"Ladies and gentlemen, we are now on our final approach. The weather is currently 28 degrees celsius and the current time is 2:30 pm. We want to thank you all for flying with us today. And by the way, for the 4 couples who are headed for the Playground Resort please make your way to concourse D, gate 12. Your water taxi has just pulled up to the dock and is waiting for you."
Monica Martino and her teenage son look at each other and take one last drink out of their cocktails. The sexy mother, wearing a short skirt, blue silk top and matching heels has spent most of the flight holding onto her son's arm for support as the jumbo jet has encountered quite a bit of turbulence. As the plane finally touched down the passengers cheered, glad that the rough flight was finally over.
"Darling, thank you for letting me hold onto you. I'm usually a pretty good flyer but I'm just glad I had my big strong hunk to grab onto."
As mother and son finally set foot on the ground, mother and son looked at each other.
"Kiss me darling. We made it. We're here."
The youngster opened his mouth and Monica kissed her son like never before. She held her slim sexy body against the teenager and kissed him squarely on the lips.
"Mom, we gotta hurry. Don't want to miss our water taxi."
Holding hands, mother and son hurry through the airport and finally see the sign for the water taxi. Billy notices there are 3 other women at the gate along with 3 young males, who all look under 20 years old. Monica smiles at the other women.
"I guess this is the water taxi for the Playground Resort?"
Monica reaches out and shakes hands with a good looking blonde who looks to be in her forties. Her son looks around 20.
"Yes. My name is Penny. This is my son Danny. Where are you from?"
"Just outside of San Francisco."
"Oh, you are from America. It looks like in our little group here you two are the only Americans. Danny and I are from New Zealand."
One by one the other couples introduce themselves. Looking at the others, one couple stands out. There is a very pretty tall dark skinned woman and her young son who can't be 5 feet tall. The kid looks very nervous.
"Hi. I'm Anaya. This is my son Rajeesh. Were from Mumbai."
"Hi. Monica and Billy, from San Francisco."
The last couple is a strikingly beautiful tall Asian woman dressed in black boots and a very short black miniskirt. Monica thought it strange that she was wearing sexy black boots on such a hot day.
"Hi, Jade from Bangcock and my son Panit."
As Monica stuck her hand out to meet the couple Billy noticed that the Asian boy's hands were shaking. He is having trouble making eye contact with anyone.
As the four couples took the water taxi out to the resort, Monica holds onto her son in the choppy water. Finally at the entrance of the Playground Resort the 4 couples are greeted by a stunning older blond woman and a young male who looks quite a bit younger than 20.
"Hello everyone. Welcome to the Playground. My name is Lady Helen. I'm the owner and will be your host for the next two weeks. This is my son Julian. We're so glad you all finally made it. Understand the plane ride was rough and the water taxi wasn't much better."
Everyone looks at each other and nods.
"I know everyone is tired from the long trip you all have made to get here, so we will walk up the hill to the main resort and I will show you a lot of our amenities."
As they walk into the main desk they notice that most of the mothers and sons are holding hands. They walk over to the main pool. The huge area is full of women mostly in their 30s and 40s, each with a young boy. Some of the women are playing in the pool with their sons, while others are just laying out enjoying the hot sunshine. One couple is kissing while several other mothers are laying on loungers while their sons are rubbing lotion on their sweaty bodies.
"Here is the main pool. In this pool, bathing suits are required. We do have another pool which is clothing optional."
Monica quickly looks at Billy, smiles, and shakes her head no. Billy smiles back and nods yes! The teenager ended up going to a clothing optional resort after all!
"We do have another entirely private pool that we will be using for your seminars starting tomorrow."
"Our amenities include have a hiking trail for anyone interested. All of the hikes feature a lot of private coves so the two of you can enjoy some quality alone time. All trails lead back to the resort so it's impossible to get lost. Also, tennis courts and a mini putt putt. Our ocean beachfront is totally private. We schedule it so that on mondays, wednesdays, and fridays, swimsuits are mandatory. The other days are clothing optional. And every evening after dark, the beach is clothing optional."
Billy Martino, two weeks after his 18th birthday, realizes that he has hit the jackpot! Two weeks at this swanky place with his smoking hot mother? Hopefully he can talk her into some of the options that are clothing optional.
"Here is the gift shop. With your mother son package each couple has $1000 credit for clothes in our gift shop. Buy yourselves a couple new dresses for our once a week dances...maybe a couple new bikinis for the beach. Boys get yourselves some new pants and some nice shirts. We want all of you boys to look your best for your mothers."
"The main dining room is what we call semi casual. Boys must wear a nice ironed shirt and slacks and mothers must wear a dress. Short sundresses are perfect. Bermuda shorts for boys are fine but no gym shorts or workout clothes. And no pantsuits for you mothers."
"Now one thing. Displays of affection like kissing and some affectionate touching are not only permitted but encouraged. But if mother and son desire something more...intimate, we ask that you go back to your own cottage. Except on the beach after dark, more intimate activity is not permitted."
Monica Martino knew from looking a the brochure that this might be something new for herself and her shy inexperienced teenage son. She just hopes that her 18 year old boy doesn't expect...sex. That isn't going to happen. The stunning blonde resort owner Miss Helen goes on.
