Watching Mom the First Time Pt. 09

Billy drove the car down the street and into the driveway at Terry's home. After coming to a complete stop, he looked over at Jean who was still sound asleep on his shoulder. He admired her lovely large breast and thought to himself about the wonderful sex that they had just had. That was the moment that he gave her a soft little kiss on her shoulder. He then softly whispering into her ear; Jean it's time to wake up. She opened her eyes, slowly lifted her head off my shoulder. Billy looked at her with a smile on his face as he said you dozed off, were back.

She softly looked into Billy's eyes and said, "I loved that magnificent cock of yours. However, Billy please remembers not to tell a soul what we did here in the car. Do you Promise? It will be our little secret."

"Yes, I promise not to tell anyone as Billy leaned over and kissed Jean and at the same time he ran his hand up Jeans inner thigh."

Jean moaned, afterward she looked at Billy and whispered, "You catch on fast, I think this relationship is really going to go places."

Jean reached for the door handle and Billy spoke up and said, "I'll get the door for you."

Jean had a surprised look on her face as she said, "Oh, that's nice of you."

Billy stepped out of the car, walked around and opened the door for Jean, as she stepped out; Billy took her into his arms kissed her and slowly let his hand slide down to her buttocks and he gently caressed one of her cheeks. Jean moans showing her approval.

After their kiss, Billy said, "Thanks for my first time. It was everything I imagined it would be. I'll get the groceries; you just run along and get yourself a nice shower."

Jean smiled and said, "Oh I think this is going to turn into something nice today." She slowly walked up the driveway.

Billy recalls the conversation Jean had over the phone with Terry's mom on the way back home. He knew Jean had told her what they had been doing from what they discussed over the phone. Billy chuckled to himself as he grabbed several bags of groceries. I cannot wait until I tell Terry; I lost my virginity to his Aunt Jean! He thought to himself, Terry did make good on his part of the deal. I did get to fuck his Aunt.

"There they are," Cindy replied as she walked down the steps to help unload the rest of the groceries.

Cindy took hold of Jean's arm and said, "Billy will get the groceries. What happened to you Jean? You looked dead tired to the world."

"I sure need to soak my pussy. I'm sore and I'm dripping Billy's semen down the inside of my thigh, as we speak. That kid Billy has the biggest penis that I have ever felt in my entire life. I almost can't walk and I really need to soak myself in a tub of hot water."

"Where is Terry?" I asked Cindy as we all walked back into the house.

"He is upstairs taking a shower," replied Cindy.

"I am going up to take a shower as well once I'm done unloading the groceries," replied Billy as he grabbed the bags.

"Jean, you look absolutely worn out! Give me all the details now!"

Jean asked, "Is the hot tub up and working?"

Cindy said, "Yes of course."

Jean said, "Let's go soak for a while, I'm sure I'll feel better afterward."

Cindy asked, "Did I hear you right about this larger than life cock? How in the hell did you come to find out about his cock in the short ride that you two had to the grocery store? Where did you two mess around at, were you in the car?"

"Well, Cindy it wasn't in the car it was on the trunk, that where he fucked me."

Cindy looks at Jean and asks, "On the trunk?"

"Yes, on the trunk."

Jean looks at Cindy and says, "Let me fix us a stiff drink. We will get into the hot tub and I'll tell you all about his monster of a cock that you keep asking me about!"

After Jean had prepared the drinks, we undressed and slipped into the warm water of the hot tub. That was when Cindy asked Jean again, "Now just how large is Billy's cock?"

Jean hands me my drink and said, "You won't believe the size of that thing. His cock has to be at least eleven inches long easy and as big around as my wrist too."

"God! I never gave it any thought that young man would be caring a penis of that size. Just think how many times he been here at my home."

"Sister that thing between his legs is the largest penis that I have ever seen or had in my pussy!"

"So! You did fuck him on the way to the store."

"No not on the way, but we sure did on the way back. I gave him a blowjob on the way there."

"How did that happen?" Asked Cindy as she took a huge gulp of her drink.

"While he was driving I noticed he was acting very shy. So I scooted over near him and that was when I noticed that monster between his legs was growing huge right there before my eyes."

