Chapter 25
Chapter Twenty-Five
ARLO
I’d topped plenty of times over the years, but I’d never been as nervous as this before. Even my first time, I’d had a steadier hand as I prepped my partner.
My nerves must’ve been showing, because Jack looked up at me in concern. “Hey, you okay?”
Here he was, my fingers buried in his virgin arse, worrying about me. “I’m fine. Just can’t believe we’re finally doing this.”
His smile was a thing of beauty. “Me either.”
Shaking off the nerves, I pulled my hand back slightly. “Ready for another?”
“Yes,” he said. “Hang on.”
Hooking his hands behind his meaty thighs, he lifted them to his chest. My jaw dropped at the casual way he opened himself up for me.
“Is that easier?”
“Yes and no.” I carefully pushed three fingers inside him. “Easier to reach you, yes. But it’s making it a fuck-tonne harder to go slow.”
“You don’t need to go slow,” Jack said, his tongue wetting his lips as he stared up at me. “I can take it.”
It was tempting to take him at his word. I could finish this up fast and be working my cock into him in under a minute. But for once, I was the more experienced one of the two of us.
I was going to make it so good for him that he’d never want to leave. Yeah, he’d told me he was all in, but it was going to take time for me to trust him. Until then, I was going to continue doing whatever I could to tip the scales in my favour.
He grunted as I slid the third finger in, proving I was right to wait. Lowering my head, I suckled at the tip of his cock until he was fully erect again. Before long, Jack was giving low moans, pushing his arse back on my fingers.
“It’s so good,” he panted. “Why didn’t I know it could feel like this?”
My chest pinched. Somehow, I didn’t think he was just referring to sex with another man, but sex in general.
I lifted my mouth off his cock to smirk up at him. “It’s about to feel even better.”
Jack’s head fell back as I crooked my fingers and brushed the tips over his prostate.
“Arlo! Fuck. Will was right.”
I paused, cocking my head in confusion. “Will?”
Jack smiled down at me sheepishly. “Ah, he might have explained the finer details of bottoming to me. Said there was a spot that made your partner want to fly.”
“You talked to Will about gay sex?”
“Well, yeah.” Jack flushed but didn’t look away. “I wanted to make sure I made it good for you. Not that I asked him the right things. Thanks to my ignorant assumptions, I didn’t ask him how to make it good for you when I bottom. But if you tell me what to do, I promise I’ll do it.”
His earnestness had me wanting to weep. Removing my fingers from his relaxed hole, I scrambled up him until I could kiss him.
Jack immediately let go of his legs, his hands cradling the back of my head like I was something precious.
“You don’t need to do anything,” I said when I was finally able to pull away. “And I think it’s sweet that you asked Will what to do. I want to bottom for you. If I’m being honest…”
I trailed off, not wanting to scare him away. Jack wasn’t having any of it though, thumbing at my lip until I released it.
“Tell me, Arlo.”
God, he was going to think I was so stupid.
“I haven’t bottomed for anyone because, originally, I was saving that for you.
I wanted you to be my first. Then, after everything went to shit, I couldn’t bring myself to do that with anyone else.
It’s like my brain decided that if it wasn’t happening with you, it wasn’t happening with anyone. ”
Jack gripped the back of my neck possessively. “You haven’t let anyone else inside you because you wanted me?”
My cock twitched against his abs. “Yep. Is that weird?”
“No,” he growled, tightening his grip. “It’s hot as fuck.
Jesus, Arlo. Part of me thinks I should yell at you for wasting your time on a moron like me, but the other part of me…
yeah. That part of me likes it. Likes knowing I’ll be the only one who’s been inside you.
Just like you’ll be the only one to have been inside me. ”
I groaned at the thought. “Just getting to touch you has me ready to blow. I can’t promise I won’t come almost immediately. You’re going to think I’m a two-pump chump.”
Jack stroked my neck indulgently. “That’s okay. We can do this as many times as you like. Build up your endurance.”
“Cheeky,” I said, flicking his nipple and making him hiss. “My endurance is fabulous, but this is you. There’s no way I’m going to last as long as I usually do.”
