Watching Mom the First Time Pt. 04

This is the fourth chapter in the story. 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.

In 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.




Terry is headed to the pizza shop knowing he is in for a wild time if his plans go according to his desires. His Aunt is one wild woman. He has to have her tonight. When she shot out several streams of cum all over the bathroom, he knew he wanted to see that again, but with his 9 inches of cock buried in that red haired pussy. Terry could only imagine how tight her pussy must be since she keeps herself in great shape. He parks the car at the only pizza joint in town. The place is crowded as he walks in the front door.

As Terry looks over the seating area, his eyes are drawn to one of his neighbors from across the cove from his house. She is good looking blonde with great tits. Funny, he never paid her any attention in the past. Now he was really interested in her and she was smiling at him. He waved to her and said, "Hello Ms. Martin how are you doing tonight."

"I am doing great how is your Mom doing?" "Is she coming to eat or are you ordering takeout?" replied Ms. Martin.

"I am picking up takeout since my Aunt Jean is staying over and they are back at the house."

I study her closer as I talk to her while she drinks several sips from her beer and notices she keeps looking down at my cock. She then looks back at my eyes and smiles. The other two ladies eating with her I do not know.

"Terry, have you started college already?" asked Ms. Martin.

"No Ma'am, not until the fall," I replied. "I have all summer to live it up so to speak." One of the ladies laughs and stares right at my cock, which is starting to become firm. I feel a little uneasy when-

"Terry over here," comes a familiar voice. I turn to see my best friend Billy and his Mom sitting in a corner booth.

I said, "Excuse me Mrs. Martin, My friend Billy is asking for me to come over."

"Terry, please come by one day this week as I have some yard work and some bushes that need to be trimmed if you are interested," replied Ms. Martin.

At that time, one of the ladies chokes on some of her beer while muttering, "I have a bush that needs trimming too."

They all laugh as I said, "sure thing Mrs. Martin I will come over in my boat one day to help you out. Do you still have all that nice lawn equipment?"

"You damn right I still have it since that ex-husband of mine got nothing in the divorce."

"Terry, can you come by this Wednesday around ten in the morning?" asked Ms. Martin.

"Yes Ma'am, I will be there ten sharp."

You could cut the sexual tension in the air with a knife. I even knew now they were flirting with me big time. These new observation powers were great! A little experience with two women and now I could see everything in a different perspective. I noticed things I never would have given a second thought to. I turned and walk over to where Billy and his Mom were sitting and it suddenly hit me.

Billy's Mom was a certified MILF! She was in her early forties, blonde, blue eyed goddess. She was ranked number one in tennis for women age 40-45 according to Billy. She sat there in her skimpy tennis outfit with her hair tied up into a pony tail sticking out of her matching hat. My dick started to harden just looking at her long legs as she moved them out from under the table to meet me.

"Hey Terry how are you doing?" replied Mrs. Ellis.

"I am doing fine. I'm here to pick up some pizza for my Mom and Aunt Jean," I replied.

"I haven't seen you in some time where have you been keeping yourself?" asked Mrs. Ellis.

"We were on vacation the last two weeks," I replied.

She reached out to hug me and pulled me in really close. I pressed up against her tits and felt her leg make contact with my cock.

"Have you been working out? You have gotten bigger since the last time I saw you," replied Mrs. Ellis as she looked down to where my cock was pinned up against her leg.

"Just baseball stuff and workouts I guess," I replied as she sat back down.

I scooted Billy over so that I could hide my cock, which was becoming harder by the second. I looked over at his Mom and she smiled while she drank some of her beer. Her nipples were now noticeable as she leaned towards me to ask if I was coming over to visit soon.

I wondered to myself why I had not paid the proper respect to Billy's Mom. I guess my sexual scope had been very limited in the past. I was staring at his Mom when Billy elbowed me in the arm.

"Dude, when are we going to go fishing at night like we did all summer last year?" asked Billy.

The intercom called out my name for me to pick up the pizzas. My dick was almost at full mast now and I sat there thinking of a way to get up.

"Terry, I hope to see you soon at our house ok?" replied Mrs. Ellis.

I stood up, turned away from Billy and as soon as I did Billy's Mom stared right at my cock. She licked her lips as I walked away to get my order.

