Two Weeks at the Playground Ch. 01

"Billy! What did you do darling?"

"Uh...hhh...hhh...hi...mmm...mom. Happy birthday."

"I thought we were going out to Gouchos for some Mexican."

"Mom, I...sort of...changed my mind. I decided to make you your favorite dinner for your birthday."

"Billy! I didn't even know you knew how to cook! You're doing this for me?"

"Mom...yes. I thought it would be cool if we just stayed at home."

"MMMMM!!! Yes! Just me and my good looking young hunk. Sounds good to me."

"Mmmmm....mom?"

"Yes darling."

"Mom...I.......l...like your hair that way. I really do."

"Thanks darling. I thought you would. I had it styled this way just for you."

The divorced mother today went out and had her long brown hair cut. The shorter style made Monica look a whole ten years younger. Her beautiful big brown eyes, lush full lips, and flawless complexion made his Italian mother the milf that teenage boys dream about.

"Billy? I don't want to have a wonderful dinner with my darling son in my work clothes. Do I have time...to go upstairs, take a shower, and put on something...nice?"

"Sure mom."

"Okay. It's 6:30.How about dinner at 7?"

"Okay mom..."

"Good. I want to look...good for my darling son."

As Monica came down the stairs the teenager was speechless. The high powered corporate attorney was wearing a very short red skirt with matching red patent leather heels. Her long muscular legs seemed to go on forever. Billy could see just the edge of what looked like her red panties. The teenager could see her nipples sticking out deliciously from the sexy white satin top. Shit! She isn't even wearing a bra! The teenager tried but was having trouble even making a sentence.

"Uhhh...hhhhh...hi....mom."

"UMMMM!! I can smell the salmon...I can't wait."

"Mmmmmm......mmmmmm....mom....you...look...."

"Darling, you like your new mommy?"

"Mmmm...mom...I mean...you're....hot."

"Thanks darling. So I guess you like your new mommy? I was going to wear this tonight at the restaurant. I wanted to look good just for you. But...you know...just being here alone with you...this is way way better than being in some restaurant."

As Monica sits down Billy helps her with her chair. He has opened a bottle of Monica's favorite white wine. The teenager then goes into the kitchen and comes out with a plate of salmon, veggies and some red potatoes.

"Mom, dinner's ready."

"My darling! I never...knew. I just might think...you're trying to seduce me...."

Billy doesn't know what to say.

"UMMMM!! Yes darling. Pour us a glass of wine."

The now 40 year old mother and her son toast to Monica's birthday. Monica has another toast.

"Also, lets drink to...my darling teenage hunk and his 40 year old mom...spending two whole weeks in the Caribbean."

As they ate, mother and son talked about Billy's school, his plans for college, and Monica's work at the law office. As they finished the bottle of wine Billy hands his mother a small gift wrapped box.

"Mom...here's your present. I picked this out...just for you."

"My godd darling! I mean this dinner was enough, but...I get a present too?"

She opens the box. A gold necklace with several tiny hearts. She sees there is a small inscription on the back.

"To my wonderful mom. You're the best. I love you...more than you'll ever know. Billy"

The smoking hot milf started to shed a tear.

"Billy, it's absolutely...beautiful. And the words...I don't know what to say. Darling...come here and kiss your mother."

The youngster reaches over. Monica grabs the back of the teenager's head and kisses him like a mother shouldn't kiss her son.

The teenager's mouth opens just a bit and Monica's tongue snakes inside the startled teenager's mouth. The kiss goes on for perhaps too long. She looks down and can see Billy's erection in his slacks. Monica can feel her pussy start to tingle.

"Billy, don't do the dishes yet. Let's go into the living room. I bought some new things today and I just have to show you."

Mother and son head into the living room.

"Billy today it dawned on me that I'm now 40. Today, I actually started getting depressed. I mean...my best days are behind me. So I went out today and bought a bunch of...fun things for our Caribbean trip. Darling, you know next month I mean, you graduate and we get on that plane. Can you tell, that your old mom has been working out? And...you like my new hair?"