"I know that you have traveled a long way at great expense to be here, so trust me when I tell you that each of you that you and your son will have a very unique wonderful time here. We have made this resort one of a kind and want you to come back often."
"I'm sure you'd like to get to your cottages and unwind for a little while. Follow Julian and myself. All the cottages are exactly alike so we will show you around then assign each one of you to your own cottage."
Billy and his mother hold hands as they follow the group down the hill to one of the cottages. Billy's cock starts to harden as he checks out the owner Miss Helen from behind. She looks a little older but she has definitely taken good care of herself. She looks better than any of the milfs he has downloaded on the internet. Her face has absolutely no wrinkles, and her steel blue eyes seem to be able to look right through you. The slim long legged blond is wearing a white open backed sun dress along with some white heels which make her long tanned legs go on forever. The 50 something milf is dripping with gold jewelry.
Even though this lady might be 50 she's still smoking hot. Monica can sense that her young son seems to dote on her every word. Miss Helen opens the first cottage and the group goes inside.
In the middle of the living room is a huge heart shaped bed. Monica notices right away there are mirror on the ceiling.
"Here's the bed. They're all going to be the same. Each room has it's own refrigerator, and huge bathroom with a small hot tub as well as a traditional bathtub and huge shower. Each cottage opens up to the ocean so you can look out and check out the waves every evening as well as the great sunsets we have here at the playground."
Miss Helen assigns the first cottage to Anaya and her son Rajeesh.
"Okay everyone. it's just past 4 pm. Let's give everyone a couple hours to get situated and we can all meet in the dining room at say 6 p.m. We will have our first seminar along with your dinner."
One by one each couple was assigned their own cottage. Finally Monica and Billy are assigned their own cottage.
"Monica, Billy, I forgot to tell the others that each cottage is entirely soundproofed in case you two want some loud music, or something else."
"Thanks Miss Helen. Thank you too Julian. We'll be there at 6."
Finally alone in their own private cottage Billy asks his smoking hot mother.
"Mom, is this...some kind of sex resort? Sure sounds like it."
"Billy, I'm not quite sure what we've gotten into, but it kind of looks that way. I guess we're stuck here for two weeks. Might as well make the best of it."
"Mom, remember on my birthday back home you said we just might have some...naughty fun. What did you mean?"
"Well, I really am not sure. Let's go to this first seminar and at least see what happens. Are okay with that?"
"Sure mom, but a seminar? I mean, here we are at this beautiful place and they want us to go to seminars?"
"I know. I saw your eyes light up when you heard about all of the clothing optional stuff. I saw you checking out Miss Helen. She looks to be the age of all those porn models you have on your computer. But none of them can hold a candle to her. I bet you'd like to see her all naked."
"Yea mom, but I'd rather look at you naked for two whole weeks..."
Monica pretends not to hear her 18 year old son telling her he'd like to spend two weeks looking at her naked body.
"We better get cleaned up and get ready for our first lesson, whatever that is. You go ahead and jump in the shower. Comb your hair and put on your new black slacks and gray shirt."
As Billy walks into the living room the teenager was greeted with a huge smile from his adoring mother.
"Billy, MMMMM!! YES!! I LIKE!! I like the way you look darling."
"Thanks mom."
After a wonderful shower Monica dried herself off and opted for a burgandy sundress with matching heels. She put on her favorite gold necklace along with a pair of tiny hoop ear rings. Some make up and lipstick and she is ready. She nervously steps out of the bathroom hoping that her darling son likes what he sees.
"MOM!! SHIT!! YOU'RE JUST...SO...HOT!"
"So you like your old mom, all dressed up like this?"
Mom, you put all of those others to shame."
"Even Miss Helen? I saw the way you looked at her. Billy, I see all the stuff on your computer. I know for a fact you are into older women. "
"Mom, honestly. You definitely put all of them to shame. I'm so glad you and I are here."
"Me too darling. You know, I promised you that I brought some...fun things to wear."
"Yes mom, and when can I see your, like you call them, your fun things?"
"If you play your cards right, you just might see me in a very very...fun outfit later on. But right now lets head up to the dining room. I'm famished."
Monica and her son walk into the dining room and is escorted to another room, where the other three couples from today were sitting at a table. The gorgeous Miss Helen and her son were there chatting with Jade from Thailand and her son. The slim Asian beauty was wearing a very sexy black skirt, a silk black top and patent leather black stilettos. Even though she was talking to the beautiful Miss Helen, Jade's teenage boy couldn't keep his eyes off of his sexy long haired mother.
"Okay everyone. Lets get started. First of all I'd like to know a little about everyone. Remember that Julian and I are going to be your guides through all of this. So everyone go ahead and lets get started."
"Hi. I'm Anaya and this is my son Rajeesh,from Mumbai India. We're so excited to be here."
"Anaya please tell us a little about yourselves."
"Well, my husband died a couple of years ago so I'm left at home being a single mom. Rajeesh is a wonderful son. We are here to help Rajeesh become a more confident around girls."
"Rajeesh, do you have a girlfriend?"
"No. I've been too busy getting ready for college. I did have a girlfriend but not any more."
"Rajeesh, are you...a virgin?"
The teenager is obviously embarrassed.