"What happened next?" Asked Cindy as she sat down next to Jean soaking in the tube and drinking her drink.

"I placed my hand on his knee and the poor boy almost drove the car off the road. It scared the shit out of me. That was when I become aware that his cock was fully extended and the end of that monster was almost touching his knee."

Cindy's eyes were open wide as she said, "Oh god it's that huge?"

Jean said, "Yes, I know it's hard to accept as truth.

Cindy pressed for more details as she sipped on her drink.

Jean looked at Cindy and said, "Well one thing led to another and that's when I reached over unzipped his shorts and began fishing that huge cock out to expose it. That was when I actually saw it in all of its spectacular size. I know it's had to accept as being true but the damn thing touched the steering wheel."

"Oh my lord, I'll have to witness this cock to believe it."

"Oh, rest assured, it's hanging there between his legs."

"When he came in my mouth, I couldn't manage all of his semen he generated. It was so much that it escaped from my mouth and began dripping down on top of his penis and testicles. It was the largest volume of cum I have ever had shot into my mouth in my entire life."

Jean stared at her sister, "Will you hurry up and tell me the part of the story where you ride that monster of a cock."

"Oh that occurred on the way back from the store; Billy developed another erection, caused from all the kissing and licking I applied upon his neck and ear. I felt like I should try to see if my pussy would stretch wide enough to consume his huge."

"Where did this intercourse take place between you two?"

"Well, we pulled over to the first dirt road that we found which was out of sight of the highway. That's where he shoved that monster into me, at that time we were still inside the car. Later we moved outside when we both realized that we needed more room. He didn't ask he just carried me around to the trunk of the car. He then set my naked ass down on the trunk and shoved that thing of his deep into my wet sloppy pussy. Oh, Cindy, it hurt like hell at first until I got used to the size."

"I thought at one time that I might have made a mistake since it felt like he was going to split me in half."

"Sister reach over here and feel my pussy. I am still dripping his semen; god I'm soaking wet!"

Abruptly we heard a male voice from out of the blue.

We mutually listened when we heard the voice the second time, it was Terry shouting from the top of the stairs, "Mom! Where is all of my underwear?"

Cindy said under her breath damn, of all the times for me to leave them on the dryer downstairs. "Honey just a second and I will bring them to you."

We hear Terry shut his door to his room and I pull down my shorts and panties. Jean slams her tongue deep into my cunt causing me to spread my legs as wide as I can spread them. I grabbed Jean's head and force her deeper into my cunt.

"Terry's cum taste great coming from your pussy. You two must have had a great time as well while we were gone."

"Jean please stick your tongue in my ass since he deposited a huge load there as well."

Jean takes her time licking all around my ass before she plunges her tongue deep into my ass. The feelings are incredible as I imagine Billy's huge cock taking its place one day. I am on the verge of cumming and close my legs holding my sister in place.

"Jean PLEASE ram two fingers in my cunt to get me off, PLEASE!"

Jean rams home two fingers and then sucks directly on my clitoris slamming me into a fantastic orgasm.

"I'm CUUUMMMMMMIIINNNGGG!"

Small spurts of cum flew into my sister's mouth as she does her best to swallow it. Jean always loved swallowing my cum as it shoots out. It was like her duty to eat as much as she could without losing a drop. My legs shake from the intense orgasm as I struggled to catch my breath.

"Sis, that was fantastic and all I could think about was Billy's huge cock tearing into my ass."

"By the way, Billy is no longer a virgin," replied Jean as she fell back into the couch.

"You took his virginity? You lucky women that boy will be following you around like a puppy."

"I 'm ready for round two so let's talk about our plans for tonight."

Meanwhile back in Terry's room, the boys were hatching their own plans for tonight's activities.

"Dude, you were right about your Aunt. She attacked me in the car on the way to the store and on the way back. I 'm no longer a virgin!"

"Already attacked you? Wow! I figured maybe later tonight once everyone had gone to bed."

"She gave me a blowjob on the way and then had me pull off the road on the way back."

"How does it feel to have a hot pussy wrapped around your dick?"

"Man, I thought I would wreck the car when I shot a huge load of cum in her mouth. However, the most incredible feeling was when I came for the first time in a woman. The feeling of cumming inside a woman will always be in my mind! Man, I hope she attacks me again."

