Jay's Sex Club Adventures Ch. 21

"Do it baby," she said, through gritted teeth. "Cum for me now!"

"Oh fuck...I'm cumming! Holly, I'm cumming!"

As soon as I finished my verbal warning, my cock erupted and several long ropes of cum, shot straight up into the air. Gravity took control and soon, there was a pool of cum all over my chest. Holly laughed at how much I came, continuing to pump my ass with her throbbing cock.

Holly leaned in and kissed me, fucking me more gently now and I kept moaning, even though I had already blown my load. It was one of those moments, where she could keep me going, long after I had already exploded all over myself. Hit the right spot and I could have the most intense orgasms, some of them lasting for long after Holly finished fucking me. Sometimes my body would still tremble, hours after we had finished. I had the ability to do the same to Holly, when I would fuck her...but damn did I enjoy being the one in that position. Holly kept her hand wrapped around my cock, still jerking me as my whole body continued to shake underneath of her.

She started licking and sucking my nipples, intensifying the feeling and before I knew it, I was cumming again. Midway through my second orgasm, Holly slammed her cock balls deep inside of me and buried her face, in the crook of my neck. With a low grunt, she too started to shake and I could feel the warmth of her cum filling my ass; then we were finished.

As I lay in the bed, cum leaking from my gaping asshole, I held Holly close to me and admired her beauty. She was fast asleep and I couldn't help but think to myself, this was definitely, the woman I wanted to spend the rest of my life with.

Over the course of the next month, I braced myself for the fast approaching night, that I would propose to Holly. I had decided to go with Rob's idea and drop the question, while we were on vacation in Wildwood.

The day that we first went down there, it was raining; that was a definite bummer. Even worst, was the fact that the forecast was calling for rain, most of that week. All I could do was pray to whoever was out there, that Friday night would be completely clear.

Otherwise, there's no way there would be fireworks and I definitely would not be asking my girlfriend, to marry me on the beach. We pulled into the driveway of the house that we had rented, Rob pulling his pickup truck in behind my car. The rain had slowed a bit, just enough for us to get out of our vehicles and start unpacking all of our luggage.

"This is just great," I muttered to Rob, as we made our way to the front door.

"This is a fucking disaster, dude!"

"Relax," Rob said, unlocking the front door.

"With any luck, it will be dry Friday night."

"I hope so...I don't want this shit to be ruined."

Holly and Annie were coming up behind us, just as Rob opened the front door and we stepped into the house. We dropped the subject so that neither of the girls would overhear, and wonder why I was so stressed out.

The inside of the house was exactly as it had been described, in the ad that we had found online. The living room was a bit small, with two small sofa's and a love seat. There was a flat screen TV that was mounted on the wall, right across from the second sofa. The floors were hardwood and the ceiling was a popcorn ceiling. Just past the living room, was the kitchen and dining area, recently renovated as the ad had said. There was a sliding glass door that led out into the yard, with a grill and fire pit, as well as a nicely sized in-ground swimming pool.

Our rooms were right between the living room, and the kitchen. One of them overlooked the alleyway between our house and the one next door, while the other room looked out over the yard. Holly and I took the latter of the two, enjoying the view of the yard and the ocean, just beyond the fence. I carried our luggage into the bedroom and set it down on the mattress, Holly stepping into the room behind me and she sighed.

"Is it me, or is it hot in here?"

"It is a bit stuffy," I replied, with a shrug.

She opened the window and the cool air flowed into the room.

"Why don't you help Rob with the rest of the stuff," Holly suggested. "I'll start unpacking all of our things."

I shrugged again and walked out of the room, meeting up with Rob in the driveway. I really was anxious about the weather conditions and what it meant, for my plans to propose. Rob looked up from what he was doing and sighed, as I stepped up alongside of him. "You alright buddy?"

"I guess...it just sucks, it's raining all fucking week."

"Ah, at least we're on vacation anyway, right? We're all gonna have a good time out here, whether it rains or not."

I nodded in agreement, determined not to let the forecast ruin my plans for the week. I made up my mind at that exact moment and gave Rob a pat on the back, turning him towards me.

