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Masso Joe Ch. 08

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Mary brings Jen some wine and a special vibe.
3.5k words
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Part 8 of the 9 part series

Updated 06/09/2023
Created 10/30/2018
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jayrotica
jayrotica
39 Followers

Mary visits with wine and her special vib

Coming home after grabbing a burger with the guys, I enter the kitchen to see mom and Mary chatting over an open bottle of wine.

"Jay, look who came for a visit and brought this nice bottle of wine."

"Well hello Mrs. Henderson, how nice to see you."

"Nice to see you Jay, and please call me Mary."

"Jay" my mom continued with a little slur in her voice, "I would offer you a glass of wine, but we seem to have almost emptied it."

"No problem mom, you seem to have enjoyed it" I smirk.

"Mary and I have been talking about our college days and boy does she have some stories to tell especially about one of her girlfriends Barbie. I thought I had some wild times, but nothing in her league", she said gityly.

Now if you know my mom, she can handle a glass of wine, maybe one and a half, but with her 95 lb frame, anything more, and you are entering into uncharted waters.

"Well you ladies enjoy yourselves; I am heading down to the basement to watch the end of the basketball game. Nice seeing you again Mary."

Watching the game I had to raise the volume several times to block out the uncontrolled laughter coming from the kitchen. Those girls were partying. I turned my head to the stairs as I heard footsteps. Mom and Mary were coming down.

"Jay" mom started "We need a man's option on this question. Do you think men prefer small tits like mine or large tits like Mary's?"

"Mom, I don't know, men like all sorts of tits, big , small and everything in between."

"Let me make the question easier, What do you like?" and with a wink from Mary both ladies removed their tops and revealed their braless breasts.

"Feel free to take a closer look" Mary gave me some encouragement as they both fondled their breasts in a seductive manner.

"Ladies, you are both beautiful, desirable women, don't ask me to choose between your tits. Variety is nice. I like ice cream but I don't always choose the same flavor. Does it matter if a guy has a big cock or a little cock?"

Looking at each other Mary and mom both responded in unison "Absolutely!"

Mom continued, "Too big and it feels like you are being stretched beyond pleasurable."

Mary continued "Too small and you may as well fuck yourself with your fingers." The two girls were going back and forth like a comedy team.

"Now you, Jay have a nice sized cock, what is it 7.5 inches?" asked mom.

Mary looked at her, "Come on Jen that would be too big for Jay, I would guess not more than 6.5 inches."

"How would you know that?" mom looked at Mary inquisitively.

"By the size of his hands and length of his fingers, silly girl" Mary said with a hardy laugh. "Jen your pussy is so small, that any cock would look and feel twice the size."

"And Mary, your tits are so big that any cock would look half it normal size" and as they bickered they continued to laugh, neither paying attention that they were standing there topless.

"So how big is your cock Jay?"

"I don't know, I don't exactly measure it"

"Well we should measure it... that's a good idea, I will get a ruler and Mary, see what you can to help Jay reach his full potential, if you catch my drift" as mom turned to go back upstairs, she stumbled.

"Don't worry, I am OK, just a little tipsy, I will be back in a minute with a ruler."

Mary approached me and ran her hand up and down my crotch.

"Now Jay, you heard Jen's instructions to me. I need to help you reach your full potential as she started to stroke me through my pants while rubbing her naked breasts against my chest. "Take off those silly pants and let's get down to business. It isn't exactly our first rodeo " she smiled.

"You know that you got mom drunk."

"I only brought the bottle over" she said as she unbuttoned my pants and lowered my zipper. "I didn't force her to drink. That she did on her own." "Now strip off that underwear, we have a contest going on and judging from your cock's reaction, I might lose my bet" she looked up at me holding my rapidly growing cock.

And then I felt her now familiar tongue licking at my balls and swallowing them one at a time. I watched as she let a long line of drool fall from her lips onto my semi rigid shaft. Her slippery hands felt marvelous. She has a way of caressing my cock that feels so much different than other women. Within a short amount of time my cock was parallel to the floor. I heard mom coming back down.