"I told you that you would get to screw a hot woman and I'm a man of my word."

I knew I had Billy right where I wanted him. I fulfilled my part of our agreement that he would get to lose his virginity when he came over to my house. He agreed no matter what I asked for in return he would have to abide by the terms. He just did not know that I wanted to have sex with his hot mom. Other than my mom, she was the object of my desires.

"Ok Billy, I kept my part of the deal and now I will tell you what the favor is."

"No problem, whatever it is I will make sure it happens. Sex with your Aunt was the best thing to ever happen to me."

"Billy great to hear it and no matter what I say next about what I want you have to promise to not get mad. Ok? Do you promise?"

"I promise!" Replied Billy as he started to undress for his shower.

"Billy I want a chance at you're...

"Terry here is your underwear from the laundry room," replied mom as she knocks on the door.

Without waiting for a response, mom walks in and Billy is standing there with only his shirt on. Before he can cover up, mom sees his half-erect penis hanging from his torso almost a few inches short of his knee. Billy scrambles to cover up and in doing so causes his donkey dick to swing back and forth, as he tries to put back on his shorts.

"Mom we did not say come in? Billy is getting ready to take his shower."

Cindy could only stare at the huge cock swinging between Billy's legs. She slowly walks across the room in a trance and places the underwear in the drawer not taking her eyes off the monster between Billy's legs. Cindy thinks to herself that Jean was right about Billy's huge cock. His cock was truly a specimen and was without a doubt the largest she had ever seen herself as well. Gosh, his cock is thick as my wrist and the head looks huge.

"I 'm so sorry I thought you two were just chatting away and did not know Billy was undressing. I'll be on my way."

Cindy closed the door and fell against the wall in the hallway. She saw the huge cock between Billy's legs and now confirmed the true size that Jean was trying to tell her. She was a believer!

"Wow Terry, your mom did not care I was standing here naked. I have had some girls run out when they saw how big I was. That is why I have had a hard time with girls our age. Thank goodness your Aunt did not seem to matter how big I was."

Now I could get the conversation going towards what I wanted Billy to do for me.

"Billy what do you think of my Aunt and my Mom?"

"Your Aunt is one hot lady and as you know what all of our friends say about your mom. She is a MILF!"

"Yeah, a lot of my friends have said the same thing to me many times. You know the same guys say the same thing about your mom Billy. They say she is a MILF too."

"It's funny that both our moms are called MILF's and we seem to not notice how hot our moms are," replied Billy as he started to undress once again.

I thought to myself that I knew how hot my mom was now since she took my virginity. I knew how hot Billy's mom was since older women were now officially on my radar. I now checked out any older women at all times. Several of my friend's moms were now officially hot to me, as I have readjusted my views of older women. I now see this as the best time to pop the big question to Billy.

"Billy what I want for my part of the deal is to have a chance with your mom."

There I said it and now the look on Billy's face let me know that he did not understand what I just asked him.

"Terry did you just say what I thought you said? Did you say you wanted a chance at my mom?"

"Billy remember you had sex with my Aunt Jean like I promised."

"Terry that is no way the same thing. I can't' agree to that deal!"

"Billy you said anything, remember?"

"I know, but I did not know you would want my mom."

"We both just said our moms are hot and I just think your mom is the hottest of all our friends. Besides your dad is just like my dad. They both are out of shape and too fat to take care of our moms."

"I don't' know Terry. How do I even know if my mom is not happy with my dad?"

"Come on Billy, have you heard them having sex lately. I know at my house my parents do not have sex but once a week if that."

I could see Billy thinking over what I said and to seal the deal I knew I would have to tell him my secret about my mom and me. I wanted to have a go at his mom so bad that I was going to tell him that my mom took my virginity earlier this week. If I told him this, maybe he would be ok with the idea since I was going to talk him into trying to see if his mom would be interested in him too. I knew if his mom saw the huge cocks we both had, she would succumb to her feelings just as my mom did with me. I had thought out everything and was ready to convince Billy.

"Billy I am going to tell you the greatest secret I know and you have to swear to never tell anyone or I could get arrested. It is that big of a secret. Do you swear?"

