23. Jamie
Teddy is laid out beneath me, his warm breath coming in fast pants and I decide to take my time with him. I kiss my way down the fur on his chest, licking at his nipples and smelling his unique masculine scent. With his dick rubbing against mine and his lips a breath away, I have a hard time remembering the goal. When I've teased him so much he starts to beg for my mouth, I stand beside the bed.
"Why'd you stop?"
"Can I try something?" I open my nightstand to find the coconut oil I leave in there for jacking off. "I want to prep you but make it feel good."
"I trust you."
Teddy's words wash over me and I feel the same rush of happy chemicals throughout my body as when he said he loves me. I can't help leaning over him to take Teddy's mouth in a deep kiss until we're breathless again. I lean back to get what I was looking for.
Setting the bottle of oil on the bed, I can't find a condom. I trust him as well, but that's a conversation we need to have. "Have you been tested recently?"
"Yeah, after that hookup last summer. That's the last time I–"
Teddy props himself up on his elbows, blushing. He doesn't hook up with anyone very often, and hates talking about it. In this case, I remember him drunkenly complaining about how she went down on him without asking. I'm mad for him all over again and want to make sure I never make Teddy feel like that. I hate that we could have been together for years, but it's in the past.
"I got tested after the holiday party we went to at our old frat house," Teddy nods, remembering the night in January I last hooked up with someone new. Going first seems to help him open up. He smiles again and I move on, "All negative too."
"Did a full panel last fall, just in case. It all came back negative."
"Good," I rub his nearby foot hanging over the edge of the bed to have a connection. "I should have asked on the ship, but I need to know before we go any further."
Teddy tilts his head, "Do you want to go without a condom?"
"I don't have any here, and my luggage is still in my car. But only if you're comfortable with it," I add, wanting to be sure I'm not making excuses. "I've always used condoms for anything beyond oral. I can throw on pants and go get it and be back in two minutes."
"No, I want you inside of me with nothing between us," Teddy's blush deepens and I have to grip the base of my dick at how hot the idea is so I don't end this all too fast. "I want you without a condom."
"Alright," my voice cracks like an adolescent and I clear my throat. "Then, I want you to pull your legs back so I can eat your ass."
Teddy does as I ask without hesitation. I crawl up the bed and dive in, running my tongue around his rim and drawing a long moan from him.
He lets go of one leg to cover his mouth, "Not sure I can be quiet."
At this moment, with his dick standing at attention and his tempting hole only a breath away, I don't care if the whole neighborhood overhears. Teddy might be embarrassed though.
"The doors are thick and everyone is downstairs. Give me all your noises, Teddy."
Lapping from his hole up his taint, over his balls and to the tip of his dick, Teddy forgets to be quiet. He doesn't hold back as I tongue his hole until he softens. I have to grip his dick to keep him from coming when I finally slip a lubed finger inside.
Cradling Teddy's balls and gripping his thighs, I explore his body and take him to the edge multiple times. I make him take three of my fingers until he's a blubbering mess with glazed over eyes. I pull them out and crawl between Teddy's legs, kissing his lips but not lingering. I'm too eager after teasing myself right along with him.
"Wrap around me," his arms and legs pull me close as I rub oil onto my dick and line up with his hole. "Tell me if anything hurts."
Teddy tenses when I start to enter his body, so I stop and kiss him. He doesn't need words to communicate with me. Nibbling at his lips until he sighs and his body relaxes, I push in without breaking our kiss. The first bit is tight, and I'm thick, so I go slow. Teddy whimpers and I pull back to make sure I'm not causing pain he's trying to ignore.
"It feels good, don't stop," Teddy pants and wiggles his lower body. "Please, don't stop."
Thrusting deeper, Teddy moans and digs his blunt nails into my back, with his ankles locked around me. His ass is gripping my cock and I won't last any longer than he did inside of me.
"Touch yourself," I tell him, pulling out and thrusting back in, deeper each time. "I want you to come first."
He reaches between us and I look between his hand pumping himself to his eyes. Our gazes catch, and I see the love Teddy feels for me reflected back. I can't help saying what I'm thinking as we race towards our orgasms.
"I love you." He shakes in response to my movement inside of him and I think I've hit his prostate, so I do it again, "You feel so good."
"I love you, t–," Teddy manages before a moan cuts his voice off and his eyes roll back.
His ass tightens impossibly around my cock, and I feel him go still in my arms. I get one more thrust before he's spilling between us, hot against my abs. The warmth seems to spread out from there and I'm pushed over the edge, filling his ass with my cum.
Collapsing onto his wet body, my heart is racing and trying to escape my ribcage. Teddy shudders in pleasure, and my vision goes dark as his ass grips me again, not letting anything go. I have an en suite shower, but I'm not going to move until he makes me.
"I love you," I tell him again, because I want him to know what I'm feeling from now on.
Teddy grips me tighter and doesn't try to move either. "I love you, too, Jamie."
Kissing his neck where I'm tucked into his shoulder, I see a fading hickey there. I want to mark him again so he always has me with him, though the cum in his ass is also a pleasurable route to take. Teddy hums in his throat when I lick him again and I want to make one thing clear.
"I licked it, so it's mine. You know you're stuck with me forever, now."
"I know," Teddy chuckles and kisses my forehead. "Already thought I was."
"Be the James's for real?" I ask, unsure if it's too soon.
"Well," Teddy leans back enough to see my face. He's smiling, so I take it as a good sign. "I wouldn't mind being a Horowitz. We did pretty good at pretending for the past week."
"We literally won the Newlywed game."
"I already know how messy you can be to live with," Teddy pokes me in the ribs where he knows I'm ticklish and I yelp, my dick slipping from his ass.
"Hey," I grab Teddy's hands and pin them above his head. "I know how much you snore."
"What are you going to do about it?" he challenges, smirking up at me.
"I guess you'll have to keep me tired with workouts and sex so I always fall asleep first," I nod, liking this plan. "You said forever, and I'm holding you to it."
"Good. I plan to go on vacation with you for the rest of my life."
"So I can finally buy you whatever I want?"
Teddy groans and rolls his eyes, "You really like the idea of being my sugar Daddy, don't you?"
Grinning, I stand and hold out my hand to pull him against my body, "Until you start making more money than me, which you will, and then you can be my sugar Daddy."
Teddy shakes his head, but he's smiling, and we meet for a deep kiss. I try to convey how much love I have for my best friend with the gesture and he does the same. No matter how our relationship has grown and evolved, he'll always be my best friend first.
Resting my forehead on his, I make sure he knows how serious I am. "Until death do us part."