Interview seems to be going well

Tom thought a moment before glancing over at Tyler, “I’ve always wanted to get, uh, you know. I’ve always been on top, and I’ve wondered for so long how it um, how it feels.” Lily was honestly amazed at this meek and hesitant side of Tom; in every encounter she’d had with him before he was so commanding and self-assured and confident. This new Tom was interesting, she kind of loved it in a way, after watching George re-discover his bisexuality with Teddy and Tyler, the prospect of watching Tom getting fucked turned her on like crazy. Was this turning into a kink?

Teddy smiled triumphantly “Ok babe, we can do that for you. Do you want it to be me? Tyler can be a lot if you’re not used to it.” Tom coughed and blushed, “I’ve uh, got a toy so it’s probably fine if he goes slow.” Tyler stood and made his way over to the guys, standing at eye level with Tom he moved in for a kiss. The lumberjack aesthetic clashed with the gym god, but Tom seemed to enjoy kissing Tyler as much as he had Teddy. Tyler broke the kiss “Lily got me started, but if you want to help prep me a little more?”

Tom sank to his knees and eyed the massive prick in front of him before taking it in his hand and placing it in his open mouth. He struggled to make it very far down but licked and kissed and sucked with gusto. When Tyler was satisfied, he helped position Tom lying flat on his back on the couch. Teddy produced some lubricant and slicked Tyler’s cock before massaging it into Tom’s ass. At first simply circling Tom’s puckered ring, he began dipping a finger in and out, adding a second and finally a third. Tom grunted at the penetration, but encouraged Teddy to keep going when he checked in.

When Teddy was satisfied that Tom’s ass had been suitably prepared, the twink kissed his boyfriend and whispered something too faint for Lily to hear. Tyler pulled Tom’s legs up onto his shoulders and lined the tip of his cock up with Tom’s ass, inching in with agonizing slowness. Teddy joined Lily on her couch and whispered in her ear “don’t know how you do it Lily, but you’ve got a fucking gift for bringing people together.”

Tom’s face was a thing of beauty, his mouth hanging open in disbelief as he stared at Tyler’s cock disappearing into him. When Tyler had finally hilted inside of his partner he paused to check in on Tom. After an enthusiastic nod cleared him to move continue, Tyler began to slowly rock his hips. Tom moaned, his half erect cock dripping pre-cum as his secret fantasy came true.