We were silent, just staring into each other's eyes.
Finally, he broke the silence. "Are you sure though? You know I'm not going to let you... fuck me. I'm not a bottom--it's too painful for me and I like being in control. Do you think you can handle... how big I am?"
I gulped and looked down at his bulge in his sweatpants, reminding me just how thick Clayton's cock was.
"I want to try it once before we leave the cottage," I said.
I licked my lips, as he pulled me closer. The weight of his entire body was completely on me. I put my hands on his shoulders, massaging his thick muscles. His hard cock was pressed against my bulge now.
"Well it might be a long time before everyone's sleeping," he whispered softly. "But it'll be worth the wait."
"I think I can wait," I said.
He smiled and I just wanted to feel close to him. I buried my face in his neck to take in his scent, which gave me so much comfort. He smelled like... home, but I didn't know why.
He lifted my legs and pressed them against my chest. I'd never been in such a vulnerable position, even with all my clothes on.
I felt his hard cock pressed against my ass as he gyrated slowly against me. I reached for his bulge and stroked the length of his cock in his pants, he was getting harder and harder each second.
"You've never been penetrated before?" he asked, still moving his hips slowly back and forth.
"I've never been fucked... by anyone before."
Clayton started massaging my ass with one of his hands. "Good," he said softly biting his lip and looking down at me. "We'll fuck all night long. Your first time is going to be memorable."
I was just experiencing these things with another man for the first time and trying to navigate the situation.
We heard someone come up the stairs, and Clayton quickly got off me.
14
Westley
As midnight approached, more and more of the guys headed to bed. Each person saying goodnight meant that it was closer and closer to Clayton and I finally getting to be alone.
"Goodnight," Shawn said, draping his arms around my neck as I was sitting on the couch next to Clayton.
My brother's smell was comforting.
"Night," I said.
"Don't do anything you'll regret in the morning," he said with a smirk.
I was confused by his statement. Did he know something? Maybe I wasn't being as coy with Clayton as I thought. The paranoia was starting to set in.
I watched Shawn drag his tired, athletic body up the stairs.
Clayton inched closer to me on the couch. All the lights were off, so the only source of light was coming from the television. The sounds of men snoring echoed throughout the house.
Just the heat of Clayton's body was enough to give me a hard-on.
I put my hand over my growing bulge, trying to cover it.
"You don't have to be shy about it," Clayton said reassuringly.
Clayton got off the couch and kneeled in front of me. His broad frame eclipsed the TV. He was like the bear we saw in the forest.
"What are you going to do?" I whispered. "Someone can come downstairs at any time and see us. Shouldn't we go to the bedroom?"
"We may not get the chance to fuck tonight. My son has claimed the bed in the master bedroom," Clayton said. "Just lean back and relax."
Clayton slowly lowered my sweatpants and I didn't try to stop him. I couldn't stop him, I wanted it too badly.
My cock throbbed in my briefs. Clayton took those off too, then he wrapped his warm mouth around my cock and started sucking me.
The novelty of getting sucked off by a man turned me on.
I felt like I was about to explode within a few minutes with my cock in his mouth. I could see how much he was enjoying sucking me which was probably why it felt so good to me.
I started fantasizing about what it would be like to fuck Clayton. He was so big and strong and I thought about what it'd be like to penetrate his thick ass. I knew he told me that he'd rather fuck me, but maybe I could convince him otherwise once the trip was over.
"Fuck, what are you doing to me?" I groaned, closing my eyes and pinching the bridge of my nose.
Clayton took my cock out of his mouth to talk. "You don't like this?"
"I... love it. You're making me feel incredible."
"Good."
Clayton looked at me with a strong gaze and then continued to suck me. Looking into another man's eyes as he was sucking my cock made me tremble slightly.
Now that I realized everyone was probably fast asleep, I tried to get over the fear that someone could walk in on us. I was starting to relax into the situation.
I couldn't help but feel a powerful pull and attraction toward Clayton. He was guiding me through this experience like a good coach would. He was assertive but not too pushy. It was like he knew exactly what I needed.
Clayton's tongue swirled around my tip, and I watched him pull his pants down to stroke himself.
15
Clayton
"I need you to do something for me," I said, taking his cock out of my mouth.
"What... do you want me to do?" Westley asked, his voice trembling.
"I want you to turn around and put both your hands on the couch.
Westley looked nervously toward the stairs. "Right now?"
"Right now," I said.
Westley turned around for me. His ass spread open beautifully and I admired his smooth pink hole for the first time.
"Goddamn," I said. "Your ass is incredible."
I reached down and stroked myself, sitting on the floor and just admiring the beauty of Westley's ass in front of me. I was harder than I'd ever been before.
We were supposed to have sex that night. At least that was the plan, but with my son in my bed, I knew it was going to be impossible... unless we had sex in the living room. It was risky, but I was willing to take that risk with Westley.
I started licking his hole. I could feel him clenching his hole, each lick made him relax just a little.
