A Vacation to Remember

This is part Two of a Five part series where Jack, a recluse, discovers why family should always come first.

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I was in heaven, I sat there on that cool leather couch as I watched my beautiful granddaughter suck on my cock. I looked at her blonde hair tied in a ponytail, it slowly moved as she bobbed up and down, the sounds of her low mews of excitement mixed with slurping sounds was driving me crazy. I couldn't believe how amazing it felt, It's been almost six days since Chelsea literally fucked my brains out. I've missed this.

Shortly after the mind-numbing sex, Chelsea hit me with the news that she was going to spend a few days away with some friends camping, It was something they had planned long before I was even a part of the conversation. So, the last few days it's been just me and Jen; my son has been busy and I've barely seen him. Either way I was now enjoying this blonde teen beauty slowly using her mouth to milk my cock. She made me promise that I wouldn't touch myself the entire time she was gone so I could give her a huge load when she got back. I kept that promise and also took the time to make myself barren down there, no hair to get in the way.

Chelsea took my cock out with a loud popping sound and started slapping my cock against her tongue. I moaned uncontrollably as she put my cock back into her mouth, using her hands to stimulate me more. I was falling in love with that mouth. Now even though this was the moment worth every penny, my attention would drift, Jen was taking a shower just upstairs while her daughter was very craftily sucking my soul out.

I looked back down to Chelsea and leaned forward, grabbing her chin. I noticed how small her face was to my hands. I gave her a soft kiss and laid back into the couch. She smiled at me and went back to sucking my cock.

"Mmmmmm, God you're mouth feels so good baby." I said to her as she slurped loudly. Chelsea surprised me suddenly by popping my cock out of her mouth and putting it back in and popping it out again. She did this five, six, seven times in a row. "Oh my God! Chels... wow." I said as I started to feel my cock beginning to fill up with cum, very quickly. "Holy shit! you're so..." Right as I was in mid sentence she quickly put my cock back into her mouth and again popped it consecutively, six, seven, eight, nine times!

"Fuuuccckkk..." I moaned louder than I should have, I stroked her face as she winked at me. I felt the cum near the tip, I was not sure how much longer I could hold on, when suddenly I heard the shower stop. "Shit!" I whispered, Jen was getting ready to get out. I quickly tried to get up so I could pull up my pants when Chelsea stopped me and popped my cock out again.

"Where do you think you're going?" She asked me.

"You're mom is getting ready to..." I attempted to reply when she shushed me, put my cock back into her mouth, grabbed my long shaft with her right hand and started jerking me fast while using her tongue to stimulate the back of my cockhead.

I heard the bathroom door open just as I reached the point of no return, that moment when nothing, nothing can stop a man from cumming. I lost all my strength as I saw Jen come out of the bathroom covered in a white bathrobe with her hair in a high bun. I softly let out a moan as I started shooting multiple cumshots into Chelsea's mouth. I simply stared at Jen knowing very well that if she looked down at me I would be done for.

I held my breath for more than a few seconds until I noticed that Jen was looking at her phone and without looking anywhere else walked into her bedroom and closed the door.

"Yummy, you're cum is very sweet grandpa." Chelsea said as she started getting up, licking her lips.

"Chelsea, we could've gotten caught." I whispered at her.

"Nah, I knew we were okay. Mom always goes straight into her bedroom after a shower." Chelsea said, fixing herself. I quickly took the initiative and pulled up my pants. "I have a big surprise for you, but you need to wait two days." she said while holding two fingers up. "I promise it'll be worth the wait."

I sat back on the couch and stared at her as she left me, I heard her go into her bedroom and close the door. That was a lot of fun I thought to myself and turned on the news.

I sat there for a little while before I heard a door open and saw Jen at the corner of my eye as she was walking down the stairs. I had to do a double-take once I saw her. We have been hanging out for the last few days together and I have come to enjoy her company, her sweet perfume, her smiles. So much that the thought of having sex with her was becoming something I desired. I stealthily undressed her with my eyes.

Jen is very beautiful, she's in her forties (even though she looks like she's in her late twenties), she has a nicely shaped body. My thoughts suddenly went to yesterday when she wore these tight blue Levi jeans that accentuated her heart-shaped ass. She had nice looking breasts from what I could tell and a slim waist. She walked down the stairs in a yellow-white sundress which stopped halfway down her nicely toned legs. I stared at her for a few seconds, enjoying that view. Once she reached the bottom stairs she looked at and gave me that warm smile I've come to love.