“Then it’s a good thing I’m not going anywhere.”
I wanted to believe him. I really did.
Like he could read my mind, Jack smiled. “It’s okay not to trust what I’m telling you, baby. Fuck knows I deserve it after putting you through hell and back. I’ll reassure you as often as I need to. I’m here to stay, so you two-pump chump away and we can go again in a bit.”
His comment burst the balloon of tension in my chest as I laughed. “Oh, now it’s on. I’ve got a point to prove.”
After stealing a few more kisses, I wriggled back down his body and located one of the condoms I’d found in my bag earlier. Either Kai or Silas must’ve slipped them in there, probably knowing better than I did what was going to happen.
Sliding it on, I lubed it up before lining myself up with him. Without me asking, Jack grabbed his thighs again, making space for me.
Locking eyes with him, I braced myself against his entrance. “Sure about this?”
“So sure that if you don’t hurry up, I’m going to pin you down and ride you.”
My cock throbbed at the thought, the sensation intensifying as I pushed past the tight ring of muscle. “Next time, that’s what we’re doing.”
Jack tensed up as I eased deeper. “Bear down, Jack. You’ve got this.”
He huffed a little as he did what I said, my cock slipping in a few more inches. My toes curled as his heat surrounded me. “Fuck, Jack. You feel so good.”
“I feel so full,” he groaned. “I swear you didn’t look this big before you put it in.”
“First you insult my stamina, then my size. Thought you were a big tough SAS man.” I paused my teasing to check in. “Do you want me to stop?”
“No.” He released his legs, wrapping them around my arse and urging me closer. “Give me more. Give me everything.”
Wanting to rock his world, I ignored my urge to thrust into him. Instead, I canted my hips, finding the angle that I knew would light him on fire.
“Fuck!” he barked as I brushed over his prostate. “Jesus, that feels even better with your cock. Do that again.”
Chuckling, I rocked slowly in and out, making sure to grind against his prostate each time. His low, muttered oaths were like music to my ears, reassuring me that this was really happening. We were really doing this. How had we gone from not speaking to me fucking him?
I caught his lips in a blistering kiss, plastering my body to his even as I kept moving. I had to taste him. Had to know that he was in this with me.
He was. God, he was into this. The Jack of the past would barely touch me as I sucked his cock. No matter how I tried, I couldn’t get him more involved than grabbing my hair.
The Jack beneath me now was a different man.
His hairy calves were looped over my own.
His chest was slicked with sweat, his nipples erect as they brushed against mine.
His hips were lifting to meet every thrust. His tongue pushed into my mouth, his hand gripping the back of my neck again, like he was afraid I’d pull away.
The only thing that was the same was the steady grip on my hair, and I was grateful for it. I might have been topping him, but I craved his control. His protection.
Don’t get me wrong, I wouldn’t have changed this experience for the world. Fucking Jack, knowing it was my cock making him groan and whimper—it was better than I could’ve imagined.
But still, there was no denying that I wanted more from him. I wanted to be the one pinned to the mattress. The one helpless from getting fucked. I wanted Jack to use his ridiculous muscles to throw me around, to hold me down and give me no choice but to take it.
I just had to be brave enough to let him do it.
“You feel so good,” Jack moaned against my lips. “Fuck, baby. I can’t believe how long I’ve missed out on feeling like this.”
Me too. But there was no point dwelling on what might have been. We were here now, and that was all that mattered.
I’d lasted more than two pumps, but I’d been right to worry about my stamina. My thrusts were speeding up. I couldn’t hold back. All of this was too much.
Jack was underneath me. Jack was whispering my name. Jack was grunting as I fucked him harder.
Lifting up on my knees, I circled his shaft and began to stroke him in time with my thrusts. “Come for me, Jack. Please. I need it. Come.”
I don’t know if it was the added friction or my words, but Jack’s back bowed as hot white cum spurted from the head of his cock. He grabbed my other hand and laced our fingers together, squeezing as he rode out his orgasm.
I’d seen Jack come many times before, but never like this. Usually it was quiet. Contained. He didn’t hold on to me or bellow my name. He didn’t shake or sweat.
This was new. It was perfect.