"Rajeesh darling. Don't be shy. I'm going to ask all of you boys if you are virgins. So go ahead."
"Uh...yes."
"Anaya now look at your darling boy. You'd like to learn how to become one with your son, wouldn't you?"
"Yes, I'd like that very much."
"Everyone, our motto here at the Playground Resort is two become one. Our goal is that mother and son come to our resort as two and by the time you leave you'll become one..."
The other two couples introduced themselves to the group. Finally it was Billy and Monica's turn.
"I'm Monica from San Francisco and this is Billy. I actually was given a trip from my boss at work. I checked it out and thought it would be perfect for me and Billy. Billy's father left us years ago and like all of you I'm a single mom."
"Billy, are you a virgin?"
"MMMMM...yes. I'm not too good around girls. Mom says I'm just too shy."
"That's fine Billy. We are going to help you with your shyness. Is there a certain girl at school that you like?"
"Uh,not really. Maybe someday..."
"So Billy, are you maybe interested...in...older women?"
"Uh...yes."
Miss Helen knows most teenagers at the resort are into their mothers. She knows that she has struck a nerve with the clumsy teenager. Not wanting to embarrass the youngster she backs off.
"So all four of you boys are virgins. Billy, Monica, would the two of you like to learn how to become one with each other?"
"Yes. Billy and I would like to learn the techniques to do that, wouldn't we Billy?"
The youngster wonders what this is all about. Billy Martino wants nothing more than to get out to the beach and see his smoking hot mother in a string bikini. He wonders what the smoking hot classy Miss Helen looks like naked. The teenager's hormones are going a mile a minute and he has to sit through some stupid seminar about becoming one with his mother.
"Great job everyone. Now let me tell you a little about me. I'm Helen from South Africa. Like you I'm a single mom, but I've raised three boys. Jonathan my oldest is 24. Jason the middle boy just turned 22, and Julian here is 18."
The young boy named Julian smiles and all the mothers say hello to the somewhat shy youngster.
I started this resort with my oldest son Jonathan 6 years ago when he was 18. After Jonathan went off to college it was Jason's turn. Now it's Julian's turn. Several months ago Julian was a total beginner at this but he and I are well on our way to becoming one. Lets just say the two of us are having the time of our lives together, aren't we darling?
"Yes mom. It's been great. Mom tells me I'm well on my way to becoming one with her."
"Okay everyone, tonight's lesson will be a lesson in dining room behavior. Everyone go to one of the booths. First everyone order a cocktail, something to get started."
The waiter goes around, gets everyone's order and quickly comes back with drinks for everyone. Billy wants to get out on the beach and stare at his mother in her bikini and maybe rub tanning oil on her back and he has to sit through some stupid seminar on dining room etiquette.
"Okay everyone, first, everyone is sitting all wrong. When you go out to a fancy restaurant with your mother, never ever sit across from her. Everyone, now sit next to your partner. Good, now boys, sit real close to your mother, close enough so that your legs are touching. Now mothers, boys, each of raise your glass and share a toast with your mother...something...private...something that makes her happy. Tell her how beautiful she is and how lucky you are to be her special boy."
Billy's cock starts to harden as he looks at his beautiful sexy mother. Not quite a string bikini but the teenager realizes that his hardbody mother does look pretty hot. Her diet and gym workouts have certainly paid off. The teenager decides to go ahead and get with the program if it makes his mother happy.
"Mom, you are absolutely beautiful. I am so looking forward to sharing the best two weeks of my life with my favorite girl."
"Thank you darling. You know how much I love you. You are the only guy in the world that I'd want to be here with. I can't wait to become one with my wonderful guy."
"Mom, now I'm supposed to say something private, right. Hows this? Mom, I can't wait to see you in your...fun stuff."
"I have a feeling were gonna get to the fun stuff later on, darling."
Lady Helen speaks up.
Now boys look at your mothers, look at each other, Try to look into the windows of your mother's eyes. Once you get inside those windows she's all yours. Moms, look into your son's eyes. I want the two of you just to look at each other for the next 5-10 minutes. Don't say a word to each other. Just look into each other's eyes and try to penetrate the barriers that each of us has created. Tonight is about breaking down the barriers so that you and your son can start to become one with each other."
The teenager looks into his mother's gorgeous big brown eyes. Monica gives her boy a huge smile. The sexy mother is starting to feel her panties starting to get wet. Billy's cock is starting to harden. He can't believe how turned on he's becoming just looking into her dark brown eyes. Mother and son cannot believe how sensual this is!
"Now everyone, take a drink, and we'll go on. Now as well as looking at your mom, take your hand and gently graze her cheek. Now run your hand down her chin. Mothers, now its your turn to respond to your son. Gently slowly open your mouth just a little and run your lips across his cheek. Now gently...gently now, kiss his cheek. Now the other cheek. Good. Its important that the two of you never lose eye contact. Remember the eyes are the most sensual organ in the body. Okay good job everyone! Now lets go ahead and order some dinner. We have a lot more to get to after dinner."
"Billy, I can't believe what I'm feeling. Yes, you are definitely going to see me in my...fun stuff."
As the waiter goes around to each table, Miss Helen speaks up.
