Ray was good to his word. Two months after the October afternoon where we'd had Italian and talked about the future, he'd bought two tickets to Adelaide, had reserved a vehicle rental and looked into purchasing camping gear. "Sixteen and a half hours to get to Uluru?" He'd started to use the indigenous name for the place after the first 'suggestion'.
Our situation had continued to progress. We were still ganging up on Kate regularly. We'd hooked up with Naomi twice during her trip back home for Winter break.
We'd had several encounters with Cora...the giggler...that were somewhat interesting. She was reticent the first time, until she saw Ray and I begin to service each other. Naked, Cora was something else. I mean, hourglass is almost an understatement. Clothed, she looked somewhat frumpy. Yes, big tits; Yes, big ass, but when she took her clothes off it was staggering. Her breasts weren't just big, they were enormous, each one bigger than her head. Her ass was wide and perfectly balanced her chest, with a waist that was almost tiny. Our first time had been a calm, reserved thing. The next one was a raucous, laughing, hysterical encounter full of hilarity.
We'd met up with Paul, Val, Dom, Dave, Cory and Gregory at the first two's condo three times Paul and Val had decided to make themselves a 'thing'. I'd gotten to fuck Paul for the first time, I sucked off Val for the first..so far only..time. Dom was never interested in me, he liked Gregory and Cory, the young guys. I'd also been able to fuck Cory and sucked him off twice. Dave was...weird. Nice guy, but a bit standoffish when it came to me.
Every night we were in the house together, we spent the night together. Ray spent the first two weeks easing the smallest plug in and out of my ass. He worked the next one over the next couple weeks. It went like this until this week, just before Christmas when I was now plugged up with the largest one.
It was the deepest one yet, 7" from the flared base to the tip, as big across as a Red Bull can. It had only taken him about 20 minutes of rimming and prepping to get the thing fully inside. "You did it! You actually did it!" He yelled from between my legs, "A-Fucking-Plus!"
Ten minutes later with the thing still inside me, I was standing at the foot of the bed unloading my balls into Ray's ass. His own semen covered his chest and stomach as I bent over to kiss him, smearing it between us.
A few minutes later I removed the monstrous...to me...thing from my ass. I twitched, hard as it happened. Ray was particularly happy with my innate ability to stay hard with a plug inside. "Going to be soon, what do you think?"
I'd been kind of anxious for Ray to fuck me for a few weeks now. The night he got the second largest in I'd been just hoping things would work out and that would be the night. It wasn't. That was two weeks ago. He'd said that he wasn't going to do it until I was ready. "I won't until I know it's going to be pleasure for both of us."
Christmas week came and went with little fanfare. We spent it together, a small, intimate affair. We had a fire on the TV, wore special comfy PJ's, traded gifts. I gave Ray three pairs of specialty riding gloves, the kind he usually wore, but with his initials and the logos of the bikes branded onto them. Ray gave me a gift certificate for riding classes, something I'd commented about a few weeks after we'd cemented our relationship status that I'd like to learn how to ride, maybe get my own someday.
We had a good time after that, right on the living room floor. Sixty-nined, screwed, cuddled. We ended up in bed sometime around midnight.
The next morning we were chilling out on top of the covers. Ray had kept the room warm most of the time, so we were both comfortable naked. My arm was behind Ray's head and, at one point, I asked him when did he think we were gonna go all the way, "Soon, I promise. I just want yours to be way, way better than mine."
We'd casually talked about our sexual histories but I'd never hit him up about 'first times'. I asked him.
"Ha!" He threw his head against my arm, "First time with a girl? High school. It was absolutely miserable."
"How about with a guy?" I asked.
He sighed, loudly, "That's...that's another story." He rolled onto his side, "I was a freshman in college. I'd gotten into the frat, right?" I nodded, turning to look at him, "So my roommate was a pretty laid back kind of guy, Junior. Super nice guy named Teddy."
"One night, Teddy goes out on a bender, comes back and is chilling out with a bottle of vodka. We start drinking and he decides to bug me, asks me if I want to fool around. I told him I didn't know what he meant. He whips out his dick and asks me to blow him." He sighed again before continuing.