"You hungry Jack?" Jen asked.

"Not really, but thanks for asking." I replied as my eyes followed her into the kitchen. I looked at how she moved her hips and at her sexy ass, the print of it was slightly visible. My thoughts were interrupted when Chelsea closed her door and started walking downstairs.

"Mom, can I borrow your car? I'm headed to twin's." Chelsea said to her mother.

"Remember, dinner is at six." her mother replied without looking back.

"Okay, thanks... Bye." Chelsea said as she grabbed the keys and opened the door. "I'll see you later grandpa." She said to me as she trailed off and closed the front door.

Chelsea's sweet voice, it could always do me in, the power it held over me. I sat there and went back to the news. I heard Jen rummaging through the cabinets and curiously peeked into the kitchen. I saw her pull out two drinking glasses and watched her walk towards me.

"Would you like to have a drink with me?" Jen asked. I must've looked at her in a way I can't even comprehend because she paused for a moment. "I mean it's five o'clock somewhere, right?" she finally said breaking the silence.

I nodded to her as I made space for her on the couch. She put some liquor into the glasses, handed me one and once I grabbed it she brought hers next to mine and clinked it. "Here's to another great year, eh Jack?" Jen said.

"Here's to you, for being a great daughter-in-law." I replied.

Jen smiled and drank.

We spent the next thirty minutes talking and laughing. I learned that Jen worked in HR and that she took time off from work so I wouldn't be alone all the time, that she spoke three languages, that she loved mystery novels, detective movies and that she loved dancing. As I was enjoying her company I noticed that I barely had one drink and was heavily nursing the second. Jen, however, was on to her third. Once she finished pouring it I put my hand on top of her glass to let her know that I didn't want her to pick it up. She looked at me a little confused.

"Hey, let's take it a little bit slower, okay?" I said to her sincerely. "Aren't you a little worried that Chelsea might come home and see you drinking this much?"

"She won't be home till later, the twins live well over twenty minutes from here."

I noticed her look down and what appeared to be her holding back some tears. "Hey, is everything okay Jen?" I asked as I moved slightly closer to her.

"I don't know Jack, I feel so lost, you know? Me and Tim aren't in the best place right now." Jen said as she took a deep breath. "I'm sorry, I don't need to bother you with this."

I grabbed her hand and gave it a slight squeeze. "Please, tell me, you're not a bother. I am here for you." I told her as I put my index finger under her chin and raised her face so we were at eye level. "Tell me what's wrong."

"He's a great guy, Tim... I can't complain. He takes good care of us, we have a nice life. It's just that he's never here, especially lately."

I thought very carefully about what to say next, I could easily say the wrong thing and end a marriage, or worse, make my own son into a villain.

"Would you like me to talk to him?" I asked.

"No, it's okay." She said to me as she picked up her glass and took another sip. "You're a good man Jack." she said to me as she put her soft hands on my face.

"Listen, I am here for anything you need." I said to her as I also started caressing her face.

Jen looked at me for a few seconds and leaned in and kissed me. She almost immediately stopped and pulled back, most likely realizing what she was doing. "I'm so sorry Jack, that was uncalled for... I think I've had one to many." she said as she turned her head. I again grabbed her chin and turned her head and I leaned in and started kissing her.

I kissed her soft lips and took my time not wanting to rush anything. I caressed her back and little by little, her arms. She in turn caressed my arms and eventually put her hands on my chest. I continued making out with her until I felt that she was a little more into it, then I grabbed one of her breasts and squeezed. She moaned. I started probing more of her body, inch by inch. I nibbled on her neck and put my hand into her dress and pulled out one of her breasts. They were more plump than Chelsea's and soft to the touch, I squeezed them before breaking the kiss and putting her thick nipple into my mouth.

"Mmmm Jack." she moaned as I played with her nipple. My hands started going lower and lower until I reached her pussy that was currently being protected by soft panties. I pulled them aside and softly played with her pussy lips. I caressed her clit and put a finger inside. "Jack..." Jen said softly as she started to rock her hips.

I played with her pussy a little more and I noticed that she started getting wet really fast. I pulled my fingers out and I nibbled on her neck. I got behind her, still sitting on the couch. "Jen, you're really wet, when was the last time you had sex?" I asked.

Jen pushed back on me and laid her head on my left shoulder and with her eyes closed moaned the answer. "I can't remember."

