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The First Time in a Long Time #3

The First Time in a Long Time #3

by Significantdot5647
19 min read
4.38 (1200 views)
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True to his word, Jack took Friday off so we could have a nice three day weekend together. He sat attentively while my doctor and physical therapist explained what all my PT would entail. If all went well, I'd be out of the hospital in two weeks, tops.

The therapy started on Saturday, and whatever gains I thought I had made that week went out the window. While I felt pretty good lying down, standing and walking was pure agony.

Slowly but surely, over the next two weeks the pain began to subside and I regained my strength. Jack's support was not only appreciated, but required. I don't think I could have done this alone.

Finally, I was discharged. The first thing I did was ask Jack to accompany me to pick up my car, or whatever was left of it.

Naturally, it had been totaled. Thankfully though, my insurance was taking care of getting me a replacement, and even got me a rental car in the meantime.

"Bon voyage, Freddy," I said as I placed my hand on the hood. "We had some good times."

"Freddy?" Jack asked

"Oh yeah, Freddy Ford." I replied.

He chuckled, that beautiful grin spreading across his face. "You're just too cute."

I grinned stupidly. "Okay, just gotta get something out of the trunk, and we'll be all set." I opened the trunk. The box of Jack's gifts had toppled over, but was still intact. I grabbed it, my jumper cables and shut the trunk. I put my things in the rental and Jack drove me home.

My place looked much cleaner than I had left it. My laundry wasn't sitting out, and my kitchen and living room had been tidied. I set the box on my coffee table

"Did you clean my place while I was away?" I asked.

Jack shrugged. "I didn't want you to come home to squalor."

"I would hardly call a little laundry on the floor 'squalor' bitch." I retorted.

Jack laughed, then reached for the box. "So, what's in here anyways?"

I slammed my hand down, maybe a little too forcefully. "Uh uh, it's a surprise. You'll have to wait until Friday night."

"Why Friday?" Jack questioned, a pouty look on his face.

"Well," I responded, "Since your birthday has to be on a stupid Wednesday, I wanted to do a big celebration Friday night." I let out an exaggerated sigh, "I mean, I GUESS we could just do a lame dinner on Wednesday if you wanted..."

"No no no!" Jack stomped his feet. "I wanna have a big party! There better be a cake, a clown AND a bounce house!"

"Oh, there will be cake alright," I said as I grabbed a handful of his plump ass.

He slapped my hand, wagging his finger. "No strenuous activity for another week, remember? Doctor's orders." He wiggled his butt playfully. "It'll still be here Friday night."

"It had better." I kissed him, then grabbed the box and put it in my closet.

We sat down for a little dinner, watched some TV, and then went to bed. I was exhausted, and as much as I wanted to have my way with Jack, I really needed to rest.

The rest of the week went by without too much trouble. Thankfully my job was mostly sitting at a desk, so I didn't have to do too much physical activity. I still had my exercises in the morning and evening, but they weren't too bad.

As promised, I took Jack out to a nice, quiet dinner for his birthday on Wednesday. I got him his favorite dessert, red velvet cake, and a vinyl record he had mentioned wanting. He gasped in surprise, stating he would listen to it immediately when he got the chance.

After dinner, we walked back to my car. As I put the key in the ignition, Jack asked me to wait up a second. I looked over as he tied his hair back. Just when I was about to ask him what was up, he gave me his bedroom eyes as he rubbed his hand along my thigh.

"Oh, uhh... Right here? I thought I wasn't supposed to do anything strenuous right now?"

He leaned forward and whispered, "Just sit back and relax. I'll take care of everything..."

He kissed my neck as he slowly inched his hand toward my crotch. I gasped softly as my dick swelled, straining against my pants. I leaned my seat back and spread my legs a bit to give him better access. He moaned softly as he unbuttoned my pants and freed my manhood. I furtively glanced around, making sure we were out of sight, but I couldn't deny the thought of someone catching us was exhilarating.

"I should be doing this to you..." I barely managed.

"Nonsense, your thick cock hitting the back of my throat is the best birthday gift a girl could ask for." He gently stroked my shaft as he kissed down my length. I closed my eyes, leaned my head back, and let him work. Who was I to deny him on his birthday?

He began to move his hand quicker, taking the tip into his mouth and sucking loudly. He knew exactly what drove me wild. As he continued, I looked around again and noticed an older couple walking in our general direction.

