Watching Mom the First Time Pt. 07

This is the 7th chapter about a Son and his Mom.

A little background:

Chapter One:

The Son spies his Mom masturbating on the couch while on family vacation. She later jerks him off and he shoots his load all over his Mom. He then eats his Mom to orgasm while she is in the kitchen preparing dessert and Dad is watching TV.

Chapter 2

Mom takes his virginity and has her way with him several times.

Chapter 3

Mom asks her sister to come over and help her with Terry and their scheme is to have their way with him. His Aunt catches him jerking off and blackmails Terry into all kinds of sexual acts while Mom makes plans to watch Terry take his Aunt's ass while Mom is hidden in the closet.

Chapter 4

Mom comes out of the closet.

Chapter 5

Mom and Terry spend their first night alone.

Chapter 6

Son and Mom Try Anal

Terry Spies Mrs. Martin Sunbathing

Chapter 7

Billy comes over to spend the night

*****

As I pulled into Billy's dock at the lake, Billy and his mom were laying out in the sun. Mrs. Ellis had on a two piece bright yellow suit that clung very tightly to the curves of her body. I tied the boat up and stepped on the dock. I looked at her and studied the womanly curves of her body. Her breasts filled out the top resulting in a hefty cleavage that formed between her two tits. Her bottom showed possibly a small but trimmed bush around her pussy area since a tuft of hair formed a small bump just above the pussy lips.

Billy punched me in the arm and said, "Dude, why are you over an hour late?"

"I got a late start since I had to do some chores around the house before I left," I lied as I smiled at Mrs. Ellis.

"I wish I could get Billy to help around the house more often," replied Mrs. Ellis as she applied oil to her legs.

"Terry, let's go upstairs and eat lunch and then we can go back to your house to fish," replied Billy as he ran off the dock.

"Wait guys I need oil on my back," yelled Mrs. Ellis.

Quickly I volunteered as Billy was half way to the house already.

"Terry help my mom out while I get lunch ready," ok?

I walked over to Mrs. Ellis and sat down on my knees next to her chair. She handed me the oil and laid down on her stomach.

"Thanks for helping me with the oil. I can never get Billy to hang around his old mom," replied Mrs. Ellis.

"I would not call you old since you are in really good shape," I replied as I applied some oil to her lower legs.

"Why thank you Terry, I do workout often."

"I can tell by the way you fill out this suit."

"Flattery will get you everywhere and that feels really great as you rub the oil in."

Man, I would have never said that much less put oil on Billy's mom two weeks ago. I was being flirty and it seemed to be working on Mrs. Ellis. My past few times with mom and Aunt Jean has given me confidence to say things I would have never said before. I eased my hand towards her knee area taking my time to rub the oil in. Mrs. Ellis spread her legs slightly and moaned how well I was doing.

I stared right at her pussy lips which formed a small V in her suit near the bottom of her ass. I squirted oil onto her thighs and used both hands to rub the oil in.

I started at the knees and rubbed towards those pussy lips. My cock was hard as a rock and tented my shorts. I am glad she could not see me.

"Oh that feels wonderful Terry," moaned Mrs. Ellis as my hands moved towards her ass.

She spread her legs even further apart and several small light brown pussy hairs escaped out from under her suit near her pussy lips. My fingers touched the bottom of her suit and I rubbed back down to her knees.

"Make sure you get all over since I do not want to get burned," replied Mrs. Ellis as she spread her legs even further apart.

I could now see a small wet spot forming right on her cunt area. My fingers started back up and my thumbs were inside her legs headed right towards her pussy lips. I applied greater pressure with my thumbs as I neared her pussy lips. Oil was going everywhere as I poured more onto her legs.

My thumbs hit her suit near her pussy lips and Mrs. Ellis moaned, "Right there that feels fantastic."

By now I could drive in a nail with my dick as I too formed a small wet spot in my shorts. My fingers spread out covering her ass with oil. Up and down my fingers massaged her legs and ass. Her wet spot was darker in color and Mrs. Ellis's breathing was increasing. The last pass with my hands, I placed my fingers under her legs and let my knuckles bump right into her pussy resulting in a low long moan.

If there was any doubt that Mrs. Ellis was not enjoying this and was letting me basically feel her up the wet spot gave her away.

I poured oil on her back and she reached back to unhook the strap. I rubbed oil all over and started to reach for the sides of her tits when Billy yelled up from the house.