"I found a ruler, but it is only 12 inches, do you think it is long enough?" she said laughingly. Looking over at my erect manhood. "Mary you seem to do pretty good work" giving Mary a wink of approval.

With one final deep throat swallow, Mary took the ruler and placed it against my pelvis and began to measure. "Looks like 7 inches exactly. I guess we are both equally wrong, Jen."

"Wait" said mom, Let me see if I can do better." Then mom got down on her knees and attacked my cock with a passion. Mom is really competitive and if I had another half inch of cock hidden somewhere, she was going to find it. She stroked, sucked, played with my ass and balls, anything she could think of to get me harder and longer. With a last deep throat attempt, she gasped "Measure him now!"

Mary placed the ruler on my cock. "Same 7 inches Jen."

"Let me look Mary" Pushing Mary aside and knocking her over onto her ass. "You're wrong Mary, I see it as 7 inches and 1/16. I am closer , I win" and mom started a little happy dance.

"Jen, you little cock slut, we are not using a sixteenth of an inch to determine a winner, that is too small to actually measure. Maybe if we teamed up together on Jay's cock, we could make some better progress."

So with a gleam in their eyes they both kneeled on either side of my cock. I watched as they slide their tongue from the base to the tip and back again. But with each repetition their tongues seemed to linger at my cock head and start to play together. Mary then held my cock with one hand and deposited a long lingering kiss on mom's lips. She took mom's hand and guided it to her breasts while Mary continued to French kiss mom. The kissing became more intense and mom's hand eagerly explored Mary's full breasts and hardening nipples.

Mary leaned over mom and slowly lowered her to the ground, allowing her body to almost hide my mother's small frame. I saw Mary dangle her nipples over mom's mouth.

"Teach Jay how a woman likes to have her tits played with" as she continued to encourage her to lose her inhibitions.

Mom responded by being more active with her tongue and lips, moving from one breast to the other, from one nipple to the other. Mary's thigh was strategically planted between mom's legs moving up and down to stimulate her pussy and clit. Mom responded by moving her hips to just the right angle to achieve the maximum stimulation of her now so sensitive pussy.

By now I was sitting on the sofa, edging my cock, being a voyeur to the scene evolving in front of me. Mary gave mom a long deep kiss as she moved her lips down mom's neck and toward her perky breasts. Mom's nipples were pointing out like small bullets, as Mary seemed to take delight in toying with them back and forth like a child's toy that keeps bouncing back when you push it over. But then I saw Mary bite mom's white soft flesh. Mom jerked and yelped in pain, but did not show anger but merely caressed Mary's hair in response. Mary bit a few more times with a similar reaction to the pain. With each bite mom would shake and quiver, almost like a small orgasm and press her hips harder against Mary's thigh.

Mary slid her body lower, her full breasts dragging against mom's flesh. Mary stopped to kiss her belly and as she did mom cringed with pleasure grabbing on to the small tufts of the carpet she was lying on.

"Fuck Mary, you are making me crazy, please kiss my cunt."

Now I knew Mary well enough, that she wasn't very good at taking instructions, and that Mary would do what Mary wants when Mary wants it. Mary continued to tongue mom's belly button as she opened mom's legs wider. She began moving lower on mom's belly, giving small kisses as she moved downward hovering over mom's pink wet and shiny lips. Mary stopped and blew on mom's pussy, spreading her pink lips and inhaling her scent. Realizing that the teasing was becoming too intense, she lowered her mouth and with a long wide tongue, ran it up from her ass bud to her clit. Mom jerked with pleasure as Mary continued to flick and lick the engorged clit facing her.

Mary turned to me. "Jay, go upstairs into my bag and get me the present I brought for Jen."

"What am I looking for?"

"You will know when you find it" she laughed as she went back to her enjoyable meal.

Running naked upstairs, I looked for Mary's bag and opened it. On top was a vibrator with a longer curved edge and a smaller piece jutting out from the middle. It was pink, smooth and soft and I could not help turning it on. I almost jumped as I heard a loud buzz and major vibrations on my hand coming from this small unit. I realized that it was set for the maximum setting so I played with the adjustments and enjoyed the feeling that it gave me. With the present I ran back downstairs only to find Mary still between mom's legs. Looking down on my mom's small naked body, she resembled a Russian teen gymnast with her small perky breasts, her flat belly and her legs open in a full split. Her hands were massaging her breasts, normally a prelude to her orgasm.