The attractive mother stands up and strikes a couple modeling poses for her 18 year old son.

"You like...Billy? I mean if you're spending two weeks with your mother at a first class Caribbean resort...well, I just wanted to make sure you liked what you saw."

"Shit mom. I've always thought you were...hot. But now you are...incredible."

"Darling, I went to the salon today. They gave me this new hairdo, showed me all of the latest eyeliner, makeup and lipstick. I threw away all of my old make up. From now on...well, check out your new...hot mom."

"Mom, you have always been hot but now...I mean..."

"Darling...am I'm still your...jack off fantasy?"

Billy is stunned by his smoking hot mother's openness.

"Billy? I hear you...up in your room every night. I'm not mad at all. In fact...it makes me feel...good. I'm really happy I'm your....jack off girl..."

"Mom, please....that's embarrassing."

"Billy your mother also went shopping today. That new lingerie store at the mall is quite a place. Let's just say I'm not bringing any flannel pajamas or sweat clothes on our trip."

The youngster's cock starts to harden. Maybe this two week trip with his mother just might work out.

"Darling, I have to tell you too. I bought a couple new...bikinis. I know we're going to spend a lot of time at the pool and just had to get rid of my old one piece. It doesn't fit anymore anyway."

"Wow."

"Well, you're 18 now. It's time we started being more...open with each other. Would you like to check out your 40 year old mom one of her new bikinis?"

"Sure mom."

Monica grabs two tiny pieces from her shopping bag.

"Darling, look at this one. Isn't it...cute?"

The tiny bikini is just a couple pieces of red string and a couple of triangles Billy knows that he'll have months of jack off material when he sees his sexy mother in this red string!

"Wow mom..."

The teenager is so excited he can't even think straight.

"Billy I was thinking, maybe since it is my birthday, maybe I should...model it for you. That is...if you want me to."

"Mom, you'd...model it? I mean...now?"

"Sure darling. Let me go and change."

Billy's teenage cock is so hard the poor thing actually hurt in his tight jeans. He can't wait to finally be alone in his room and jack off. He knows he's good for at least three orgasms tonight!

In a couple minutes the youngster is startled by the sight in front of him. Standing there right on front of him is his beautiful, slim, sexy mother, dressed in nothing more than a tiny string. The two small triangles barely cover her nipples. Monica realizes that she better keep her razor handy, so that nothing sticks out of her bikini bottoms.

"Darling, how do I look? You LIKE?"

"Mom, oh my Godd! Mom, you're...incredible."

The teenager can see his mother has spent some time at the local tanning booth. His eyes travel from her beautiful face, the big brown eyes, downwards to her tits. Her tits were always large for a woman her size, but now with her sexy toned body, they look like they are screaming to be let out of her tiny string. Her abs, a few weeks ago showing a bit of a pouch, now are the rock hard washboard abs of a model. Billy's eyes travel up her long tanned slim legs which join at the tiny red crotch.

"You know darling, I knew there are going to be other mothers there with their sons. I wanted to make sure you'd be happy with me. Here, go ahead and feel my tummy."

Billy is shaking as he nervously sticks out his hand. His sexy mother grabs the boy's trembling hand and runs it back and forth across her rock hard tummy.

"Don't be so shy darling. I'm not going to bite. I mean in a couple weeks you're going to be rubbing tanning oil all over me. Better get used to it. Can you feel? Isn't my tummy nice and firm?"

She gives her son a huge smile as she guides his hand over her slim sexy body.

"You happy with your old mom?"

"Happy? Mom, I'm just blown away."

The slim sexy milf looks down and sees the telltale bulge in the front of his jeans. Monica Martino knows that the weeks at the gym and her diet have all been worth it. At 40 years old, she knows now she hasn't lost a step. She can still give an 18 year old boy a hard on! She figures it's time to tease her son just a bit. She turns around so the teenager can feast his eyes on his mother's incredible ass.