"I'm gonna do it tonight."

"What...you mean..."

"I'm going to ask Holly to marry me...tonight...here, at the house."

"Alright Jay," Rob laughed, looking excited for me.

"I don't want to wait until Friday anyway."

"I can agree dude! Are you nervous?"

"Fuck yeah," I replied with a laugh, as I helped him lift a suitcase out of the bed of his truck.

"Don't worry about it," he chuckled. "Holly will say yes, I know it!"

We carried the rest of the things into the house and a few minutes later, Rob and I were sitting outback on the deck and smoking a couple of cigarettes together. We started talking, revising my original proposal plans, now that I would be asking Holly to marry me tonight instead of Friday. Rob offered to take Annie out to dinner, that way Holly and I could have the house to ourselves.

While they were out, I would make a nice dinner and light a few candles; it would just be the two of us.

Holly was a simple girl and I knew, she would definitely enjoy something as laid back as that. I had wanted to give her something much more, but I knew she would remember it either way. Once we went back inside, I told Holly that Rob and Annie were going out that night and that I was going to cook for the two of us; she seemed excited to hear that.

Rob and Annie left around 5:00 and I took the car, driving to the local supermarket and picking up some things to cook. It was still pretty cloudy and a bit windy outside but, the rain had stopped for the moment. I figured it would be nice to throw some steak on the grill, since it wasn't raining anymore...hopefully it remained dry, until after I finished cooking.

The moment I got back to the house, I went right out into the yard and started up the grill, throwing the steak on as soon as it was hot enough. I told Holly to stay inside and relax...she didn't have to do anything, I would take care of it all myself.

I came back inside with the food, once it was finished and found Holly sitting at the kitchen table. Apparently, she had taken the time to herself to dye her hair black, with a streak of blonde; it looked pretty nice. "What do you think," she asked, looking up as I walked into the kitchen.

"I like it," I answered, truthfully. "I didn't know you were planning on doing that."

"It's been a long time, since I've dyed my hair. I figured it would be a nice change, so I went ahead and did it."

I set the food down on the table and Holly sighed, leaning in close and breathing in the smell of the steak.

"God, I am starving!"

"Well, dig in...it's hot though, so be careful."

I handed her a fork and grabbed one for myself, pouring us both a glass of soda and sitting down across from her. This was it, I thought to myself. As soon as we were done eating, I would drop the question. We talked about the weather for a few minutes as we ate, then moved on to what we wanted to do, since it was supposed to rain all week. We decided that whether it rained or not, the boardwalk was NOT out of the question. Hit the arcades for sure and grab some delicious boardwalk pizza...maybe we would be lucky enough, that we could get on a few rides too.

It was almost time...I had to ease my way into this.

"You know," I said with a start.

"I can't believe how long it's been, since we first met."

Holly looked up at me and smiled, setting her fork down and sitting back in her chair.

"It's funny how fast time goes by, right? It flies when your having fun, I guess."

"That's the old saying."

"It's been three whole years; that is a long time."

"I've enjoyed every moment of it," I said, smiling at her. "And I'm grateful, every single day of my life, that Rob brought me to The Raven. If I hadn't met you that night, I have no idea where I would be in my life right now."

"Probably eating dinner with some bitch."

She was joking, I could tell and I laughed and so did she. Then we both fell silent, but our eyes were locked together and she kept smiling at me. It was the right moment; it was now or never. I carried on talking, still trying to ease my way into it.

"You know...you changed my life, completely. I never thought I would be with a girl as beautiful as you."

"Well...I wasn't the only one, who played a part in that."

"Probably not, but you were the most significant. Holly, we've been through a lot together, in the three years that I've known you. I can't imagine having had to face the things I've faced, with anyone other than you...I don't think I would have survived. I love you and...I want to spend the rest of my life with you."

I stood up, reached into my pocket and felt around for the box. I kept my eyes locked with hers, and I could tell...judging by the huge grin on her face, Holly knew what was about to happen. I pulled the box out from my pocket and dropped down to one knee, flipping it open and revealing the diamond ring.