He looked directly into my eyes, "When I said no, he said either I could suck his dick, or he'd tell the frat brothers I sucked his dick. So...I sucked his dick. It's pretty apparent that I had no desire to do so at the time. He was filthy, he'd been out partying all night. He was stinky and gross. He smelled like piss and sweat. But I sucked him off. He had whiskey dick, so nobody came."
"I couldn't get it out of my head though. I mean, I'd hated the situation, hated he'd backed me into a corner, but the feel of him in my mouth, the sensation, everything but the smell had been more than just a thing, it'd been. Fuck, I don't know, exciting." He turned back to look at the ceiling.
"Two nights later he did it again, this time he was sober. This time he came, without warning in my mouth. I was disgusted by it, but I had a fucking hardon like nothing you can imagine." He looked back at me, "A week later he fucked me. He was...well, he was about a half inch longer than me, but your width and shape...I mean, he was like a half inch shorter than you. He was rude about it, I hadn't prepared myself, it hurt and I hated it. It took my two years and another guy for me to realize I got a hardon from getting fucked, not getting forced into it. After that, I just learned about myself. Here I am ten years later, loving men and women."
He rolled back to the look at the ceiling, "Well, loving 'A' man nowadays."
I turned towards him and kissed him.
Our work week got started the next night and finished on the 30th. He'd had all day off and when I got off at 7 pm that night, Ray met me at the door, "Let's go to the store, we're having a get together at Paul and Val's tomorrow night and we need to get some supplies."
We got snacks. We got drinks. We got the biggest bottle of lube I'd yet seen.
We arrived back at the house about two hours later. We put what we had to in the fridge and put the rest in a box near the door, including the huge bottle of lube.
About ten o'clock Ray cracked open a bottle of wine and said, relaxed, "So...you're prepped, right?" It was his typical question when we were going to have a work-in session, and I'd figured we might be into it so I had gotten myself ready.
He asked me into the room about twenty minutes later. There was a wedge-shaped pillow on the bed, covered in a towel. We'd used it on a few occasions when I'd fucked Ray and a couple times when he'd worked on me with the plugs.
"Who's getting on there?" I asked. Ray didn't answer with words, he took me in his arms, kissed me hard and pressed me towards the bed. I laid down with my ass up in the air as we continued pressing our lips against each other.
He moved himself down. He worked himself on my neck and my chest, my stomach and down to my shaved groin.
He began working on my cock. I'd gotten used to his technique but still found myself baffled that it was still this good, every fucking time.
I just enjoyed his work, how he'd only periodically take me into his throat. It was more for his satisfaction than mine, I'd told him I wasn't into the moments when I went that far, but I wasn't 'not' into it either. He kept his action back and forth on me for a few minutes, finally moving off of me to roll my balls in his mouth and then down around my ass.
This was how he worked when he was beginning to push one of the plugs into me. I was prepared for it, I'd known he was probably going to get into things tonight. He'd been giving me the eye all day.
His tongue flicked in and out of my asshole, and I repetitively flexed my sphincter at him while he did it. I'd like to say I'd gotten a bit less susceptible to this as well, but that was a lie. It was just as exciting every time he did it.
I was waiting for the momentary break where he'd grab the lube and the plug but instead of his regular circuit, he moved up to me and began kissing me deeply, running his tongue in and out of my mouth, along my teeth, down to my neck. His hardness pressed against mine as he ground himself into me.
He'd done it before and it always pulled more precum out of me than anything else. It was a blast. We were both shaved, I did it every morning before I went to work, Ray did it when he got home before he laid down. There was the tiniest amount of stubble that just helped with the intensity of it.
We went like this for a short time, my arms around Ray, his hands at my head. I'd done this from almost the first time we were together but now it wasn't me holding him because I should, I was holding him because he was mine. I hadn't written it down, hadn't told him as much, but it was how I felt.
He slipped a bit lower than normal, his head pressing against my balls. The slimy fluid he was pushing out made me gooey in a way I thoroughly enjoyed.
This went on for a few amazing, phenomenal moments before he sat back up on his knees. I looked up at him looking at me, that face he gave me that spelled out the same feeling I had when I wrapped my arms around him was all over his face, but this time there was a slight difference.