I decided that I was going to give this beautiful woman an orgasm. I pushed her back closer to my chest and, having removed her sundress, put my right hand back down and inside her panties and my left hand got a good grab at her left breast. I started slowly fingering her and pulling on her nipple and squeezing. Jen was slowly melting into my arms, her body was perfectly curved into mine, she started kissing my neck and moaning, low at first, then louder and suddenly I felt her nails digging into my legs.

I got up, laid her down on the couch, I removed her white thong and saw a strip of hair leading me down to her sweet smelling pussy. I started licking that pussy, enjoying that tangy taste and pushed her pussy lips aside so I could thrust my tongue inside. I used my tongue as if it was my finger, slowly going in and out before moving my mouth up and putting her engorged clit in my mouth, lightly sucking on it as I slowly thrust my fingers inside. Jen started to moan louder which let me know she liked what I was doing, so I curved my fingers and looked for that g-spot.

"Oh my God Jack, please don't stop!" Jen said as she bucked her hips. I sucked her clit with more enthusiasm now and less than a minute later Jen started breathing very heavily. "Oh... please... please!" she kept saying, sounding more like a cry than a moan. "Please!! Please!! I'm almost there! plllleeeaasseee don't stop!!" she moaned as I kept tickling that g-spot with my fingers. "YES!! OHHH MY GODDDD, FUCKKKKK YESSS!!" Jen screamed as she started shaking. After a few seconds she grabbed my hand, letting me know she wanted me to stop. "Oh my... Jack." she said lifting my head and leading me up to her and into a kiss. She kissed me more passionately than any woman has ever done. "Sit down." she told me.

I sat down and Jen took off my pants and underwear and took a long look at my very hard cock. She got close to it and put it right at her face and took a deep sniff. "God, I missed that smell." Jen said as she licked the back of my cock, from the bottom to the top and put my cock into her mouth. Jen bobbed slowly and took my cock deep into her mouth, something that Chelsea has not been able to do.

"Oh..." I moaned as I saw her again put my cock deeper into her mouth. I quickly noticed she had no gag reflex whatsoever and again deep, deeper until I felt my cock going down her tight throat. "Fuuuccckkk..." I moaned as I started hearing that familiar slurping sounds of my cock getting properly sucked.

Jen's sucking skills were beyond heavenly, she slowly started speeding up, her hands massaged my balls. I was in awe as this blonde beauty was enjoying my cock, moaning as she bopped. I needed to be inside her, I grabbed and put her on top of me, she kissed while still stroking my cock, then proceeded to take my shirt off and led my hard cock into her. It slid into her like a knife to hot butter. I could hear her stifled moans as I kissed her deeply. Her hips started moving back and forth, grinding me. I grabbed her ass and gave it a nice squeeze and started taking control of her grinding.

"Ohhh... Jack, your dick feels so good, ohh mmmyyyy, so good... sooo good... so good." Jen moaned as she switched from grinding to bouncing. "So fucking good...ohhhhh...mmmmmm." Jen moaned louder as she started bouncing harder and faster. After a few minutes she stopped her bouncing, put her legs into a squatting position, put her hands on my shoulders and resumed her bouncing. Her perfectly shaped breast that slightly hung was now bouncing and I grabbed them and put those pink nipples into my mouth, her hair that was in a tight bun was slowly losing its hold, the sound of our naked bodies slapping was getting louder. "Oh Fuckkkk... Jack, my God... you're dick... so good... Ahhhh... ahhhhhh... ahhhh, Mmmmmm, Fuckkkkk." I kept looking at Jen's face, her sweet lips started to quiver as she smiled at me non-stop, she closed her eyes and her mouth opened as the sweet sound of her moans filled the room.

As our naked bodies continued to indulge in the pleasures of heated passions, I got the urge to be on top. I lifted her up, her hands crossed behind my head as I laid her down. Her beautiful face was so full of pleasure, I looked at her baby blue eyes and noticed that they were the same shade as Chelsea's. I started playing with her clit and saw her eyes roll backwards just as I felt her pussy slowly squeezing me, but what I really wanted was to feel that pussy clamp down hard. I grabbed her hips and started to fuck her harder. The living room had now become a resounding amplifier of sounds, the sweet sounds of female moans that were steadily getting louder and louder, so much so, that I had to put my hand on her mouth to try and reduce its volume. Jen moved my hands from her mouth to her throat. I squeezed gently as she started playing with her own pussy. I started squeezing a little harder and moving my hips faster.