"Oh my fucking god," he groaned. "It feels so good. It feels better than when I had a dream of you doing this to me."
"You had a dream of me rimming you?" I asked.
Westley's cheeks turned rosy and he nodded.
I was so turned on with him in this position. I was so focused on providing pleasure for him, that I didn't even need him to return the favor.
We'd been so horny for so long that I couldn't wait another night to fuck him. I didn't bring condoms or lube, but I knew that unless we used lube, I could seriously hurt him.
"We have to fuck tonight," I said quietly. "We have to fuck right now."
"Do you have any condoms?" he asked.
"I didn't bring any. I... seriously wasn't expecting to have sex this week. Do you have any?"
He shook his head and smiled. "When my brother invited me to go on this trip and told me it was with a bunch of single dads, I didn't expect to be having sex either."
"I haven't had sex in years... maybe even a decade," I said, embarrassed to admit to him. "I know I'm okay."
"I know I'm okay too," he said.
"But we'll still need lube," I said.
Westley looked toward the kitchen. "I saw coconut oil in the pantry...would that work?"
I smiled. "That could work."
There was a look of relief on his face when I said that. I headed into the kitchen and returned with the jar of coconut oil.
I looked down and could see his cock leaking precome. Then, I looked into his eyes and saw his look of lust at the sight of me.
I blushed.
I could smell the musk of his arousal, which made it even hotter.
"Holy..." he groaned. "You're making me so fucking horny right now."
I walked over to him.
My cock throbbed as he stroked his cock. He moaned quietly and I slowly stroked myself too. I took my time, watching him pleasure himself.
I put a generous amount o
f coconut oil on my cock until it was coated white. I wasn't about to have sex with Westley. I was about to fuck him raw.
I took a deep breath and put the tip of my cock between his ass cheeks. He was ready, I could tell from how he opened himself up to me. He grabbed my side, pulling me closer like he was yearning for me to put my cock inside him.
"Breathe," I whispered.
I pressed the tip of my middle finger against his hole and pushed inside. He was so tight as I put my finger inside him for the first time.
There was a nervous look on his face and I gave him a reassuring nod that I wasn't going to hurt him.
After a few minutes of fingering him, I took my finger out of his ass and replaced it with the tip of my cock.
"Nothing is stopping me from making you feel more pleasure than you've ever felt in your entire life. That's a promise. But I'm going to count down from five, in case you change your mind," I warned him.
He took a deep breath, and I could see him tremble slightly.
"Five," I grabbed him by the waist and pushed him down on the couch.
"Four," I took my pants off completely, and turned him around, spreading his ass open and admired his smooth pink hole.
"Three." I knew I was teasing him, so much so that even I was starting to get impatient. But I wanted him to wait. I knew this experience was special for both of us.
"Please," Westley cried out. "Just fuck me."
"Two" As I turned him over I realized that he was ready for more. I started sliding my cock up and down his crack, moaning, and feeling him spasm with ecstasy.
"One."
I pushed my cock inside him slowly, and I heard him moan followed by a sexy drawn-out groan at that moment when I felt my cock breach his hole for the first time. I pushed into him deeper and deeper until I was halfway inside him.
I reached around him to stroke his cock. He was leaking so much precome all over my hand, and knowing how turned on he was made it that much hotter. Westley had never been fucked before. In a way, I was taking Westley's virginity. I was the first man to ever be inside the surgeon.
His hand wrapped tightly around the base of my shaft as he felt my cock entering deeper inside him. He did this in a curious way, and I loved how this was his first time getting fucked.
I spread his ass cheeks open for my cock to penetrate him deeper. My heart was beating so fast. I wiped away a bead of sweat that rolled down my forehead. It was my body's response to his sexual excitement. With the intensity of emotions I was feeling for him, I knew this experience would be pleasurable for him too.
I continued fucking him, making love to him, with my cock buried so deep in his ass that I couldn't tell where my body ended and his began.
I could feel his body tightening up when I was all the way inside him. He let out a painful moan.
"Breathe," I said.
"I can't, you're too big," he said. He tried to pull away, but was unable to because I held him still.
"You can," I said. "We can't stop now."
I slid my hand onto his cock, feeling how hard he still was. He took a deep breath.
He started to relax more.
"There you go," I said. "You got this."
"Clayton," he moaned.
I gently began to move my hips back and forth. My cock sank in and out of him as I leaned over him. He turned his face toward me. He opened his mouth and I slid my tongue inside as I kissed him. He was slowly getting used to the feeling of being fucked for the first time.
16
Westley
"How does my cock feel?" Clayton asked.
He began to stroke my cock as he continued to fuck me.
"So... fucking... good. It feels so good to have someone else take control for once," I whispered.
I felt a sudden and intense euphoria. As a surgeon, I knew my body well, and even though I'd never had this experience before, I knew his cock was brushing up against my prostate. I gasped, and my eyes started to water, from how deep inside me he was.