"Babe... Babe! Someone's coming!" I tapped him on the shoulder. He ignored me, continuing to suck me while the couple inched closer.

"Jack, they're gonna-uhhhhhh..." He cut me off by taking my member all the way to the base. He frantically swirled his tongue around, fucking his throat trying to finish me. It didn't take long.

The couple walked by, probably wondering why some random guy was just sitting in his car. I tried to put on a straight face as I held Jack's head out of sight as I pumped my load down his throat. I managed a smile, giving a small wave. The couple waved back, confused but otherwise went along their way.

As soon as they left, I let go of Jack's hair.

"Sorry, there was a couple walking to their car, I didn't want them to call the cops or anything..."

He looked up at me, kissing me deeply, a trace of my cum on his lips.

"Happy birthday to me." He gave me a sultry smile as he got back into his seat.

I readjusted my seat and began the drive home. "You're so fucking hot, it's insane," I laughed.

---

Friday night was going to be perfect. I made Jack's favorite dinner, put on some light, sensual music, and I also told him to dress up, as I was going to wear a suit. Corny, I know, but I wanted to give him the perfect night, and I thought it would be fun. I was so turned on thinking about what I was going to do to him afterwards that I nearly rubbed one out beforehand, but I controlled myself. I leapt out of my seat when I heard him knock.

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I opened the door and was floored. Jack had curled his hair, which he had been growing recently. It spilled over his shoulders in such a sexy way, it drove me wild. He wore a pair of gold hoop earrings, mascara was impeccable, and just a hint of lipstick. He wore a floral print sundress and heels, completing the look.

I stood there, mouth open like an idiot. He looked at me. Jack reached out and knocked on my forehead.

"Hello? Anyone there? I'm supposed to be having dinner with my boyfriend?"

I snapped out of it. "Wow, you just... happy birthday, Jack." I let him in, leading him to the dining room. He smiled when he noticed his favorite meal.

"You shouldn't have! You treat me so well, babe." He planted a kiss on my lips as we sat down.

After dinner, I brought out his last gift. I trembled in anticipation as I handed him the box, my heart racing as he gently untied the bow, and removed the lid. His eyes lit up as he placed his hand over his mouth.

"So... I may have gone a little overboard, but I figured one of everything didn't hurt. Did I do okay?" I asked sheepishly.

Inside the box was a veritable tool chest of toys, gadgets, gizmos and more, all designed to offer maximum pleasure. A vibrator, g spot stimulator, butt plug, nipple clamps, cock rings (one for each of us) and the coup de grace: a shibari kit.

"Oh babe," he replied, shaking his head. "Which one do I get to use first?"

"Dealer's choice." I grinned, satisfied with myself.

He pointed to the shibari kit. I had hoped he would pick that first. I had been reading and watching videos about it, and was VERY excited to try it. There was a part of me that worried he'd slap me for even suggesting such a thing, but I knew his kinks well enough at this point.

I led him by the hand into the bedroom. He began to undress before I stopped him.

"Wait, let me." I said.

He obeyed, standing in the middle of my room, his chest heaving with anticipation. I slowly looked him up and down as I walked towards him, devouring every bit with my eyes. I stood within an inch of him, brushing a lock of hair behind his ear. I gently kissed his exposed neck, eliciting a soft moan. I gingerly took the strap of his dress and lowered it off his shoulder. I kissed down his neck and onto his bare chest as I lowered the other strap, letting the dress fall in a heap on the floor. He stood stark naked (except the heels, which I left on) his cock hardening as I kissed his chest, taking a nipple between my lips. I continued kissing down his chest, stomach, and stopped just short of his pelvis.

Before I went too far, I pulled away. I stared into his beautiful eyes.

"Do you trust me?" I asked him.

He nodded. "I do."

I pulled the rope out of the box and I slowly began wrapping the rope around his body. I gently, but securely bound his wrists first, planting little kisses as I worked my way around his body. I made sure to take my time, continuing to tease him along the way. I could tell he was enjoying it, his soft moans were music to my ears.

I stood back to admire my work. He was expertly (in my opinion) bound in a fisherman's harness, the red rope a stark contrast to his pale skin. He was panting, my teasing bringing him closer to the edge.

"Now, for the finishing touches..." I reached back into the box, pulling out some hooks and straps. I attached one to the rope on his wrists and and strapped it to a hook I had installed on the ceiling. I triple checked it for safety before then taking one of his legs and doing the same at the knee. He was partially suspended, powerless to do anything but what I had prepared.