"Arrested? Did you steal from a store or something?"

"No, it is a lot more serious than that."

"What is it tell me. I promise to never tell a soul."

"Ok, but once I tell you the secret you will understand why I want a chance with your mom."

"Ok, now you are going to have to tell me so I can understand why your secret will help me understand why you want to screw my mom."

"Ok here goes. My mom took my virginity earlier this week! We have had sex many times since and she cannot keep her hands off me. I want her as bad in return. The sex is out of this world. We even had anal sex today before you and Aunt Jean got back from the store."

Billy tried to say something, but words did not come out of his mouth.

"You had sex with your mom your first time?"

"Yes and it was the greatest thing to ever happen to me. Billy, you can't tell anyone do you hear me?"

Billy looked up and said, "You know my mom is a very attractive woman. I have never looked at her that way until this moment...wow, this gives me a weird but exciting feeling."

"I'm telling you Billy sex with your mom will be the best ever. I even screwed my Aunt and I know moms are the best...ooopppsss."

I said something I should not have said and could not take back the words.

"You screwed your Aunt Jean too! How did that happen?"

"My mom called my Aunt to help her out since I was wearing my mom out."

"Wow, you are one lucky dude! Your Aunt almost killed me in the car, but it was worth every second since she worshiped my cock. No girl has ever wanted my cock until today. You didn't have them together did you?"

"No, so far just one at a time. I thought that was going to happen, but they agreed to have mom sleep alone with me the first night."

"Boys when are you two coming back downstairs?" Yelled my mom as we both snapped back to reality.

"Mom we will be down in a few."

"Billy I do not know about you, but I'm ready to screw the first thing I can get my dick in!"

"Terry tonight might be the best thing that ever happens to both of us if we play our cards right and work together as a team."

"I agree so let's work our plan as we talked about and let the cards fall where they may."

"Billy are you ready for Jean?"

"I think she might run away before this night is over if I get to have her again."

We both laugh as we walked down the stairs. We noticed the ladies were not in the house. On the table was a note that read: Boys we are in the hot tub so fix yourselves a cocktail and join us if you want to. Cindy & Jean

I showed the note to Billy as I poured both of us a cold beer.

"Remember our plan Terry and if everything works out, I will do my best to see you have your shot with my mom."

"Sounds great Billy, now let's go outside to relax in the hot tub with two sexy women."

We both walked onto the pool deck and saw the women relaxing in the four-person hot tub. Jean is sitting close to my mom. They turn and motion for us to join them. Jean grabs Billy's hand and places him between my mom and herself. Mom guides me next to her and Jean. I notice there is a bit of foam covering them, but I think they both are topless. I casually play it off, but Billy is staring straight at my mom's tits. By the time we are settled, I can feel the toes of both women touching my legs. It is a little crowded to say the least.

"Billy, slide over closer to me so we can catch up. I have not seen you all summer," replied mom.

Billy slides over a few inches and his thigh touches my mom's thigh. Once again, Billy is looking right at mom's tits.

"Billy where have you been all summer?" Asked mom.

"I've been around but mostly working part-time down at the feed store unloading delivery trucks when they come in."

Mom places her hand on his arm and says, "I thought you had been working out since the last time I saw you."

I notice Aunt Jean smiling as her foot is now rubbing, up and down my leg. Billy is none the wiser, but I know he wants to fuck Jean again soon. For some reason, mom is monopolizing all of Billy's attention while Jean is driving me crazy with her foot. Our plan is not unfolding the way we wanted.

"Terry be a dear and come help me fix the next round of drinks," asked Jean as she climbed out of the hot tub topless.

Billy notices her tits right off and then glances at my mom's tits once again. Jean grabs my hand and leads me into the house.

"Jean what is going on and why are you topless in front of Billy?"

"Honey don't worry about it. Your mom and I know that you two have been talking about us and I am sure Billy told you that I took his virginity today...right?"

"Well yes, we have talked about it."

"See no problems at all. However, your mom wanted me to ask you one question for her."

"Ok, what is the question?"

"Before I ask you the question, let me tell you that it depends on you being truthful in your answer."

"Ok, I have nothing to hide from you two."

"Great, because your answer will provide the path on which direction things go tonight.

"Huh?"