"OHHH MY GODDDD!!" Jen screamed very loudly. "Harder!!"

I complied with her demand.

"OHHH MY... PLEASE!! JACK PLEASE!! OH... I'M SO CLOSE!" Jen again screamed. She's a screamer, I thought to myself. I loved it. I looked at Jen, her face now reflecting her intense pleasure, she had the look of a hungry woman on the verge of an amazing orgasm, her eyes kept rolling back. I could feel how close she was getting, how much she needed this. So I started pounding into her even harder. "please... please... please" Jen said in a low whisper. I felt her pussy get really tight around me as she started to shake. "OHH MYYYYY GODDDD!!" She screamed as she grabbed me and brought me down to her. I could feel her sweet sweaty body touch mine as she kept shaking.

I turned her around and put her on all fours and let myself inside her again, I grabbed her hips and went hard and fast from the get go. I looked down, her sweet ass bouncing as her pussy made my cock disappear and reappear, over and over. I remembered that she kinda liked it rough, so I gave her ass a good slap. "YES!" Jen screamed as I slapped it a few more times. I grabbed her soft ass and gave it a squeeze then grabbed her hips and started fucking her as hard as I could.

I was getting one hell of a workout, my sweat beaded down my toned chest. I continued fucking her as we let the house fill with our sex noises: The noise from our naked slapping bodies, Jen's loud moans, the sound of the couch, my grunts and an extensive use of the word: Oh My God.

Jen abruptly stopped me, turned around and pushed me unto the couch and got on top of me, she started riding, her sweat glistening off her naked body. "I want you to cum in my mouth Jack, I want to taste you." Jen said as she bounced hard, then I suddenly felt her do something I haven't felt her do just yet, she squeezed her pussy in such a way that my balls started to fill up very rapidly. She squeezed my cock with her sweet pussy and let it loose at different intervals, alternating. With every bounce after that I lost complete control of my ability to fight the urge to cum, it was being pushed up and up very, very quickly, with every sound of our slapping body I felt that pressure rise fast and faster, until I felt it at the tip again, looking for release.

"Fuuuccckkk, Jen! What the... I'm very... close. I don't know... what you're doing... just now, but I... can't hold... gonna cum fucking quickly." I said to her moaning in between words and grabbing her ass.

"It's a little trick I know, I can get any guy to come in seconds if I want." Jen said smiling.

"Oh yeah... mmmmm, now that I know about... mmmm it, I'll have to put that to the test." I said to her grunting between words. Jen then again put herself into a squat and started bouncing faster. She locked eyes with me. "Jen... I can't... hold on..." I tried saying, weakly, knowing that she wanted to have me finish in her mouth, but Jen simply grabbed my face and put it inches from hers and kept bouncing without blinking. I could not hold back anymore, I grabbed her hips and with one motion I released inside her. "FUCCCKKKK!!" I screamed as I felt my cock empty, shot after shot inside her love canal.

Jen kept bouncing for a little bit longer until I motioned her to stop, my cock getting very sensitive.

"I tried to tell you, I was ready..." I said to her.

"I know, but in the end I wanted this instead." Jen said cutting me off and putting a finger on my lips to shush me and again kissed me. She got off me and picked up her stuff. I looked at her delicious body and her heart shaped ass. Her hair was no longer held up in a bun, most likely it got loose as our bodies were locked in primal desires. "I guess I need another shower." she said in a chuckle.

As Jen went upstairs I decided to take a quick dip in the pool in the backyard. I grabbed my clothes and changed into my swim trunks and swam for a few minutes, trying to get that sweat off. It must've been a good twenty minutes when I finally decided to get out. I dried myself and walked into the house and heard voices and laughter coming from the living room. I approached it and saw Chelsea sitting and talking with another young lady in the same spot I had just finished fucking her mom. I smiled as I got closer, the towel hung around my neck and my chest stood exposed.

"Hi grandpa, this is my friend Hope." Chelsea said to me, introducing her friend.

Hope stood up and offered me her hand, as I extended to shake it I got a good look at her. Hope wore a white tight shirt that was slightly see through and I was able to make out her bra, she also wore blue shorts and black and white converse sneakers. She was a pale beauty with long red hair and green eyes, she had dimples and was taller than Chelsea. She also had bigger breasts than Chelsea and just like my gorgeous granddaughter was very slim. But it was her eyes, that green emerald color that got me. I was mesmerized.