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Despite Dean’s best attempts to teach him, Sam had no idea what to do on this date. Sure, it’s not like Castiel or Eileen were exactly the world’s most popular kids at the school, both being awkward in their own way, but to Sam, they were perfect. He wanted this date to go well. He needed this date to go well, or he might as well resign himself to being forever alone.
It wasn’t that he couldn’t get dates. He just couldn’t make them stay. The nicer ones would give him a second date, but he’d never made it to the third date Dean said was so critical for getting anywhere in a relationship. How exactly that counted with Castiel and Eileen, he wasn’t sure. He’d gone on a date with Castiel a week earlier, to a concert, and a date with Eileen on Friday going to the school football game, so was this his second date since he’d been out with each of them before, or his first date since he hadn’t been out with both?
It was quite the surprise that they’d agreed to the joint date, which Sam now understood when he got there to find them sitting on the same side of the booth they’d chosen. They were cuddling, looking like quite the cute couple. Was this date to apologize because they were going to date each other instead of him?
Castiel noticed his arrival and pulled away from Eileen. “Hello, Sam. I’m glad you made it.” He stood up, giving Sam a hug. “Where would you like to sit?”
“I’m not going to steal your seat, so does it matter?” Sam said, sliding into the booth on the opposite side. “Hi, Eileen.”
“Hi, Sam.” Eileen reached across the table to tangle her fingers with him briefly before freeing her hand to sign. “You wouldn’t have been taking Castiel’s seat, you know. We were just cuddling until you showed up.”
“No reason for you to stop cuddling, is there? We can’t all fit over there.” Sam looked up at Castiel who was still standing. “Sit down, Castiel. You hovering is just… weird.”
Castiel slid into the seat beside Eileen. “I apologize for the weirdness. You know how awkward I am.”
“Yeah, I know. Almost as awkward as me.” Sam found himself saved by the intervention of the waitress, coming to get their orders. Luckily, he came to this diner often enough that he didn’t need to look at the menu. The chicken Caesar salad was great, and if he got a side of fries because Dean wasn’t here to steal from, well, Dean wasn’t here to see him admit to wanting some. Once that was done, he looked between Castiel and Eileen. “So you two are dating?”
“We are. This is our first date, although we’re planning to go out Thursday evening to watch the JV football game. Since you’ll be a bit busy.” Sam snorted. That was one way of putting it. He couldn’t exactly bring a date to a game he was playing in. Well, he could, but it wouldn’t be much of a date. After the game, that was the one time Dean told him was off-limits for dates so they could talk about it and have Brother Time. “You seem bothered by this.”
“I… wasn’t expecting it, and you know how my brain can get when I get slapped with something I’m not expecting,” Sam admitted. Eileen giggled at him. “Didn’t realize you two even knew each other.”
“Sam, there are seventy kids in our grade, fewer than three hundred in our school,” Castiel said. “Everybody knows everybody in their own grade and more people than not in the other grades.”
“Besides, we have Spanish and math together,” Eileen added. “Didn’t you hear about the Spanish teacher trying to have me kicked out of the class to do DuoLingo for my credit?”
Oh, Sam had heard. He’d nearly gone down and ripped the teacher’s head off himself, but the principal took care of things before he could. “Fair enough, then. Sorry for…”
“Sam, no, don’t apologize for your anxiety,” Eileen said. She reached out and took his hand again. “Next time, you’ll know what you may be walking into, and be better prepared to whack back.”
“Yes, there will be a next time, unless you decide not to set one up,” Castiel added. “Eileen and I both know you well enough to know we’re interested in more, and I certainly feel that spark that indicates this could work out with you.”
“Same,” Eileen added. “Definitely looking forward to more.”