"Mary, I can't stand your torture any longer, please I need to cum, let me cum." She started to give Mary direction on speed and pressure that she wanted.

"Move your hand to the left, a little more pressure and faster... "

Mary lifted her face up, wet with mom's cunt juices. "Shut up slut, and fuck with your instructions, I know what I am doing."

And with those words Mary ramped up the speed of her fingers rubbing at the side of mom's clit. Mom's hips were grinding at Mary's finger trying to increase any friction that she could against her overly sensitive clit. With a gasp of an inhale, mom's body seemed to implode, as waves of pleasure literally erupted from the inside out.

"Oh my fucking god!" were the only words that could escape from my mom's mouth. And with that, she tried to push Mary's hands away from her post orgasmic clit. But Mary's hands refused to move and she continued to stimulate her.

"Mary, please stop, I can't handle this I am too sensitive down there." And again tried to push her hands away.

Mary looked up at me. "Jay, hold Jen's hands down, I am not finished yet."

So here was my dilemma, helping mom by moving Mary away so she can come down from her orgasm, or listen to Mary and see what she had in store for my mom. I knew Mary well enough, that she meant no harm, so to my mom's surprise when I came over I pinned her arms to the ground.

"Jay, what are your doing, you know what I feel like after and orgasm, release me. Now!"

Before I could respond Mary jumped in and said "Take it easy Jen, I know what I am doing. Barbie taught me a few things during college." And with that I heard the sound of the vibrator turn on. Mom jumped upon hearing the strange noise. Mary showed mom her new toy and proceeded to wet it down with her long lingering tongue.

"This is going to be your new best friend my dear" said Mary.

Mom continued to struggle but with me on top and Mary holding her down on the bottom, she could struggle but not break free. As soon as the vibrator touched her pink lips she almost threw me off, with a surge of strength that I could never have imagined possible.

Mary's words were calming as she continued to use the magic wand like a conductor leading his orchestra. I watched as Mary massaged the outer lips with the pink toy gently moving it from side to side. She moved it lower as pressed it up against my mom's little anus star. But finally I watched her insert the head into mom's cunt. It was angled to curve upward to massage her G spot. The part sticking up from the middle was now aimed directly at her clit. So as Mary moved the vibrator in and out, both her G spot and clit were been simultaneously stimulated. A low buzz permeated the room.

"Breath deep my dear. Let the energy flow through your body. Relax, let your muscles relax, let your cervix relax, leave your body open to the ecstasy, that you will soon be feeling." And with those words Mary adjusted the vibrator and the buzz got louder.

And slowly mom began to relax. The buzzing continued, but her breathing became regular and deeper. I loosened my grip. But then her body began to tense up again. But it was different this time. Her breathing became faster, instead of me holding her, I felt her fingers grip my wrists, squeezing so hard that I felt the blood stop from entering my hands. Her hips were moving up and down fucking that vibrator like there was no tomorrow.

Looking up, "It is time Jen, you may cum." Again the buzz got louder.

And with those words, mom began to thrash and shake almost like an epileptic during a fit. I released her, now almost afraid of what I was witnessing. Her movements were random and spasmodic. She jerked and rolled side to side with her hands squeezed between her legs. She looked like she was in immense pain.

Mary took my hand to give reassurance that all was good. It took about a minute before she calmed herself down to the point we could talk to her.

"What the fuck did you do to me" she asked looking at Mary. "It was like my electrical system went haywire and I was not in control of my own body. It was scary but also the most intense orgasm I have ever experienced."

"That is called, "riding the wave" my dear. You move from one orgasm directly to another without having time to recoup. Initially the body will fight against it but it will give in and led to the type of orgasm you have just experienced."

It took a few minutes for mom to return to earth, but then looking at me she said.

"How rude of us Jay, we haven't yet taken care of our lovely guest."