"Boys it's important that you are in charge here. It's okay to ask your mother what she'll have for dinner but its important that you tell the waiter what the lady will have. Remember boys, you are the male. When you were younger your mothers were in charge. But now, you are to be the dominant one. And your mother will respond to your sudden dominance."
"If anyone needs another cocktail its a good time to get that out of the way before you get your meal."
Monica tells Billy to order a second glass of wine for her. Billy quickly downs his wine and orders a second one as well. The teenager has never had two glasses of wine at a time, so he hopes he doesn't get drunk. He certainly doesn't want to miss out on any of this. His hard body mother is getting pretty touchy feely. Maybe he'll get to see her in her panties and bra!
"Okay, everyone doing okay so far? Good, now it's a good time to talk about trivial things. Maybe your plane flight, maybe the trip to the airport, anything."
"Well, Billy how are you doing so far?"
"Just fine mom. I never realized that just looking into your eyes like that...was..so...hot."
"Billy I have a confession. When we looked at each other like that, and you felt my cheek...you know I could feel my panties start to get wet."
"Mom...might as well tell you. My...I mean...I got all...hard just looking at you like that."
Monica starts to wonder about the next two weeks in a private
oceanfront cabin with her 18 year old hunk, sharing the same bed.
"The lady will have the medallions of tenderloin, medium, with the bearnaise sauce on the side. I'll have the t-bone rare with baked potato and everything on it."
"Billy, I didn't know you were so good at ordering dinner like that. Makes me realize that I have raised quite a young man."
Halfway through everyone's meal Miss Helen speaks up.
"Okay everyone, here's a little exercise. Moms, take a bite from your son's plate and put it on your fork. Now go ahead and feed it to your son. Yes like that. Remember the eye contact. Now boys take a small piece of meat and in your fingers and feed it gently to your mother."
Billy takes a small medallion and Monica gently opens her mouth, never taking her eyes away from her son.
"Now, moms, take your sons fingers and lick them clean."
Monica smiles at her son and starts gently licking Billy's fingers. She puts two fingers in her mouth and gently sucks on them. A gentle moan escapes her lips as she feels her panties starting to get wet again.
After everyone was finished Miss Helen starts up again.
"Okay, I think its time we move on. Go ahead everyone just look into each other's eyes like before. Boys gently kiss your mother now. Now moms, go ahead and respond to your son's advances. Run your hands across his face and gently play with the back of his neck."
Miss Helen can see that Penny from New Zealand and her son Danny are ahead of everyone else. Mother and son are already making out.
"I see that two of you are getting ahead of the rest of us. That's okay, there's no right way or wrong way. Penny, Danny go ahead and continue on."
"The rest of you now just look into each other's eyes. Now moms, try to tell your son what you want. Tell him what you need tonight. But no words, just tell him with your eyes."
Monica looks at Billy. The boy's cock is rock hard, starting to leak, his briefs becoming soaked with teenage precum. As his cock still leaks the precum has started to leak all the way through his shorts. He puts a hand on his lap, trying to cover the evidence, hoping that his mother doesn't notice.
"Boys, now kiss your mother's neck. Now gently run your tongue along her neck and lick the back of her ear."
Monica is so excited she can't think straight. She had no idea that just looking at her teenage son like this would make her so horny. Just then Monica's body shudders and shakes. Her eyes close. She tries to hold it in but a gentle moan escapes her lips.
"BILLY!! MY GODDD!! OOOOOHHHHHHHH!!" OHHHHHHHH!!"
"Mom, did you just...??"
Monica whispers into her son's ear so no one else can hear.
"Sweetheart, I hope the others didn't hear it, but I just creamed my panties."
Miss Helen speaks up.
"Hey everyone. We have our first orgasm!"
Everyone looks at each other.
"Monica, our pretty Italian lady from San Francisco just our first orgasm. Monica don't be embarrassed honey. The fact that you had an orgasm from just kissing and eye contact tells you what a sexual person you are. Billy, you are going to be one very very lucky boy!"
"And don't worry about your dress. Inez our laundry lady is an expert at getting rid of any stains of any kind. Believe me she's seen it all. For that you win one of our special Playground necklaces. Yours will have your and Billy's names engraved on it so you can wear it the rest of your life."
"One thing we have to get out of the way...as we continue on orgasms are not only normal, but they are totally encouraged."
"Mom, that was the hottest thing I have ever seen in my life! Mom, my cock is so hard I can't stand it."
"I know you are. I think you and I better get out of here...let's go back to our room, so we can have some...fun."
"Fun mom? Are you gonna show me your fun clothes?"
"Yes."
"Okay everyone, good job. That was your first seminar. Everyone have a good time?"
Everyone looks around and nods yes.
"You all anxious to get back in your own cottages and be alone?"
"Yes!!"
"Okay then. Let's all meet for breakfast tomorrow, say around 10 am. We'll continue on. One thing though, and this is important. Whatever happens between the two of you, please no touching each other. Kissing is fine but no touching or any genital contact with your partner."
Everyone looks at each other, obviously disappointed.
"Tomorrow's seminar will involve a lot of touching...trust me."
Holding hands Monica and her teenage son walk back to their cabin. The moon is out and there is a slight ocean breeze. Once inside mother and son look each other and are a bit unsure of what to do next.