"Terry, lunch is ready."

"Ok, be there in a minute."

"Thanks for putting oil on my back for me," replied Mrs. Ellis as she turned her head to look straight at my cock.

I stood up and my cock pitched a tent for Mrs. Ellis to see. She smiled and laid her head back down.

"Tell Billy I will be up in a few I want to get some more sun," replied Mrs. Ellis.

I walked up to the house trying to straighten out my hard-on and found Billy eating his lunch at the dining room table. I grabbed my lunch and sat next to him.

"You are never going to believe me when I tell you what happened to me today," I replied as I pulled out the one hundred dollar bill and placed it on the table.

"Where did you get that," asked Billy as he picked it up.

"You have to promise me Billy that you will never tell a soul if I tell you."

"Is this thing even real?" Asked Billy as he studied the bill.

"It is real," I replied as I took it back and put it in my pocket.

"Do you promise?"

"Yes, I promise but tell me Terry where did you get that money. I have never even seen a one hundred dollar bill."

"I really do not know where to start."

"Start with who gave you this money."

"Ok, do you know Mrs. Martin who lives around the point?"

"Heck, who does not know that hot MILF."

"She asked me to do some yard work tomorrow and I stopped by this morning to see what all she needed done."

"She paid you in advance?"

"Well no...I guess she kind of did, in a way."

"What are you talking about Terry?"

"Promise you will not tell anyone what I am going to tell you?"

"I said yes to that already!"

"I got to fuck Mrs. Martin!"

"No way!"

"I sure did, this morning before I got here that is why I was an hour late."

"I do not believe you!"

"Then where did I get the one hundred dollar bill then?"

"Your parents gave it to you."

"Billy, you know my dad is a tight wad with money."

"Ok, if this is true how did you get to fuck Mrs. Martin this morning?"

I went on to tell Billy the story of how I saw Mrs. Martin in the pizza shop last Friday and she asked me to do some yard work for her. I explained to him that this morning I was on my way to his house and she waved me over. Next thing I know, Mrs. Martin has her hands on my dick and an hour later I had the one hundred dollar bill.

"Yes Billy it was a great fuck and she did suck my dick for me."

"Wow, you are one lucky dude to have Mrs. Martin take your virginity. I am still a virgin," replied Billy.

Now I knew I had a small problem. How was I going to tell Billy she was not my first? How was I going to tell him that my mom took my virginity and my Aunt fucked me silly as well? I had to tell him in some way since telling him was part of the master plan to get him to let me have a shot at his mom by giving him a shot at my Aunt.

"What if I told you that tonight you would lose yours to a MILF?" I asked Billy as his eyes grew wide open.

"You're kidding! RIGHT!"

"I can make it happen tonight at my house if you promise a favor in return."

"Anything you want if I can have sex with Mrs. Martin tonight," replied Billy.

"I did not say it would be with Mrs. Martin, but someone just as good if not better."

"DEAL and what is the favor?" Replied Billy.

"I will tell you after you lose your virginity and then you will agree the favor is worth it. That is the deal."

"Ok, who is this MILF I get to fuck tonight and how do you know I will get to fuck her tonight at your house?" Replied Billy.

"There you two are," replied Mrs. Ellis as she walked into the house.

"Hi mom we were just getting ready to head over to Terry's house," replied Billy as he cleaned up his mess from lunch.

We both got up and I noticed Billy's mom looking right at Billy's cock which had pitched a tent in his shorts. His cock had to be pretty big from the size of the tent in his shorts. Billy pulled his shirt down to cover his cock and walked to his room.

"Terry, what in the world were you two talking about before I came in here," smiled Mrs. Ellis as she then looked at my cock which had pitched a tent as well.

"Nothing much Mrs. Ellis," I replied as I cleaned up my mess.

"Well, Billy seems very excited to go to your house I guess," replied Mrs. Ellis laughing.

"Tell your Mother I will see her at our regular tennis match tomorrow.

"Ok, Mrs. Ellis I will tell her when I get home," I replied as I walked back to Billy's room.

"Dude, tell me who is this woman! You're killing me by not telling me," replied Billy as he grabbed my arm.

"She is gorgeous and one sexy woman. If you do not think so then you can back out of the deal and you do not owe me that favor."

"So, you are not going to tell me now? Will I also get to fuck Mrs. Martin like you did later?"

