A note from the author: As evidenced by my recent output, I have been Going Through Some Shit regarding my sexuality. Having accepted that pretty much anything will get my dick hard, please enjoy (for the tail end of pride month) my first story of what you may call "regular gay shit." As a straight man; the previous women fucking women, men transformed into women, and men dressed up as women obviously Does Not Count. This may still be borderline "irregular gay shit," as I still had to include a couple of women to Make Him. Also, maybe you'd be surprised how little changed aside from pronouns.
More importantly, thanks to this story: https://www.literotica.com/s/katies-humiliation-1?page=2 for inspiring me. I used it as a model, which is new for me.
*****
Cole arrived at Annie and Mark's place around 7pm. He'd ubered, just in case he drank too much to drive back. How long had it been since he'd needed to uber somewhere? He practically always went to events with his wife, whose refusal to drink meant that she could almost always be DD. But tonight Katie couldn't make it. Something about a stomach bug. So here Cole was at his coworker's house solo.
Cole was 30 years old, tall, crewcut, and with just enough padding that Katie had started joking about his dad bod. He'd worn a pair of gray slacks for the party; and it had been awhile since he'd worn them. They felt a bit tight around the hips and, ah. Other areas. But Katie had looked up queasily from the bed and told him that she liked the way they hugged his cheeks.
"Hi Cole, come on in," said Annie, opening the door. Cole noticed that Annie's gaze lingered below the waist for a moment, before she looked him up and down. Before he could make some quip-- maybe ask if he'd left the barn door open? Annie said, "No cargo shorts, huh? I like it."
Annie turned and walked back into the house, leaving the door open. Cole blushed furiously. Annie ran the front office at Hayward Elementary, where he and most of his other friends worked. She was 26, brunette, and always wore tight dresses that hugged her waist and emphasized her modest breasts just enough to push the lines of professionalism. But it was her huge blue eyes that always left Cole stammering. He thought she hadn't noticed.
He followed her, swallowing hard as he tried not to look at her legs. She was still wearing the dress she'd had on this morning at work. A purple one, more daring than most she wore.
The others were already there when Cole walked in. Becky and Jack, from the second-grade teaching team, were sitting on one of the sofas together, talking and drinking from bottles. Both about Annie's age, the tiny, full-figured blonde sat with her legs crossed facing Jack, leaning towards him intently as he sprawled back with one wiry light brown arm splayed across the back of the sofa. Cole grinned. Good for Jack. Mark-- Annie's fiance, a chef at a big place downtown-- came in from the kitchen, knife in hand and thick forearms exposed by rolled up sleeves. A smile flashed a "hello" in his dark beard, and he quickly returned to his work in the kitchen.
"Do you want a drink?" asked Annie. "Mark won't get you one unless you ask." Cole agreed and took a glass of wine from her. He preferred beer, but he needed something. He took a big drink, trying to shake off the nerves of not having been out in so long. He wanted to call home and check on Katie, but he stopped herself. Soon enough, the wine relaxed him a bit and Cole was laughing along with the rest of the group.
"How about a game of truth or dare?" asked Annie. Cole felt like it was an odd game to play-- everyone was dressed up (or at least in professional work clothes) and eating classy finger food courtesy of Mark, and they were gonna revert to middle school games? They got one of the empty wine bottles to spin and sat in a group on the floor.
The bottle landed on Becky first, and Mark asked "have you ever committed a crime?". Becky blushed a little, and answered that she had once stolen some candy as a kid, but she had been so nervous that she had told her mother immediately afterwards. The group laughed a little and spun again.
The next one landed on Mark, and Becky asked, "is there anyone you have a crush on?" playing into the school game theme. Annie nudged her a little at that, laughing.
"No one but my beautiful fiancee," said Mark. Cole jerked his eyes guiltily off of Annie as Mark spoke, and found Mark watching him with a cocky little grin. The man's brown eyes and broad face were made for amusement. Cole blushed again and resolved to keep his eyes off other people's partners.
This isn't so bad, thought Cole. He was worried that the questions would be too personal. The bottle landed on him. "Have you ever been with more than one girl?" asked Annie.
Cole flushed. "No," he said, "you know I've only been with Katie."
"Yeah, but haven't you ever fantasized about it?" asked Annie. "Wouldn't you love having two girls go down on you at once?"
Cole blushed even harder, "Annie!" he shouted, nervously laughing. "How much have you had to drink?!?" He looked around the group, but no one was coming to his rescue. Jack and Becky had their heads together, apparently giggling over the question. Noses almost touching. And Mark just watched with a bland little smile that turned into a smirk, quickly hidden by his glass when Cole made eye contact with him.
Cole jerked his eyes back to a space just above Annie's forehead, and gabbled a response. "Erm, no, it's not something I have really thought about."
"Liar," said Annie, laughing, "But if you swear it we won't make you drink." Cole paused with his wineglass already halfway to his mouth, having forgotten that particular rule. But then, laughing, he downed half the wine in one gulp.
Annie spun the bottle again and the game continued. The next few questions were innocent enough, and Cole relaxed again, finishing his wine and going for a refill.
The bottle landed on Cole again. This time, Jack asked, "Have you ever done anal?"
Cole almost spat his drink out. The last question had been about guilty TV pleasures. He stared for a moment at Jack, but everyone seemed to be waiting for his answer-- except for Becky, who was planting a kiss on Jack's neck. "No," he said. "Well, kind of. It was weird. We stopped."
"What went wrong?" asked Annie.
Cole looked down at his drink, hiding his face. "Well," he said, slowly. "We were doing... oral. And she started to play with my... my testicles." He couldn't believe he was sharing this. "She licked her fingers and started to play with my... ass but it felt dirty. I told her to stop."
That was enough to get Becky to stop nuzzling Jack's neck.
"The only time you tried anal was
her
playing with
your
ass?" asked Jack, laughing.
Cole suddenly realized how that sounded. "What? I mean, yeah. It's not what it sounds like. I'm not gay."
"You should give it a chance, it's worth it," said Becky. Jack jumped, her lips tickling his ear as she spoke, and turned to her in surprise.