"Honey, I'm going to change. I gotta get out of this dress before I have a permanent stain in front. If you don't mind I'm going to freshen up and change into one of my "fun" outfits. Then we can sit out on the veranda and have a drink. Why don't you pour us a couple glasses of wine while I change?"
The teenager opens the bottle of white wine while his mother anxiously busys herself in the bathroom. About ten minutes later the nervous mother walks out to the veranda to join her teenage son.
Billy Martino is blown away by the sight before him! Monica Martino, high class corporate attorney, single mother, is standing there wearing a sexy black romper and matching black panties. The short silk pajamas make her slim tanned legs stand out. Billy notices that his mother is wearing a pair of black patent heels. A pearl necklace and matching pearl ear rings complete her outfit.
"Well, Billy. I told you on your birthday I was going to start wearing some more ''fun" things around you. Is this...fun enough?"
"Mom...I can't..."
"You know I spent all that time at the gym and went on that diet. I'm down to a sleek 116 pounds. I wanted so much for you to like my new body. I did it all just for you Billy."
"Mom, I'm the luckiest guy here, I know."
"Honey, I told you I was working on my glute exercises. What do you think of my butt? You like?"
Trembling, not knowing what response she's going to get from her son, Monica anxiously turns around so that her son can check out her ass. The tiny black panties show off the delicious curves of her rock hard tanned ass globes.
"Billy, I know Miss Helen said we aren't supposed to touch each other, but I don't think it would hurt if you had a quick feel of my glute muscles. Here, go ahead."
The youngster nervously sticks a hand out, touching her ass.
"Don't be so shy honey. Go ahead and run your hand back and forth. MMMMM. yes like that. You...like?"
"Shit mom, I don't know what to say."
"That's okay darling. Miss Helen told us its perfectly okay just to look at each other. Let's sit here and just look out at the ocean."
The delicious hard body mother sits next to her teenage son. Both of them are incredibly nervous. The youngster can feel his cock throbbing, begging for some kind of release. The river of precum has made a huge wet spot on the front of his pajama bottoms.
Shit, I hope she doesn't get mad at me, the youngster thinks. Teenage boys aren't supposed to get a hard on in front of their own mother! Monica's cunt starts to moisten at the sight of the boy's wetness, but she pretends not to notice.
"Isn't it beautiful out here, Billy?"
"Uhhh...yes mom. It really is. Its about the nicest place I have ever seen anywhere."
"Yes, it is. And I am just so glad that I'm sharing it all with you. You know honey, I have a confession. I've been a bad mom in a few ways."
"Mom, no way. You've been the best mom I can ever imagine."
"Darling, you know I've worked so hard for a long time. I've really tried to work my way up the corporate ladder. Lots and lots of late nights and working weekends. Now with this merger, they just told me they want me I'm on the fast track to become a full partner in the firm. I'll make 7 figures easy."
"Mom, that's great. I think its cool my mom is a big time lawyer."
"Darling, it means I'll have to be gone a lot. Lots of out of town trips. And I'll be working late almost every night. And it isn't right to do that to you."
"Mom, I'm 18 now. I'll be alright."
"Darling I've thought long and hard about it. I really think I've neglected your...development."
The teenager just looks at his sexy mother, not knowing what she means.
"Darling, there's more to life than just dollars. There's nothing more I want that to see my darling son...become a young man."
Monica grabs the shy teenager's hand and reaches over and kisses him. The teenager shyly kisses her back.
"Darling, that's not the way Miss Helen taught us tonight. Kiss me...and look into my eyes."
Mother and son's eyes meet and they kiss. A soft gentle kiss, barely touching lips. Then another kiss, this time a bit harder. Monica gently moans and kisses her teenage son a third time. By now the teenager's cock is rock hard, desperately trying to escape the confinement of his shorts.
"Billy, that's the way. You are such a good kisser. I want you to kiss me like that all the time."
Mother and son share another glass of wine, enjoying the moonlight and each other. Monica looks and sees its past midnight.
"Darling, we've had a long day. Let's go to bed and get some sleep."
"Okay mom."
She grabs the teenager's hand and mother and son walk back into the bedroom. They crawl into the huge heart shaped bed. After spending the whole day with his sexy hard body mother and with everything that's happened, Billy is so horny he can't think straight. What the teenager doesn't know is that his gorgeous brunette mother is every bit as horny as he is.
"Billy, come over here and kiss me goodnight."
The totally aroused boy crawls over to his mother's side of the bed and they kiss again.
"Good night darling,"
"Night mom."
Just before turning out the light the sexy mother has something important to say to her shy teenage son.
"Darling, remember what we talked about. I know that sleeping with your mother is going to...cramp your style. Billy, you are 18...and becoming a young man...and I know how horny you are. It's perfectly okay with me if you have to...masturbate. I told you before that I'm really horny too. I have my dildo and I'm planning to use it...a lot."
Billy can't believe it. He knows there's no way he can just pull out his cock and start beating his meat with his own mother next to him hearing everything. But, she just said she's going to...dildo herself?
"Here, darling, I'm going to turn over and face away so that you can have a little privacy. I'll try to get to sleep. That way...you can masturbate all you want."