"I will let you meet her first then you can decide if you want to screw her. She loves a big dick and she will kill to get her hands on your virgin donkey dick. Hurry and changed clothes."

"Ok, I guess."

Outside the door, Mrs. Ellis had heard everything. Just who was going to take her son's virginity? How had Terry gotten to screw Mrs. Martin, one of her tennis partners? Donkey dick? My little Billy has a huge dick? Questions raced through her mind from the stolen conversation. Mrs. Martin knocks on Billy's door.

"Boys, may I come in," as she pushed the door open to see her son standing with only his shirt on.

Mrs. Ellis, in a brief moment, glanced at Billy's dick hanging between his legs. GOD! He was not fully erect and it had to be seven inches long and thick as her wrist with a slight curve. She had thought that he might be large in that department but had not seen Billy naked in almost two years.

"So sorry guys I thought you two were already dressed," replied Mrs. Ellis as she backed out of the room.

OH MY GOD what a dick my son has on him moaned Mrs. Ellis. He does not take after his dad for sure she thought to herself. He is at least 3 inches longer than his father. I can only imagine how big his cock is once it is hard. She slumped against the wall trembling as her hand found her cunt. Before she knew it, she had spread her pussy lips through the material and massaged her clit slightly.

She groaned from the contact and pinched one of her nipples. GOD what a dick on her little boy she said to herself as she walked towards her bedroom. She grabbed her six inch dildo out of the dresser. She pulled down her bathing suit and plunged the dildo in as far as it would go. Two plunges, then three and her body shook from the huge orgasm slamming her.

Her hand found her clit and she screamed straight into another orgasm. She fell onto the bed moaning as she found the switch turning on the dildo. Another orgasm wracked her body as the vibrations coursed through her pussy.

As she calmed down, she heard the boys leave the house.

Mrs. Ellis started to ponder how was she ever going to find out just who this MILF was that was going to fuck her son???

Billy and I loaded up the boat with his fishing gear and headed to my house. We passed Mrs. Martin's house but did not see her outside. We neared my house to see both my mom and Aunt laying on the dock sunbathing.

As we got closer, we both noticed they were on their stomachs with no top on. Jean was stunning as I studied her ass sticking out like a small cantaloupe. A small v formed a gap between her legs. Mom was equally as sexy as her tits spilled out from her sides. We tied up the boat and stepped onto the dock.

"Aunt Jean this is my friend Billy," I replied as Jean raised up.

"Billy, I would get up to meet you but we both decided to get some sun on our backs," replied Jean.

"Hello Jean nice to meet you," replied Billy as I elbowed him so that he would close his mouth as he stared at Jean.

"You guys go on up to the house and make a list of what you guys want for snacks and dinner tonight. Put wine on the list for us two since we are out." replied mom.

We both headed up to the house and put Billy's stuff in my room.

"Wow, Billy sure is cute," replied Jean.

"Jean do not go getting any ideas already," laughed mom.

"That is your Aunt?" asked Billy.

"Yes, she is here till tomorrow," I replied.

Billy walked over to the window to look at the two women.

"Dude, both your mom and Aunt do not have on their tops."

"I know that already."

"Yeah, bet you did not know they are now laying on their backs did you?"

"You're kidding right?"

"Come see for yourself," replied Billy as he opened the curtains up all the way.

Sure as the world, they both had moved their chairs and pointed then right at my room. Jean's tits had oil all over them and easily stood out since my mom did not have oil on them. I will admit they looked great compared to my mom's tits.

"They did that yesterday as well," I lied trying to be cool about it.

"Your Aunt is one sexy looking GODDESS!" Replied Billy as he straightened out his hard dick.

"It drove me mad all day yesterday," I lied as my dick was getting hard.

"Don't get mad at me but your mom is hot as hell!'

"Hey, I think your mom is hot too!" I replied back at Billy.

"Your mom is way better looking than mine is for sure," replied Billy as he steamed up the window with his hot breath.

Just then both women looked up at the window and Billy about fell down trying to back away from the window.

"Yep, both boys had their hands on their dicks while they were looking at us," replied Jean.

"Step one of the master plan is complete," replied mom to her sister.

"To hell with fishing,' replied Billy "When am I going to meet this MILF you promised?"

I looked at Billy and said, "What if you already have?"

"What do you mean, I already have?"

"Just that, you have met her already."

"How could that be?"

I smiled and looked back out the window. Billy came back over to the window and then turned to me.

