, it looked like a soda can.
He chuckled, and knelt on the bed so his monster cock was right in front of her face. He pulled her to his crotch so she could take him in her mouth.
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