Not saying anything mother and son turn away from each other. The trembling youngster doesn't know what to do. His ball sack is swollen and he needs to beat one off. Billy tries to sense if his mother is asleep. Monica tries her best to lay perfectly still so not to bother her darling boy in his most private moment.
Monica Martino, gorgeous single mom, is dripping wet from the excitement. She tries to picture her son on the other side of the bed, stroking his 18 year old cock. How big is it? How much sperm will he shoot? Will he think about for his mother what he finally lets go? Or will he fantasize about one of those milf porn stars on his computer? Maybe he'll fantasize about the sexy older Miss Helen. He really seemed to be interested in the stunning blonde bomb.
On the other side of the bed, the teenager is restless. His breathing becomes labored and he turns over, desperately trying to get comfortable. Then he turns over on his side again. Monica, her senses on high alert, decides to speak up.
"Darling, are you okay over there?"
"Shit mom, there's no way..."
"No way what darling?"
"Mom, I mean there's no way I can...jack off with you right next to me. I mean I can't get hard...or anything."
"Oh darling, I'm so sorry. Whats the matter?"
"Mom, I mean you're so god damn hot. But you're my mother! There's no way I can beat one off with my own mother right next to me."
"Oh Billy, I'm sorry about that. I never really thought about it that way. I mean I heard you at home all those nights and I just thought we could both masturbate all we want like we both do at home."
Monica hears her son's thrashing in the bed and finally tells her boy.
"Billy, I know you've got a problem over there. You're absolutely miserable, aren't you darling?"
"Yes mom, I'm pretty miserable over here, yes..."
"Can I turn over? I have something that might help."
Just then the sexy dark haired beauty turns over and faces her son.
"Geez mom, now...you're looking at me! I mean you're looking at my...cock."
"Well, how about I showed you a little something to get you started."
Monica then crawls over and straddles the teenager. She takes her sexy black romper and pulls it over her head. The 18 year old boy is speechless as his eyes feast on his sexy mother's big tits.
"Darling... is that better? I mean...do you think you can get nice and hard if you stared at my tits?"
"Mom, you are soo...ohhhh shit...beautiful."
"Darling go ahead and grab your penis if you want. Go ahead."
"Mom, you're going to watch me? Beat off?"
"Well, how about I play with my tits...while you go ahead and stroke your cock?"
The teenager can feel his virgin cock is starting to get hard. His smoking hot mother is showing him her tits and wants him to jack off while she watches? Young Billy starts to realizes that this may end up being the best two weeks of his life! The youngster nervously grabs his hard cock and runs his hand up and down while Monica grabs her nipples, gently squeezing them.
"Darling, here. Let me get the tube of gel. That will feel better."
Monica's eyes are transfixed on the 18 year old boy laying there, his hand stroking his now well lubricated cock, the boy's throbbing organ shining in the dim light and a river of precum now oozing out of the boy's inflamed red cock head.
"You like mommy's big titties, don't you darling?"
The boy nods...yes.
"Yes...and mommy loves to watch her darling boy stroke his big cock! Darling I never knew your cock is so beautiful. Please darling, stroke that big beautiful cock for your mommy!"
The trembling boy strokes his cock, now starting to lose his inhibitions. His eyes are glued to his mother's hands pinching her swollen red nipples.
"Mom...!! I never..."
"You want mommy to take off her panties, don't you darling? Maybe next time. Right now go ahead Billy!! Stroke it!! Good boy!! Stroke it for mommy!! Go ahead Billy!! YES!!"
The boys slippery hand is a blur as it travels the length of his swollen organ. The wet squishy sound fills the room as the teenager is getting close. Monica knows just a little more.
"Go Billy!! GO DARLING!!"
"OH SHIT MOM!! I'M GONNA...SHOOT IT!!"
The sex crazed mother crawls up a bit closer as she doesn't want to miss this for the world.
"ON MY TITS DARLING!! LET IT GO!! ON MOMMY'S BIG TITTIES!!"
Just then the 18 year old teenager has the best orgasm of his life.
"MOM!! SHIT!! UHHHHHHHHHHHHHHHHH!! UHHHHHHHHHHHHHHHHHH!"-!!"
"YES BILLY!! LOOK AT IT!! CUMMIN ON MY BIG TITTIES!!"
The first couple ropes of teenage spunk land on Monica's big tits. A third misses the mark and hits her on the side of her chin. Monica comes in closer so that the next spurt hits her in the left eye, then a blast hits her on the forehead. Monica giggles and urges her teenage son for more, but the boy's cock is done, at least for now.
Young Billy looks at his pretty brown haired mother and is shocked by what he sees. His mother's tits and face are covered with his teenage sperm. His mother is going to be so pissed that he jizzed all over her face! She'll probably want to get back on that plane and head for home.
"Mom, I'm sorry! I couldn't control myself. I'm sorry, I don't know what to say. It's just that...you're so fucking hot and I..."
"Darling! Don't be sorry. It was...wonderful. I loved watching you stroke your cock for me and...well, the fact that you...came all over me...well, I loved it. I hope we can do it again, that is, if you want to. I know that once isn't enough for you. Maybe this time we can get a little more...playful."