"Billy maybe you can come over tomorrow to spend the night and we can go night fishing," I said as I paid for my order.

"I will check with my Mom and let you know," I replied.

Meanwhile, back at home

Jean lowered her pussy lips down onto Cindy's face and said, "Eat me until I shoot all over your face!" begged Jean.

"You taste so delicious Jean I could eat you for days," replied Cindy.

"Right there, please focus on my clit. I am close to coming soon," replied Jean.

Cindy buried her tongue as far as she could and then inserted two fingers in Jean's ass. Both fingers went in up to the first knuckle. Jean screamed, "Get ready for a lot of cum!"

Cindy pulled out both fingers and then rammed them back in up to the second knuckle. Jean tried to push down so that they would go deeper, but Cindy's face stopped her ass from going any lower. Jean screamed, "Oh MY God, I am cumming so hard I might pass out!"

A steady stream of cum rocketed out of her red pussy lips spraying the top of Cindy's head. Cindy pushed her fingers in Jean's ass as far as she could get them and a second stream of cum shot out and hit the glass wall of the shower. Jean begged Cindy to suck her clit and drink her juices and she shot all over her face. Cindy covered her clit and a third stream filled her mouth choking her.

Jean clamped her legs around Cindy's head and shot the last stream of pussy juice across Cindy's face. She was spent and dazed as Cindy pulled out her fingers from her ass.

"For some reason, guys just can't do it the way a girl does it when it comes to eating pussy," replied Jean breathing rapidly.

Cindy stood up and they both embraced each other as the warm water flowed over their naked bodies relaxing them.

Cindy said, "I am so horny right now I could screw a football team!"

Jean replied, "We had better get ready since Terry will be back soon."

The drive back to the house seemed to take hours, but really only 20 minutes. Terry thought about his friend Billy spending the night. Nasty thoughts raced through his mind, like a spider spinning a web, his possible plans became complex and tangled.

Could he have Billy over to share with Aunt Jean? She would love his 9 inch dick. Heck, Billy might be 10 inches. If that happened, he could then maybe make a play on Billy's Mom as repayment for sharing his Aunt. Billy's Mom was so gorgeous and built. I would love to have her soon. He knew she was interested since she stared right at his cock and licked her lips. Maybe my Mom might have to be part of the deal? Could I let Billy fuck my Mom knowing his dick is larger than mine? My Aunt would die to ride his 10 inch rod.

I carried the pizzas in the kitchen area and heard sounds coming from the kitchen table???

I put them down and right there on the table was a small walkie-talkie that we used when we went camping. I could hear my Mom and Aunt Jean talking.

"Sis, what is the plan when Terry gets home?" asked Aunt Jean.

"We will eat some pizza, drink some wine and recover from our shower fun," replied my Mom.

So I heard this noise while I was in the bathroom with Jean. They were using walkie-talkies to carry out their plan. My Mom heard everything that went on in the bathroom with me and Jean. She knows what we did and that is why she called for me so sternly to come down stairs right when I was going to sink all of my hard 9 inches into that red haired pussy. Damn them two teasing bitches??? They enjoyed using me like a toy!

"Jean lets go downstairs and wait for my son to get home. We will then put our second phase of my plan into action. The best part is you get to have his massive prick all to yourself while I watch in secret from the closet," replied my Mom.

"Cindy I can't' wait until I get to sit on that 9 inch pillar," replied Aunt Jean.

I knew what was to happen next and wanted that pretty bad, but I really wanted to have both of them at the same time. My mind started to spin different outcomes. I knew my Mom would be in the closet watching me screw Jean and I had to come up with a plan to get my Mom out of the closet and onto my hard dick with Jean.

I yelled, "I am back with the pizzas," as I shut the door loudly.

"Oh, there you are what took you so long?" asked my Mom as she came down the stairs by herself.

"I saw Billy and his Mom at the pizza place and talked while my order was being finished. Billy wants to spend the night tomorrow so we can go night fishing if that is ok," I asked.

"That should be fine Terry," replied my Mom.

"Is Jean coming down to eat," I asked.

"She just got out of the shower and will be down soon," replied my Mom.

