“I find that to be the case sometimes, as well. My remedy is to politely ask them to try showering again and I’ll gladly slob on that nob again.”
That eased the tension and made me laugh.
“Now here is the biggest question of all: spit or swallow?” I asked. I wanted to know how kinky he was. Some guys will swallow no matter what, and others won’t let it in their mouth at all.
Tim thought about it for a second. “I mostly spit. I have swallowed and do every now and then depending on the individual. But, I don’t usually let anyone cum in my mouth the first time I suck their dick. But, don’t get me wrong. I definitely enjoy giving head.
“Well, what else do you want to know?” I asked him. “Might as well stop saying truth or dare since we’re just sharing each other’s stories.”
“Do you mind if I ask what these guys typically look like that you find yourself attracted to?”
I looked at him and reached up to touch his stomach and said.
“I like chubby guys. No twinks, no jocks, and no muscle bears. I prefer them chubby, with plenty of curves.” I moved my hand up to his chest. “I think the extra cushion is great for cuddling and definitely for fucking.” I winked at him.
“I see, so just how far have you gone with a man?” he asked.
I could tell he was eager to hear my reply and was prodding to see if all this flirting would lead to a good fucking.
“I have gone as far as you can without including crazy kinks. So to answer the question you want to ask right out, I have indeed had sex with men.”
“So you’ve let a guy put it in that tight little ass of yours?” He said pointing and looking in the direction of my ass.
“No,” I paused for dramatic effect. “It’s more like 5 or 6, and some of them more than once. And exactly how do you know my ass is tight? I mean, it’s not like you’ve been close enough to inspect it.” I asked.
He turned to me and leaned closer and reached around me to fondle my ass. I wanted so desperately for him to take me. This self denial of gratification was increasing my desire for penetration ten fold. I leaned into him bringing my ass cheek up so he could get a handful. He looked at me waiting for approval.
“Is that an invitation?” he asked hopefully.
“Well, that depends. Are you done asking these dirty little questions?” I asked.
“As much as I want see just how tight you are, I want to know more about what you’ve done and what you enjoy. I’m finding it exciting.”
We returned to our resting positions on the steps and leaned back. He moved his left arm over my right leg, patting and caressing briefly before putting his hand back on his legs.. It was such an innocent touch that I didn’t even pay it any attention. I wanted to have him ravage me on the spot, but his cock looked pretty fat. It was gonna take some time to adjust to it. I decided I would soldier on and let that helmet split me open, but carefully.
“So, when you aren’t letting guys cum in your mouth, where do you prefer they shoot their load?” I asked.
I wanted to know for future reference. I put my elbow on the side of the pool and rested my chin on my hand. I looked right into his eyes with intense interest in what he was about to say.
“Well, it really depends on my mood and the position I’m currently in. If I’m on my knees, then I prefer it on my chest. If I’m on my stomach then I like it either on my ass or back, but prefer it on my ass. If I’m on my back, then I like it on my tummy or right on my dick so I can use the cum as lube for jacking off. When I’m in doggy style, I love it when the cum is in between my ass cheeks and covers my asshole. That one is probably my favorite, though having them cum inside my ass is a very close second.”
He moved his hand back to my thigh and let it rest there this time. I didn’t protest so it remained in that spot for a little while. I made some lame excuse to squirm a little bit and moved close enough to make our thighs barely touch.
The wonderful thing about this whole situation was that I could see the results of all my teasing and flirting. I could tell if he had a hard on in the water, but I couldn’t see every single twitch of his cock. That was something I wanted to see, so I figured I’d ask a couple more questions then move on to the next phase of my plan… which I was forming on the spot.
“I’ve noticed that you have a very good size penis, and a very attractive one. Have you been with a lot of guys that are the same size, smaller, bigger? And, which do you prefer, and what’s the biggest you’ve ever had?”
It was a shameless question. I knew I could have sex with him that second if I asked him, but I was just loving the teasing so much. I was aroused and every now and then it was obvious. I enjoyed having him stare at my cock with lust in his eyes. And with his hand placement, I could tell he was wanting to get his hands on it, too.
“Thank you for the compliment, you naughty boy. I have been with all sizes. I would have to say that the size of yours is probably my preference. I’m guessing about 5 to 6 inches?” I nod my head in confirmation that his dick size assessment is accurate. He continues, “The smallest I’ve had was approximately 3 inches. With my ass cheeks as thick as they are, smaller cocks don’t quite satisfy the way I want. The biggest was about 10 inches. It was way too big and didn’t actually go all the way in. I had to ask him to stop because it was starting to hurt.”
“That’s hot,” I said breathier than I intended. My ears were visibly turning red and my face was flush.
“You like hearing about my hole getting stretched?” he asked with eyes glimmering.
All I could do was nod. I was so turned on that words were hard to form, I needed a drink of water but didn’t want to move away from him yet.
“Do you enjoy getting your hole stretched, too?” Again I nodded. “Well, do you think my cock is big enough to help with that?”
He stood up in front of me and let me get a closer look at it. It was so beautiful. Circumcised, with a well proportioned mushroom tip to shaft ratio. It was a pretty fat cock. I noticed he trimmed his pubes really short, a polite gesture to anyone who would be trying to deep throat him. His balls were completely bare. That was good to know for when I play with them later. I wasn’t a fan of hair so this was perfect. His cock was throbbing and it was so close to my face that all I had to do was move forward a few inches and the tip would be touching my lips. I wanted so badly to grab that cock and watch him squirt cum from that tip. But, I wanted more foreplay before going that far.
I regained my composure, barely, swallowed hard to try and rewet my dry mouth. “Definitely!”, I said. I put my hands on his thighs and was about to run my hands up to his cock, but decided to gently push him away, which he reluctantly did, returning to his seat next to me and his hand on my thigh.
“So let me get this straight.” He continued analytically. “You’re straight,made out with other men, have given several hand jobs, a few blow jobs, but only with chubby guys, and have been fucked in the ass by a few guys. Do I have that right?” He asked.