"You're making me feel so good right now," Clayton whispered, staring right into my eyes. "I... can't believe this is happening."
The intensity of all the sensations was almost too much. I realized I was feeling the same way. "I can't believe this is happening either."
All the muscles in my body tightened, and I breathed heavily. When I looked down, I was coming all over the couch as Clayton kept stroking me. The orgasm was so intense that my vision became blurry. Clayton groaned, and I felt a warm feeling inside my ass. He'd come inside me. His body collapsed onto mine on the couch with his cock still buried deep in my ass.
17
Clayton
The feeling of coming into another man for the first time in years was unbelievable.
Since my husband had been HIV positive, we'd never had unprotected sex.
I pulled back and looked at Westley's handsome face, stunned at the warm feeling in my heart when I looked in his eyes.
"I think it's time for me to sleep," he said. "It's getting late and my legs are shaking from fucking."
I slowly pulled my cock out of him, watching some of my come drip out of his hole.
My cock was still harder than ever, and my balls ached after such a big orgasm.
I wanted to come inside him again. I spread his ass open and instantly, some of my come started running down his ass from his hole. It was erotic to see the aftermath of what we had done.
"Push some of it out," I said.
More come started coming out of his hole onto the couch. He swiped his finger against his hole as his eyes widened, rubbing my come with his index finger and thumb.
"What the hell did I get myself into?" he muttered, sounding overwhelmed with emotions.
I was speechless and didn't know how to respond.
I pulled myself up and sat down next to him, wrapping my arms around him, and holding him tight.
"Nothing you should regret," I whispered. "And something... something I'll remember for the rest of my life."
Somewhere deep in my heart, I knew that the fullness I was feeling was more than lust for Westley. It was more complicated than that. It was something I hadn't felt in years.
As I relaxed on the couch with Westley in my arms, I couldn't help but fantasize about a future with this surgeon. A life where we lived together, just me and him since my son was headed to university soon. Somewhere secluded away from the hectic city.
18
Westley
"Today's the perfect day to go snowboarding," Clayton said. "The skies are clear and we just got a fresh blanket of snow last night."
"I'd love to go," I said. "I wonder if any of the other guys are interested. It's going to be difficult going, having so many kids."
"Maybe some of the dads prefer to stay behind. Since there's so many of us, I'm sure there's more than enough hands to take care of the kids here at home."
Clayton asked everyone and took a survey of who was interested in going. Damon, Jesse, Liam, Shawn, Austin, Brayden, and I were all very excited to go.
"I don't even know how to snowboard," Jesse said. "But I'm having a bit of cabin fever and want to get out for a while."
"Perfect," Clayton said. "The ski resort has a cozy chalet. You can bring Ari and hang out there."
"I'd love that," Jesse said.
"I'll probably bring Hayden and just hang out with you then," Liam said.
"You sure, babe?" Shawn asked. "I want to snowboard with you."
"You can have fun," Liam said. "I'll watch you from the chalet."
Shawn kissed Liam on the lips.
"Well, everyone who wants to go, put on some extra layers as it tends to get really cold at the top of the mountains," Clayton said.
All the guys who wanted to go went upstairs to get changed. I was excited about this mini getaway with some of my favorite people at the cottage.
I put on some long-johns layered under a pair of sweatpants, then put on snow pants after that. Shawn and I had our snow
boards in the SUV. We came prepared with them because we knew there was a famous ski hill near the cottage.
Damon, on the other hand, wasn't expecting to go snowboarding this week.
"Can anyone lend me snow pants so I don't freeze?" Damon asked when I went back downstairs.
"I've got some that will fit you since we're around the same size," Clayton said.
Damon lucked out because they were both around six foot five so he actually had something that'd fit his long legs.
Shawn and Liam got Hayden ready and everyone thought the baby looked adorable in a one-piece snowsuit.
"I didn't even know they made clothing this little," I said, putting my hand on Hayden's mitten. I couldn't help but smile at Liam's adorable baby.
"My future stepson is going to be so handsome," Shawn said.
"Wow there. Future stepson?" I asked, raising my brow at my brother.
Even Liam looked a bit surprised.
"I've never heard you say that either," Liam said.
Shawn smiled and didn't say anything.
We took two cars to the ski resort.
Damon drove one of the cars, and Clayton drove the other.
"Want to ride with me?" Clayton asked me.
I smiled. "Sure."
I sat in the car with Austin, Brayden, and Clayton who led the way to the resort, with Damon following with the others in his car.
The snow hadn't been removed from many of the roads we took, but I could tell Clayton had a lot of experience driving in these conditions.
We arrived at the ski hill, and the parking lot was pretty full. A lot of people had come to take advantage of the heavy snowfall from the past week.
"I'm excited, it's rare to get to snowboarding in this much snow," I said.
"It was a very good idea. Whoever suggested it is a genius," Clayton said.
"You suggested it, Dad," Brayden said, followed by an audible groan.
Austin and I laughed.
CLAYTON (Single Dads Club Book 3) Page 6