"Darling, I'm not quite happy with my glutes yet. I'm still working on them. Promise in a couple weeks, you'll be happy with your mom's tight little butt."

"Mom, I can't believe you did all this."

"Darling I want you to know I did it all for you. I'm just happy you find me attractive and want to spend two weeks at a sunny Caribbean resort with your mother."

"Mom, I can't wait. I wish we could leave tomorrow."

"Yes. Billy, you're definitely starting to develop into quite a young...man. But darling, I always wondered why...you never seem to be attracted to girls your age. I know from your computer you seem interested in...older women."

"Mom, you know...about that?"

"Yes I do. I'm not mad at you. I'm actually happy that you are interested in...sexual stuff. I know about all of the older woman websites you are on all the time. It means that you are just a normal healthy young man."

"You mean...not a kid anymore?"

"No way. Billy you're 18 now. Just wanted to let you know your mom thinks she has raised...quite a hunk."

"A...hunk? You think I'm a hunk?"

"Yes. And from what a saw on your computer...you are really into...older women. It looks like most of the women on your computer are older than me."

The teenager is embarrassed. This is the second time she has brought this up. He cannot make eye contact with his mother.

"Darling, I'm not mad. I just want to always look my best for you so that you'll always find me...attractive."

"Mom, you already know what I think."

"There's one more thing we have to talk about."

"What, mom?"

"Darling when I made the reservations, I requested a suite with two single beds. They only have suites with one king sized bed. So that means you'll have to spend two weeks sleeping in the same bed with your mother."

"Oh?"

"And...I'm actually nervous bringing this up but I think we have to get things out in the open. Darling, I know you're a young normal...boy. You have...needs. Darling, I know because I can hear you...every night. I can hear you...calling for your mom..."

The teenager suddenly looks down. His mother...knows?...that...he yells for his mother when he...jacks off?

"Yes, I can hear you every night. I know you're thinking about me when you...do your thing. Darling...its perfectly alright. I was thinking...how are we going to manage things when...you get the urge? As far as I can figure we have two choices. You can just stop...masturbating for two weeks, or we have to come to an agreement."

"Mom, what..kind of...agreement?"

"Well, how's this. We are going to be sharing one bed. Let's agree, when you...get the urge, I just turn away and close my eyes."

"Mom, that's...embarrassing. I don't know if I can...do that."

"Darling, when you...beat off and you call for your mother, you know, I actually...really like it."

"So, mom? You don't think it's sick that I yell that when I jack off I'm thinking about...fucking you?"

"Sick? No way. I actually am quite flattered that you...think I'm sexy. You already know that your mother has needs just like you. I mean, you just stood there while I masturbated right in front of you. You saw me in my most private moment. And yes I screamed your name when I orgasmed."

"Mom, I know. I'm so sorry."

"Darling, I'm just going to tell you this. I'm not sorry you saw me. I actually liked that you watched me."

"You mean...you LIKED me...watching you?"

"Yes. Darling, I'm going away on a dream vacation with my 18 year old hunk of a son, and sleeping in the same bed with him for two weeks. Darling, I'm bringing my dildo. Our agreement also means that when it's my turn...to dildo myself...you're just going to have to turn away and not look until I'm done. And yes, I'll be screaming your name when I orgasm."

"Well, I guess that's okay too."

"It looks like we just don't have any other choice. I mean, we're not going to have actual sex. But that doesn't mean we can't have some...naughty fun together. I mean you're a young man now."

The next couple weeks saw the now 18 year old youngster complete all of his high school classes. Around the house little was said between mother and son about their upcoming two week vacation.

"Now please congratulate high school graduate William Martino."

The clumsy kid was greeted with mild applause from the grandstand when Billy walked up and received his diploma. His sexy mother Monica, dressed in a short green sundress, and matching heels stood up and cheered loudly, making sure that her son knew she was proud of him.

After the ceremony Monica rushed over to her teenage son and greeted him with a hug and a huge kiss.

"You did it darling! Now let's get home. We have a plane to catch."