My hips snapped forwards twice more. My vision went spotty as I buried myself deep in Jack and let go.
The whole time, his hand held tight on to my own.
I didn’t want to move, but I was acutely aware that this was a first for Jack.
Slipping out of him as carefully as I could, I disposed of the condom before silently leading him into the bathroom.
Once we were back under the shower, I soaped him all over again while we exchanged quiet, lazy kisses.
When I was done, he took the scrunch from me.
I watched in awe as Jack tenderly washed every inch of me, dropping kisses on my skin as the water washed the soap away.
I was perfectly fine right up until we slid back between the sheets.
That was when the old fear gripped me. I lay frozen on my side, not knowing what to do.
I hadn’t put on any pyjamas, just got in completely naked.
Jack had done the same, but what if he didn’t want to snuggle?
What if touching me outside of sex was a step too far for him?
Before I could overthink it, Jack’s tree trunk arms were hauling me onto his chest, draping me over him like a blanket.
“Sleep, baby,” he said, stroking my back soothingly. “You must be shattered.”
He wasn’t wrong. We’d been up the entire night and now were several hours into the following day. Now that he’d mentioned it, it was all I could do to keep my eyelids open. I could only blame the fog of exhaustion for the pleading question that left my lips. “Promise you won’t leave?”
He kissed my forehead. “I’m not going anywhere, baby. Never again.”
I was having the best dream.
I was lying on a four-poster bed, on the beach of all places. No idea where my brain had pulled that from, but I didn’t really care.
Not when Jack was kneeling between my legs.
Naked.
My cock in his mouth.
He was watching me, his dark eyes heated as he sucked me in deeper. It wasn’t perfect, not by any means. But just the fact that it was Jack had my balls drawing up tight.
My hands dug into the towel beneath me, yanking at it desperately. I wanted to thrust my hips up, to fill his throat with my cock. But I shouldn’t. I didn’t want him to choke.
Wait, this is a dream. What was I worrying about?
Giving in to the impulse, I bucked my hips upwards, seeking more of that delicious warmth. A choking noise filled the air, the warmth disappearing.
I twisted my head to the side, frowning as my eyelids fluttered. Disappointment flooded me as I opened my eyes and walls came into view. Trust me to wake up before the best part.
It took a second for the fog of sleep to clear, and then I became aware of two things.
One: my cock was rock hard.
And two: that choking sound hadn’t just been happening in my dream.
“Shit.” I bolted upright, scrambling down the bed. Jack was kneeling there, coughing and spluttering. “Are you okay? Oh my god, I’m so sorry.”
“It’s fine,” he wheezed, waving me off. “My fault for deciding that waking you up with a blowjob would be a really hot idea.”
“It was hot.” I patted his shoulder while fighting a grin. “Feel free to do it again in future, as often as you like. But maybe once you’ve got the hang of it. Gotta say, doing that as your first ever blowjob was perhaps not the greatest idea you’ve ever had.”
He gave me a wry smile. “Maybe not.”
Hopping off the bed, I went into the bathroom. Filling a small glass with water, I returned to the bedroom and handed it to Jack. “Here. This will help.”
He drained the glass gratefully. “Thanks. This is a bit of a role reversal.”
I thought back to all the times he’d brought me water after we’d hooked up.
Hooked up. That was generous given what had actually happened was I’d sucked Jack off before he pretended nothing happened.
Jack glanced up at me, the smile slipping from his face. “Shit, should I not have brought that up?”
“No, it’s fine.” I sighed, shoving my hair back from my face.
“It’s just hard, you know? You’ve gone from being my closest friend, to the guy I gave blowjobs to, to a complete stranger.
Now, suddenly you’re saying you’re ready to give me everything I’ve ever wanted.
It’s a lot to wrap my head around, that’s all. ”
“I get that,” Jack said, nodding slowly. “Our relationship was so unbalanced for so long, it’s going to take a while to right the scales. But I’ve got an idea for something I can do to work on it.”
“What’s that?”
“Well, for starters—” He slid off the bed until he was kneeling at my feet. My heart almost stopped at the crooked grin he shot my way. “—how about we give that blowjob another go?”