"It can't be your mom so it is your Aunt?" Asked Billy in disbelief.

I now had Billy right where I wanted him so I could pry about his mom.

"You would not want my mom?"

"Uh...not sure I should answer that," replied Billy.

"We both said each other's moms are hot, did we not?"

"Yes, but I think yours is so much hotter than mine," replied Billy.

I now had him to where I could manipulate him into repaying me the favor later on.

"That is the funny thing, I think your mom is hotter than my mom but my Aunt loves sex since she is a divorcee," I replied.

"So you're saying I might get to fuck your Aunt tonight?"

"I can almost guarantee that will happen tonight since I fucked her two nights ago."

"You got to fuck your Aunt? REALLY TERRY!"

"She wore me out in the sack and the sex was out of this world."

"Ok, let me get this straight, I might get to fuck that gorgeous woman right there, the one outside this window?" replied a stunned Billy.

"Yes, but remember you will owe me that favor."

"No problem. She is worth any favor you need."

"You have to listen to me and follow my lead for this to happen," I replied to Billy as he stared at both women.

I laid out the plan to Billy so that he would know what to expect. I explained to him that my Aunt would flirt with him at first and he should play along. I told him to act innocent as possible which should not be hard since he was a virgin. My Aunt will become the aggressor as the more wine she drinks.

"Let's buy a whole gallon of wine then," laughed Billy.

We went back to the window and the ladies had left the dock and we headed to the house. We got dressed and headed down stairs to see what the plans were for dinner. Mom and Jean walked in as we came down the stairs.

"Did you two make out a list," asked mom.

"Sorry we did not have time," I replied.

"What were you two doing upstairs this whole time?" Asked Jean as she laughed while looking at Billy's semi hard dick.

Billy's face turned bright red as he now figured out they saw both of them watching from the window. I moved to get some paper for the list and Jean moved closer to Billy. Billy looked scared to death as Jean brushed up against his arm.

"Billy what sports do you play in high school your senior year?" Asked Jean.

"I play tennis ranked number one in singles," replied Billy as he glanced down at Jean's tits.

Mom called out things for the list as I wrote them down. Jean continued the small talk with Billy. Billy was playing his part very well or it could be he was scared to death since he was in fact a virgin. I glanced over at them as Jean placed her hand on Billy's chest.

"You must work out often," replied Jean as she touched Billy's chest and arms.

"Yes Ma'am I have a weight bench in our basement," replied Billy.

Poor Billy was shifting his feet back and forth with his dick was growing harder by the second as Jean flirted with him. I completed the list as Billy excused himself to go to the restroom trying to hide the tent in his shorts.

"I have an idea, why don't Billy and I go to the store while you two get things ready here," replied Jean as Billy came back from the bathroom.

"That would be perfect," replied mom.

I handed Billy the list and we both went outside first to talk about our plan.

"I will be out in a second Billy," replied Jean.

'Cindy this is going to be easier than I thought. Did you see the tent his huge dick was making?" Asked Jean.

"God yes girl, I am afraid his dick is bigger than my son's dick for sure."

"I can't wait to get my hands on that monster," replied Jean.

"Part two of our plan starts now, so take your time going to the store," replied mom.

Jean went outside and hopped in the car with Billy. I walked back into the house and found mom totally naked sitting on the kitchen counter.

"Son come over her and eat me out right now! I have wanted you all day!" Moaned mom as she spread her legs and placed her feet on the counter.

I stood between her legs and lowered my face straight into her pussy lips plunging my tongue deep as I could. Man was she soaking wet already. Mom grabbed my hair pulling me tighter to her pussy. I placed my tongue at the bottom of her pussy lips and licked slowly back to the top of her clit area. I skipped her clit on purpose as she moaned each time I missed her clit.

I teased her like this several times. I could feel her trying to make my tongue come into contact with her clit. I resisted and withdrew my tongue each time I neared her clit.

"Please let me cuuummmm I have waited all day for this," moaned mom as she grabbed my head and tried to get me to suck on her engorged clit.

I stepped back to look at her while she had her eyes closed. Her pussy had caused a small puddle of juices to collect on the counter. Her breathing was rapid and her face was blood red. Her nipples pointed straight out and firm. Her pussy lips were flayed out like the shape of a butterfly and juices covered her pussy hairs. I looked at her ass and then I decided to plunge my tongue in her ass to finally get a taste. I lowered my face and stuck my tongue in her ass as I could go.