I then took out the vibrator, cock ring and g spot stimulator. My heart was hammering in my chest. We had done some kinky stuff in the past, but this was outrageous. Never in my wildest fantasies did I ever see myself doing something like this, but it was just one of the many things that made Jack so hot.

I lubed the end of the g spot toy and gently inserted it. His cock twitched, a bead of precum dripping from the tip. I attached the cock ring, ensuring it was snug but not too restrictive. I turned the g spot toy on the lowest setting, and Jack yelped. I then turned on the vibrator and pressed it against his penis, slowly circling it around the head.

His mouth was agape, the various sensations overloading his brain. He was a puddle of pure ecstasy, the combination of his helplessness mixed with the stimulation of his most sensitive erogenous zones was almost too much. I made sure to give him just enough pleasure to enjoy it, but not so much that he would cum immediately. I was going to savor this.

I turned my attention to my own needs. I undid my belt, letting my slacks fall. I slowly rubbed the front of my underwear, wet with my own arousal. I turned the vibrator up a bit, evoking a deep groan from Jack. He uselessly bucked his hips, either trying to escape or force me to press it in harder, I couldn't tell.

Regardless, I continued my work. I asked him if he was close, and he nodded wildly. I immediately removed the vibrator and turned off the g spot toy. He shuddered, his entire body shaking, desperate for relief. The veins stood out on his rigid shaft as the precum flowed freely, creating a small puddle on my floor. I wiped his tip with my index finger, tasting him.

"Mmm, you're ready aren't you?"

"Yesss... yesss please..." he begged.

I pulled my underwear off and approached his behind. I took the g spot toy out, positioned my throbbing member at his entrance, and pushed in.

His muscles immediately clamped down, squeezing me tight. I turned the vibrator up to max and pressed it against his taint, trying to stimulate his g spot from two positions. He started slamming his ass against my pelvis, fighting for release.

"You wanna cum?" I asked him.

"YES! FUUUUCCKKK!" he screamed.

I slammed my hips against him, fucking him with all my strength.

His orgasm tore through his body. A low, guttural noise issued forth from his throat as the pressure in his dick released, his cum shooting in ropes clear across the room. I felt my own orgasm boil in my loins as I came as well.

His breath ragged, Jack went limp, thoroughly satisfied and drained. I unhooked his leg and arms, gently lowering him onto the bed. I carefully removed the cock ring and began undoing his bindings, noticing some marks where he struggled against the ropes. Cursing softly, I went into my bathroom and grabbed some aloe.

When I returned, I tenderly applied the aloe to his arms, torso and legs. He reacted to the cool gel, his nerves still on fire. He looked up at me, his piercing eyes boring into my soul.

"Best... birthday... ever..." he whispered as he drifted off to sleep.

I finished and kissed his forehead, covering him with my blanket. I cleaned up and quietly joined him in bed, his soft breath reassuring me that I didn't completely break his brain.

"I love you," I whispered as I snuggled with him, interlacing my fingers with his.

-----

The next morning, I awoke with Jack still in my arms. I smiled, lightly stroking his hair, enjoying the new normal of waking up next to him. Even though we had only known each other for a couple months, I was falling hard. I was finding it difficult to be away from him, even just for a few hours. Sure, I'd had great sex before, but this was totally different. This was the first time I actually felt connected to another person.

We were around each other almost daily, save for a few days here and there. He was handsome, funny, intelligent and sensitive. All I wanted to do was quit my job, stay in bed and cover him with kisses all day, every day. I was completely and utterly under his spell. It took all my willpower not to wake him and profess my aching, undying love.

I laid there for what felt like hours, waiting for him to wake. He began to stir, stretching and yawning as he turned to face me. His eyes opened slowly, blinking the sleep away.

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"Morning, babe." I said.

"Mmm, morning," he replied sleepily. "Sleep good?"

"Like a baby." I replied. "Hungry?"

"Starving! Wanna go and grab some breakfast?"

"Yeah, sounds wonderful."

"Alright, it's a date!" Jack said as he hopped out of bed. I got a great view of his ass as it bounced. He must have felt my eyes on him, as he turned towards me and laughed.

"I gotta shower, babe. I'm so smelly!"

"So? I love your smell," I responded.

"Oh yeah? You like boy smell?"

"When it's yours? Hell yeah."