The trembling teenager doesn't know what to think. His sexy olive skinned mother just let him jack off while she showed him her big beautiful tits. She watched everything and actually seemed to like it when he exploded all over her. And she isn't pissed! And now she says she wants to get MORE playful?
"Darling, I can see your big cock is still hard."
"Mom, I'm sorry. Its just that spending the whole day with you. You looked so hot in your dress on the plane. Then we got here and all the talk about sex. Then the way we kissed. When you kissed me back. I almost shot off in my pants at dinner. I tried everything not to lose it right there just looking at you."
"Darling, I would have liked it if you...came in your pants at dinner. After all, I creamed my panties at the table. It actually would have been fun if we...you know...together..."
Mom, then now you show me your...nightgown and everything. And now you just showed me...your..."
"Tits? Darling, do you like looking at your mother's big tits?"
"Mom, I...guess you're right. Mom, I guess...I just can't control myself. I mean I just jacked off and shot my junk all over you."
"Yes...you did. You are just a healthy normal young boy. You know your mother has...needs too."
"Mom, I know. Maybe I should go for a walk on the beach while you...do yourself."
"Darling, no way. I mean you just stroked your cock for me. Maybe I should...dildo myself while you watch. Would you like that? You want to watch me...fuck myself with my dildo. I mean you already watched me once."
Young Billy Martino thinks back to the night that he stood at the doorway of his mother's bedroom and watched her plunge her dildo into her swollen mommy hole, screaming his name. But this would be a whole lot different. This time he would be right there next to her as she screamed.
The shy teenager's cock is starting to leak precum. Even though he just had a huge orgasm, the 18 year old's organ is hard again and he needs to cum again...soon.
"Darling go over and open my suitcase and get my dildo."
"Mom, you...brought your dildo? I mean...you're gonna...?
"Yes. I need to cum just like you did. I mean here I am at this beautiful Caribbean resort for two whole weeks with my sexy 18 year old hunk of a son. What woman doesn't fantasize about that? Here, help me take this off."
The sexy mother pulls the sheer cum stained romper over her head. Her almost naked hard body shines in the moonlight coming through the big window. She gets on her back, nervously smiling at her son. The only thing in the way are her tiny black panties.
"Darling get up here...closer... Now straddle me so you can see everything."
The nervous teenager is beside himself! He is straddling his gorgeous mother, his throbbing cock sticking straight out. He needs to stroke himself again, right now, but isn't sure if he is supposed to.
"Billy, now first let me get...warmed up. I'm going to...finger myself first."
Monica Martino slowly puts a hand inside the tiny panties and lets out a gasp when her fingers hit home.
"Billy, my darling sexy son. I just love looking at your big...penis...I mean...your big...cock. It's so beautiful. It's so hard. Is it hard...for mommy?"
"Uh...yes mom. I mean yes, you're making it all hard."
"Billy look close. Mommy's panties are getting all soaking wet. That means I love...looking at your big cock."
Just then Monica makes eye contact with her son and puts another finger in her swollen cunt.
"OOOOOOO!! Mommy just put another finger in her little...pussy. You like...watching your mommy darling?"
"Uh...yes...I do..."
"Darling, I think mommy's all warmed up now. I wish I could let you take them off me but we might do something...really naughty. I better keep my little panties on. Sorry darling."
The sexy mother adjusts her panties but suddenly the tiny black string starts to rip.
"Oops...mommy's going to tear new new little black panties. Maybe mommy better be careful."
The sex crazed mother has half a mind to just rip the damn panties off but she is enjoying the tease so much. She is now totally into this, spread for her teenage son. The nervous virgin boy can't believe what he is seeing! Monica takes the dildo and slowly works the rubber phallus under the tiny black panties and puts it at the entrance of her swollen dripping wet womanhood.
"Billy, mommy can't stand it anymore. I have to...fuck myself...now. Mommy needs to cum...reallly bad. If you want to...you can stroke your cock again for mommy...at the same time."
Billy watches intently while the sexy milf mom, never losing eye contact with her shaking son, takes her hand and and slowly put her dildo an inch inside...then slowly another inch. The dildo is starting to disappear into her dripping wet tunnel. Monica's eyes roll back in her head as more of the fake rubber cock hits home.
"MY God Billy!! I haven't fucked my dildo for a few days. I'm...really horny darling. Billy, is it okay if I fantasize about you...my big beautiful boy...with your big cock? Can I fuck myself while I think about what it would be like if you were actually fucking me?"
"Uh...sure mom."
"MMMMMM!! YES. MOMMY'S GONNA FUCK HERSELF REALLY GOOD...AND I"M DREAMING ABOUT YOUR COCK IN ME...BILLY, I'M GONNA TALK...REALLY DIRTY NOW, OKAY?"
"UHHH... SURE MOM. CAN I...TALK DIRTY TOO...WHILE I...JACK MY COCK?"
"SURE DARLING. I WANT YOU TO...THINK ABOUT...FUCKING ME...REALLY GOOD..."
Just then the 40 year old divorced mother plunges the dildo all the way inside. The rubber cock is totally inside the wet warmth of Monica's love nest. Her trusty dildo has found her inflamed cervix.
"BILLYYYYY!! MY DILDO...OH MY GODDDD!! MY FUCKING DILDO!! IT'S HIT...BOTTOM!! BILLY LOOK AT YOUR MOMMYYY...ALL SPREAD FOR YOU..."