Holly might have been expecting it, but that didn't stop her eyes from going as wide as saucers, when she first saw the ring. They immediately welled up with tears and she covered her face with both hands, as I held the box out for her to get a better view.

"I would really love it...if you would be my wife..."

"Fuck yes!"

I couldn't help but laugh at her response and Holly laughed too, wiping away her tears and sliding onto the edge of the chair. I leaned up and kissed her, taking her hand in mind and sliding the ring onto her finger. "You're so fucking beautiful."

"This ring, is so fucking beautiful! Jay, how much did you-"

"That's not important...it was worth the money, that's all you need to know."

"Oh god...you're amazing," she laughed, kissing me again.

I stood up and pulled her onto her feet, wrapping my arms around her and holding her close. "One question though..."

"What's that?" I asked, looking her in the eyes.

"Are you going to wear a wedding dress too, since you love getting fucked in the ass so much?"

Again with the humor. "Fuck you," I joked.

"Watch it, buster!"

She gave me a playful shove and I picked her up, laughing as she squealed and I pressed her face first against the wall. I gave her a smack on the ass and leaned in, to whisper in her ear.

"You're the one, getting fucked in the ass tonight!"

I started dry humping her and kissing her on the neck, as she continued to laugh and pushed her ass back against my groin. I captured her lips with my own, sliding one hand up the front of her shirt and feeling her breasts. Holly pushed me back and turned around, so she could face me, wrapping her arms around me and pulling me to her.

We were making out and she reached down, fumbling with my belt, desperate to remove my pants.

Holly dropped to her knees, right in front of me. Yanking my pants down to my ankles, she devoured my throbbing cock and started sucking like a porn star. I moaned, throwing my head back against the wall and thrusting forward, pushing past her gag reflex. As much as I loved when Holly would fuck me, it felt nice to be in control every now and then.

She sucked my cock for about a minute, before I pulled her back to her feet and pushed her against the wall, once again. Now it was my turn, to remove her pants, dragging her undergarments down her long smooth legs, along with the shorts she had on.

I pressed up against her again, my cock probing at her hole and I teased her for a moment. Then I was down on my knees and spreading her cheeks, shoving my tongue into her hole. Holly gasped and then moaned, as I worked my tongue in and out of her and reached around to stroke her cock, at the same time. She was already hard as a rock, just from the rim job that I was giving her. I turned her to face me for a moment, taking her cock in my mouth and started to deep throat.

My hands moved around to her ass, giving it a squeeze and then easing my index finger into her quivering hole; she moaned softly. I pushed my finger deeper into her, then pulled back just a bit and inserted a second digit, pushing them both in, up to the knuckles.

"Fuuuck," she groaned, as I continued to deep throat her cock at the same time.

"I want you to fuck me; now!"

That's all I needed to hear. I stood up, her cock slipping from between my lips and pulled my fingers from her hole, before turning her to face the wall again. I pressed up against her, spreading her cheeks and once again probing her hole with my cock.

Kissing and biting at her neck, I pushed forward, until the head of my cock popped right into her. Holly tensed up and gasped; it had been a while, since she had bottomed for me. She was tighter than I remembered and without a sufficient amount of lube, it was a bit painful, as I first slid into her ass.

I waited until she was comfortable enough and then slowly withdrew, just a little, before slamming right back into her. She yelped and for a moment, I worried that I may have hurt her...

"Are you alright?"

"Mmm, I'm great, lover...keep going!"

With her reassuring me, I pulled halfway out again and repeated what I had done a few moments earlier, thrusting forward again..and again...and again, until I was pounding her ass nice and hard.

Speaking of hard, her own cock was standing at full attention, as I fucked her ass.

Holly reached down and grabbed her dick, pumping it nice and fast. I slid both hands up the front of her shirt and started playing with her tits, slamming my cock in and out of her. She moaned and groaned, panting and sweating and pushing her ass back against me.

I quickened the pace, thrusting harder and faster and pushing her harder against the wall. Holly screamed, has ass clamping down around my cock and she spurted cum all over the wall. It took me by surprise, as she hadn't even given me any warning that she was about to cum. I laughed, as her cum ran down the wall and dripped onto the floor; we were going to have to clean that up, once we were done.