Mary was only too obliging to lean back, spread her legs and give both mom and me instructions on how to use the vibrator to create the greatest stimulus for a woman. She rewarded our efforts with a lovely controlled orgasm.

Now the focus turned to me, who was the only one of the group that hadn't cum yet. With all the visual stimulation and the edging going on as I was watching the two ladies, my balls felt heavy and full. I tried to figure out how to fuck these two ladies but with only one cock. My only answer was that I had to alternate between them. Mary suggested that they both lean up against the massage table and present their lovely asses and pussies to me.

As they lined up and leaned over the table, I remember the first that I massaged and fucked mom was in exactly this position. However this time mom knew it was me going to fuck her and she had no further hesitation. I ran my cock head up and down her still wet pussy and slowly watched as my cock disappeared inside her. I was not the only one watching as Mary turned to watch the show as she played with her clit awaiting her turn to be entered.

Mom's sweet tight warm pussy felt so good around my rock hard cock as I placed my hands around her waist and started to move back and forth. My grip, although firm, need not leave any imprint into her soft flesh as it did the first time. Mary watched my cock more in and out with an obvious glee. Unlike the first time, I had better control of my cock and had the ability to hold back from cumming too quickly.

Mom was moving her hips faster and with more urgency as she slid her fingers between her legs to play with her clit as I fucked her. But then I withdrew my cock from her.

"Jay, what the fuck are you doing... get back in here and finish the job you started." Not understanding why I had moved away.

"We have a guest mom and she deserves the royal treatment as well."

Normally I would enjoy teasing Mary, this was neither the time or place for that. My cock, wet from mom's juices, easily slide in to Mary's steamy pussy. This time I saw mom's eyes watching my every move. Her hand was still between her legs but her movements were significantly slower than before. Mary was reaching between her legs, not to play with herself, but to grab and play with my balls as she grinded her ass against my pelvis while milking my cock with her strong cunt muscles. She seemed more concerned about stimulating me than wanting to be fucked.

After a few minutes she looked at me and said. "Go to your mother, she needs you more than me."

Mom smiled and silently thanked Mary for her generosity and waited for her love canal to be filled. Her wait was short as I again entered in her tight channel. Her cunt muscles clamped down, this time not letting me escape. My hands found her familiar hips and I started to press back and forth, mom meeting every thrust with a greater thrust of her own. My speed increased as I continued to pummel her ass.

"Jay, I am going to cum. Cum with me! Fill me with your seed!!

No longer able to hold back, nor wanting do, I felt the sperm erupt from my penis into my loving mom's cunt, while her body reacted to her own orgasm, in a manner more controlled, but equally pleasant .

Mary looked over licking her lips. "You guys make a great fuck couple. Now separate so I can clean you both up."

And with that Mary pressed her face between mom's ass and I watched as she lapped up my sperm that overflowed mom's pussy. Mom jerked in reaction to Mary's tonguing but her once overly sensitive clit seemed more relaxed than previous. She then turned her attention to my cock and deep throated it sucking off my semen and the juices from both ladies.

"Absolutely delicious" was her only comment.

Moms hair was a mess and her body gleamed with sweat. "That was quite a workout" she laughed. "I don't ever remember cumming 3 times in one night."

Mary, got dressed, and gave mom a seductive kiss goodbye. "Enjoy your new toy" she said glancing at the vibrator and thanked us both for a memorable and exciting evening,

Both mom and I needed a shower before bed and as I slipped under my covers, I heard a knock on my door.

"Jay, after all these years, I never knew that Mary was capable of the things we saw from her tonight. Similarly, I never knew of what you are capable of doing either." As we talked we heard the garage door lift.

"I guess your dad is home from his poker game. I do hope he won! Maybe I will try for a fourth "O", she smiled and kissed me on the cheek. "Sleep tight young man, I know I will."

Well judging from the banging headboard and yelps of pleasure from the master bedroom, I think number 4 was assured.

The next morning I went over to Mary's house and rang the bell.

"So Mary your orchestrated last night from start to finish didn't you?"

"As I told you Jay, I can be a puppeteer. So come in, shut up and fuck me."

And so I did.

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Masso Joe Ch. 07 Previous Part
Masso Joe Series Info

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