My Mom looked over to the table and she had a look of panic as she saw the walkie-talkie sitting there.

"Terry be a dear and run up a slice of this pizza and wine to your Aunt. I know she is starved since we ate lunch so early," asked my Mom.

I grabbed the plate of pizza and wine and headed upstairs. Out of the corner of my eye, I saw my Mom recover the walkie-talkie. As I climbed the stairs, I started to feel nervous about facing Aunt Jean. The last time I left her she was coming down from a huge orgasm and I was trying to ram my 9 inch dick into her pussy. I walked towards the guest room and knocked on the door.

"Come in Terry I will be out in a second," replied my Aunt Jean.

How did she know it was me? I'll bet they were talking again on the walkie-talkies and Mom told her I was coming up. The door to the bathroom was closed and I could see light coming from under the door. Aunt Jean was moving around inside and then the door opened. My Aunt walked out and she was wearing a skimpy, very revealing satin outfit. Her nipples are practically drilling holes through the fabric. Her aroma hit my nose and smelled of rose petals. My cock started to harden based on this great smell??? The two piece satin outfit consisted of shorts and a top with thin spaghetti straps. Her cleavage showed off her tan lines as she walked towards me. She was stunning to say the least. No way was I going to share her with Billy unless he promised to let me have a go at his Mom.

"Terry, I want to apologize for not warning you about my little problem when I cum. When I get that excited I cum very hard and tend to squirt out a lot of cum. It does not happen that often only when I have powerful orgasms," replied Jean.

She reached for the wine, ignoring the pizza. She took a big gulp of wine and placed her hand on my semi-hard cock, squeezing as she gulped a second taste of wine.

"I have waited 2 hours to touch this cock again and later on I want you to shove this cock inside my pussy. Then I love to feel it going up my ass. Do you think you could help me with those two problems?" asked Jean.

WOW! She wants me to fuck her in the ass? Mom would not let me touch her back there at all. Now, here is my sexy Aunt telling me that she wants me to fuck her in the ass??? My dick leaked out more pre-cum just from the thought of ramming my 9 inch dick into her ass.

"How are we going to do that with my Mom in the house?" I replied.

"Later on when we all go to bed you can sneak into my room and your Mom will be asleep and she will be none the wiser," replied Jean.

"Terry please lift up my top and kiss my nipples. They are so excited, rubbing against this satin material can't you tell," asked my Jean.

I stepped closer to her and her smell was intoxicating. I lifted up her top cupping both breasts as I leaned in to suck on them. They were hard as rocks and the surrounding area has very small bumps as well. I placed my lips on one and started to suck on it as I felt her hand go inside my shorts. She cupped my balls and massaged them one at a time.

"Please bite them as hard as you like. The harder the better," groaned Jean.

I bit down on one and she moaned slowly. Her hand tightened around my hard shaft and my dick was hard as a rock leaking pre-cum.

"Jean, can I please fuck you right here right now?"

"I would love that, but your Mom is waiting for us downstairs," replied Jean.

I ran my hand inside her satin shorts working my way down to her pussy lips. I found her slit and it was firm and moist to the touch. My middle finger parted her cunt lips and she let out another slow groan. I pushed my middle finger in up to the first knuckle, kissed, and licked her neck sucking slightly. Jean groaned louder and then we both heard my Mom from downstairs.

"The movie is ready time for you two to come down stairs," yelled my Mom.

"No jerking off in the meantime or I will tell your Mom all of this. I want this huge load deep in my pussy later tonight. Your Mom is a light drinker and will go to bed soon," do you understand replied my Jean.

"Yes ma'am, but I am making a huge wet spot in my shorts. Once the stuff starts it keeps on coming out," I replied.

"Go change your underwear and everything will be fine, I am sure."

I head to my room and Jean goes downstairs. My mind is racing with my dick pitching a tent in my shorts. I needed relief soon or I might bust. How could I get relief without Jean knowing? I head downstairs to see Jean in the lazy boy reclining with her feet propped up. My Mom pats the spot near her on the couch motioning me to sit next to her. The couch is slightly behind the lazy boy and I could only see the side of my Aunt. I could not see her face at all.