"You okay?"

"Oh god yes," she replied. "It's been so long...I couldn't hold back."

"It's okay," I chuckled.

"You can keep going; please?"

"You don't have to ask me, babe."

I resumed my thrusting, fucking her as hard as I could now. My hands still fondling her tits, I started kissing her neck again and within seconds, Holly was crying out in pleasure again. Her whole body shook, her legs trembling underneath of her, as yet another orgasm washed over her like a tidal wave.

This time, I couldn't stop myself and I too started to cum. As her cock twitched and spurted more cum all over the wall, I drove myself balls deep into her ass and started pumping my load into her rectum.

Holly was being quite loud now, still shaking and moaning loud enough, that the neighbors could probably hear her; it was a huge turn on for me.

I pulled my cock from her ass and she turned around, dropping to her knees and taking me in her mouth. She immediately started to deep throat, and within seconds, I was hard again. Holly kept sucking and sucking, reaching up and tweaking my nipples as she did.

She kept that up for a moment or two and then moved one hand, down my back and to my ass. I felt her finger sliding into my hole and she pressed firmly against my sweet spot, sending me flying over the edge.

"Oh, fuck!" I howled, as my cock exploded for the second time that day and I shot directly down her throat.

Holly swallowed every drop, licking me clean and then standing up on shaking legs and fell into my arms. I stumbled backwards against the wall, pressing my back against the hot cum that she had stained the wall with.

"I can't believe, I get to spend the rest of my life...getting fucked by this cock," she joked, reaching down and stroking my still semi-hard cock.

"It's all yours, babe..."

"Mmm...I'm going to be your wife...I can't wait."

I smiled and hugged her tighter; I couldn't wait either.

When Rob and Annie got back that night, Holly and I were sitting on the couch and watching TV, cuddled up close to each other. Rob looked at me, as they entered the living room and I grinned; he immediately started laughing, realizing right away.

"Well?"

"Well what," Holly asked, confused.

"She said yes," I answered.

"Rob knew?"

My best friend shouted in joy, practically jumping up and down with excitement. "Fucking sweet dude, I told you it would work!"

"What's going on," Annie asked, stepping into the living room.

Rob looked at me and Holly, waiting for us to tell her. I smiled at Holly and she giggled, holding her ring finger up for Annie to see. Much like Rob, Annie immediately started jumping for joy. She took Holly by both hands and yanked her off the couch, right into her arms and hugged her. Holly laughed, as they both danced around the living room and Annie told her how happy she was for the both of us.

Rob motioned for me to step out onto the deck with him, for a smoke, I assumed.

As we enjoyed a cigarette together, I told him how everything had played out and he must have told me how happy he was for us, about a hundred times. We made our way back inside and the three of us decided to celebrate, opening up a few beers and heading out into the yard. We started up the fire pit and crowded around it, Holly and I sitting side by side and holding hands. I was having a great time with our friends but, the main thing on my mind, was how happy I was that Holly had said yes.

She was clearly just as happy as me, because she kept looking at the diamond ring on her finger and smiling over at me, with those beautiful eyes that I loved so much, about her...my love.

That week turned out to be relatively okay, as far as the whether was concerned. While it did rain a lot, we had our moments where we were able to enjoy some outdoor activities.

It was windy but still warm, so we spent as much time as we could in the pool, whenever the rain would take it's break; we even made it down to the beach, a couple of times.

The boardwalk was a part of our agenda, every day that we were down there and both during the day and at night. We ate pizza for lunch, practically every single day and hung out in the arcades like a group of teenagers; it was a great time. Monday morning came around a bit faster then any of us wanted, and before I knew it, we were on our way home. We left Wildwood at around 9:00 in the morning and we were home, by about 11:15, leaving a whole day ahead of us to do whatever; we decided to sleep the remainder of the day.

There would be a lot of planning in the coming days, as well as having to tell everyone the good news; we were going to be very busy.

We decided to hit The Raven that coming Friday, when it would be nice and busy, and all of our friends would be there...that's when we would tell everyone, we were getting married.