"OH MOM...I MEAN...I NEVER SAW ANYTHING LIKE..."
"BILLY, IT'S TIME. YOU WANT TO WATCH MOMMY...GO?"
Billy isn't sure what she means, but if she wants to..."go", it sounds pretty good to him!
"YES MOM...I WANT TO WATCH YOU GO..."
The sex crazed mother slowly works her dildo in and out of her soaked honey hole. She can't take her eyes off her teenage son's dripping wet cock. Billy knows he doesn't want to explode right away. This is just too good. He wishes he could make this last forever.
"OHHHH BILLY!!...YOUR BIG BEAUTIFUL COCK...I CAN SEE IT'S OOZING...ALL DRIPPING WET...FOR MOMMY. NOW BILLY, I'M GONNA FUCK MYSELF REALLY GOOD NOW...OHHHHHH MY GODDDD! YESSSS!! BILLY...NOW WATCH YOUR MOMMY...GO!!"
By now the horny mother has found a good rhythm. The bed shakes and the sounds of squishy sexual bliss fill the room. The teenage boy urges his mother to go on.
"MOM!! YES MOM!! GO!!"
"BILLY, I'M GOING TO...GO...HARDER...YES!! REALLY HARD...FUCK ME BILLY!! STROKE THAT BIG FUCKING COCK DARLING...!!"
"MOM...FUCK YOURSELF HARDER MOM!! GO MOM!! GO!!"
The horny divorcee is on the edge, just a little more...
"BILLY!! STROKE THAT BIG DICK!! GO AHEAD AND CUM...FOR MOMMYYYY!!"
"MOM...WHERE??? CAN I CUM...ON...??"
"BILLLYYY!! GO AHEAD AND CUM ALL OVER MOMMY'S PANTIES!!"
"MOM? YOU'RE GONNA LET ME??"
"BILLY!! PLEASE...SHOOT IT!! ON MY PANTIES!!"
The shy teenager aims his cock head at his mother's dripping wet panties. As the boy's first blast hits the tiny black crotch and her hand. The excitement of her teenage son's orgasm gets Monica off as well.
"BILLY!! MOMMY'S CUMMIN TOO!! WATCH MOMMY CUM!! CUMMIN FOR YOU DARLING!! CUMMIN FOR YOUR BIG COCK!!"
The hard body divorcee's gutteral moan fills the room. She then lets out a scream of incestuous bliss.
"BILLLYYYY!! AAAAAIIIIIEEEEEEEEEE!! EEEEEEEIIIIIIIIIEEEEEEEE!!"
The teenager cock explodes as rope after rope of his sperm hits his mother's hand, soaking the rubber phallus. Another jet of warm teenage spunk hits the target and lands on her crotch, but most of the boy's hot white cock sauce lands on her tummy.
Both mother and son try to catch their breath after what had just happened. Both of them look down to see ropes of Billy's teenage sperm
covering her belly and two big ropes on her tiny black panties. Some of the boy's semen starts to rundown the side of her thigh and onto the bed.
"OHHH BILLY!! MY DARLING BOY!! YOU...CAME SO GOOD FOR MOMMY! BILLY, LOOK AT MOMMY'S LITTLE PANTIES. THEY'RE COVERED WITH YOUR SPERM!! DID YOU HAVE A GOOD CUM DARLING?"
"Mom...yes. That was...the best. The absolute...best..."
"Billy, I never came like that before...never. Just looking at you...stroking your big cock..."
Monica takes her hand and runs it over her tummy, then tastes her teenage son's semen.
"Billy, it...tastes so good. Really...a little salty but mostly really sweet. I love it."
"Mom, you're going to eat all...my junk?"
"MMMMMM!! Yes darling...yes. Mommy's going to eat all of your...junk."
After they clean up mother and son are ready to finally get to sleep.
"Billy, we better get some sleep. We're supposed to meet for breakfast at 10. Miss Helen told us we have a long day ahead. She and Julian have a lot to show us."
The teenager's cock starts to stir. After today, what's in store for tmorrow?
"Billy, I'm so glad we're here...at this beautiful place. I just hope you don't get bored spending two whole weeks here with your old mom."
"Mom, I'm having the time of my life so far."
"Me too. night darling."
"Night mom."
"Darling, you know what?"
"Darling, if I didn't love you so much, right now you'd be fucking me."
The teenager's cock starts to harden once again. Is his sexy brown haired mother actually thinking about letting her son...fuck her?
"Darling, what are you thinking about right now?"
Billy knows he better not let his mother know what he's really thinking about. That might ruin this whole vacation!
"Uh...mom...nothing really. Just thinking about what a great time we had today. And..."
"Darling. I have to be honest with you. Right now I'm thinking about nothing but how wonderful it would be if you weren't my son. And how much I want your cock in me...fucking me all night."
Billy doesn't know exactly what to say. It seems his mother is telling him she wants him to fuck her...or is she?
"Billy, I loved what we did tonight but your mother is still horny. Your mother needs a good fucking. But we are mother and son. Mothers and sons can't have sex. I don't know what we are going to do...I don't know how I can get to sleep with your big beautiful cock right next to me..."