I sat down placing my pizza and drink on the side table. My Mom grabs the remote and pushes play. I notice that my Mom smells just like my Aunt. She is wearing a nightgown that I have never seen. Hers is a satin one piece with spaghetti straps. It barely covers her cleavage and her nipples are protruding straight out. I look down towards her pussy and I could see an outline of dark pubic hair. My Mom is not wearing any panties! She places her hand on my leg just right above my knee. My cock starts to stir once again.

"What movie did you pick out Cindy?" asked Jean.

"American Gigolo it is one of my favorites," replied my Mom.

"That is one of my favorites as well," replied Jean.

I had never seen this movie and the sex scenes started rather quickly. The blonde chick resembled my Mom since their hair was similar. My Mom ran her hand up my leg until her fingers touched the head of my dick. She traced the outline of the head of my dick with just one fingernail. I looked over at her and she was watching the movie. Then two fingers traced the head on both sides. She stroked them up and down the head of my dick slowly.

I looked at her again with pain on my face since my cock was trying to bust out of my shorts. My Mom placed a finger on her lips indicating for me to be still and quiet. She went back to watching the movie sipping her wine.

"Terry, I am a little cold can you get one of those throw blankets," asked my Mom.

I got up and handed it to my Mom. She spreads it over us so that it covered us both up to our waists. My Mom then reaches for my hand and places it underneath the blanket right on top of her pussy. She tucks one knee towards her giving me access to her pussy. I trace my fingers across her pussy hairs just above her cunt lips. She pushes my hand lower and I get the idea. My fingers started searching for her pussy lips.

I check on Jean and she was now siting with her legs crossed and with one hand down between her legs. I can see one of her nipples and it is hard as a rock. My Mom finds my dick again and reaches over to unsnap my shorts and zipper with her other hand. She then goes inside my underwear squeezing my hard dick. A glob of pre-cum leaks out and she catches it bringing it to her mouth to taste.

My fingers find her clit and I press firmly on it, causing her to arch her back slightly. My Mom lets out a small groan and presses my hand towards her cunt.

"This sex scene is really hot," replies Jean.

"I know," replied my Mom as she squeezed my cock.

Thank goodness the blanket covered our actions since Jean got up and said she was going to the bathroom. She went upstairs to the guest bathroom instead of the one downstairs???

"Mom, I need you again right now and why have you avoided me since we got back from our vacation?" I asked.

"Honey, I needed a break from you. You wore me out in those two days. You have to remember I usually only have sex about once a month."

"I am so glad since I thought you did not want me again."

The upstairs toilet flushed and Mom turned to me and said "when we all go to bed stay in your room and I will come to you for some fun times," replied Mom.

"Ok, but make sure Jean is fast asleep since I am going to make you scream louder than you have ever before."

Jean sat back down and then Mom went upstairs as well. Jean got up and came over to me and sat right on my lap pinning my hard cock against her ass.

"That feels wonderful against my ass Terry. I want to feel your hard cock deep in my ass tonight," replied Jean.

"When we all go to bed come to my room later but make sure your Mom's lights are off in her room. I am going to tell her I am catching up on my reading and my light will be on. Now show me that hard cock of yours so I can taste it."

I pull my cock out and Jean sucks the pre-cum off the head slowly torturing me in the process. I place my hand on the back of her head and force her to take half of my 9 inches at one time. She does so with no trouble and sucks even harder as my knees weaken. I seem to be having no luck in cumming since the toilet flushes and Jean releases my hard cock with a popping noise. She hurries back to her seat.

Mom came to the top of the stairs and said, "Jean can I talk to you for a second up here. I am calling it a night and will see you two in the morning."

Jean goes upstairs and I can hardly hear what they are talking about. Then they both say good night to me and asked me to turn off the TV and lights when I came to bed. I said I will and shortly both doors to their rooms shut. I turned off the TV and lights as I headed upstairs to my room.

In less than 5 minutes, I checked to see if Mom is asleep knowing full well she is more than likely already in the closet hiding in Jean's room. I walk towards Jean's room and slowly open the door. A soft glow from the bedside lamp gives off just enough light to bring into focus her bed. I glance over at the closet, which was partially open, but I could not see inside too well and not really sure if Mom was in there. I had a plan to get her out of that closet. Let the games begin!