He laughed. "Well, you're just gonna have to get me stinky another time."

"Oh no, is it over? Is the magic finally gone?" I joked.

"Yep, sure is." He responded. "We're officially an old married couple."

"Doesn't sound so bad to me," I muttered when he was out of earshot.

Jack jumped in the shower, and I went after. When I got out, I heard a soft voice coming from the living room. It sounded like Jack was on the phone. I tried not to spy, but I could just make out what was being said as I dressed in his room.

"Yeah... Yeah, it was really nice... Yes, your gift was nice too, I really appreciate it. Yeah, I do, I just... You know how it is... Mhm... Well hey, I gotta go run some errands, but I'll talk to you later. Okay, love you, bye."

I finished getting ready and walked into the living room.

"Hey, ready to head out?" I asked.

Jack got off the couch. "Ready!"

"Who were you talking to?" I asked.

"Oh, it was my mom. Were you spying on me?" he eyed me suspiciously.

"Oh, sorry I could hear from your room." I responded.

"Ah," he nodded. "Yeah, I try to call at least a couple times a week. I miss her."

"That's sweet." I replied. "You guys are close?"

"Yeah, pretty close." He responded. "It's just been me and her for a long time."

"That's nice, I'm glad you guys have that." I said, wistfully. Jack noticed my tone shift.

"Hey, maybe it isn't my place to ask, but... What's the deal with you and your dad?" He asked.

I was caught off guard by his question. I preferred not to think about my dad, much less talk about him.

"Uh, look it's a long story..." I said.

"I understand." He replied. "It's just... ever since you were in the hospital, I've been wondering about it. He was the first one there when you got hurt, and he stayed with you the entire time you were unconscious. Plus, he was really nice to me when I visited. If there's something there, I don't want to pry, but it was clear he was concerned and cares about you."

I nodded silently. "Maybe. Or maybe it was just an obligation, I dunno." I shrugged.

"He didn't seem to act like it was an obligation, he seemed genuine to me."

I snorted, shaking my head. "You don't know him like I do. He's probably just feeling guilty." I retorted, a little harsher than I intended.

Jack looked hurt, looking down at the floor. "I'm sorry..." he whispered.

"No, I'm sorry," I apologized. "I just... I guess if you really want to know..."

He looked up at me and nodded. We sat down on the couch, I took a deep breath, and explained.

"We were close, once. Ever since I was a kid, I was close with both my parents. They were both very supportive when I was growing up. Every hobby, interest or adventure I wanted to take, they tried to make it work, and we did everything together. My mom stayed home, but was active in the PTA and other community stuff, and my dad worked a lot, but he always made time for us. Things were great, until I turned seventeen.

My mom got really sick. I didn't know it at the time, but she had been sick for a while. I guess I noticed she had slowed down a bit, but it wasn't until things took a big downturn that I found out how sick she really was. The doctors found out she had a rare degenerative disease that had accelerated in the last year she was alive. When things were at their worst, that's when I found out that my dad knew, but never told me.

I guess my mom didn't want me worrying, and she tried her best to hang on as long as she could, but in the end it was just too much. She went from being such a vibrant, lively person, to a barely recognizable husk. It was too much for her to bear, and eventually she asked my dad to take her off life support.

Of course, I fought him on it. Looking back as an adult, I know it would only have prolonged her suffering, but I just couldn't let her go. My dad, knowing what I know now, wanted to end her pain and signed off on it, and she passed quickly after.

After the funeral, my dad and I became strangers. He spent most of his time at work, going in early and staying late. Maybe he was just trying to distract himself, but even when he was home, it was like living with a ghost. We barely spoke, and when we did, it was like he was just looking straight through me.

My grades started to suffer, and I ended up not getting into the college I wanted. I was going to study engineering, but instead I ended up getting a bullshit business degree at my fifth choice of school and took the first job I could get, which is where I'm still at. I partied like a maniac, trying to forget the pain. I still don't know how I ended up graduating.

By that point, I had barely spoken to him, and things were just fine without him, so I didn't see the point. The only real communication we had was putting him down as an emergency contact on whatever paperwork needed it, since I didn't have anyone else, and maybe once or twice other than that.

I just didn't need him anymore. He lied to me about my mom, and that's just such a betrayal that I don't think I could ever forgive him for. Sure, he's tried reaching out a couple times in the past few years, but at this point, what could we even say to each other? I've survived just fine without him until now, and I'll keep surviving."

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