Watching Mom the First Time Pt. 03

If you are new to my stories please take time to read the first two parts. If not then here is a quick review:

Watching Mom the First Time part one is about a son watching his Mom masturbating on the couch during the family vacation. She later flashes her pussy and jerks his cock for him. The son returns the favor by eating his Mom's pussy in the kitchen while Dad watches TV.

Watching Mom the First Time part two has the Mom take the Son's virginity and then she has her was with him several times.

*****

Vacation was over and we all settled back into our normal routines. Dad was preparing to go off on a business trip. I had a checklist of things to do before I went off to my first year of college. My Mom seemed normal these last 2 days since we got back from vacation. I could only think about the great sex Mom and I had while on vacation. Each night since I lay in my bed hoping she would come back into my room. So far my Mom had not even hinted that sex even happened between us.

I knew she was feeling something towards me, but I could not figure out if those feelings were of regret or was she feeling scared of being caught. It had been 2 days since we got back and I just knew we would have talked about what happened and what was going to happen between us. The silence was driving me crazy since I wanted to continue the hot sex and experience those feelings again. My Mom took my virginity the last night of vacation and I was ready to learn a lot more.

I woke up that morning of the 3rd day convincing myself to say something to my Mom. I approached the kitchen from the hallway and heard my parents talking about his upcoming trip. I stopped in the hallway out of view to listen.

"Honey, how long do you think your trip will be?" my Mom asked.

"If everything goes well only 3 days," replied Dad.

"Remember that Terry and I have to do a good deal of shopping to get him ready for college."

"I thought of taking the boys over to your Mom's house for a couple of days while we shop for all the items on his list."

"What do you think dear?" asked my Mom.

"Great idea honey since my Mom always wants to know when the kids will be coming over again."

"She will be upset that Terry will not make the trip, but she will understand that shopping with his little brothers for hours at a time can be stressful. I am sure she will help out."

"Be a dear and call her to set up a time I can drop them off today," replied my Mom.

I was in shock to hear this plan being made by my Mom. I knew I had a few things to shop for but 2 days of shopping was a little lie for sure. It could only be one reason she had gone through this much planning. She wanted me again! I felt my dick harden just a little from the thoughts racing through my mind.

Scenarios raced through my mind. Would my Mom suck me off again today? Would I get to eat her pussy and taste her sweet nectar until she screamed? Would today be the day I fucked her again?

My hand found my hard dick as these thoughts ran through my head. I now had a raging hard-on and noticed pre-cum making a huge wet spot. I eased back down the hallway to my room to take care of this problem. I found my baby oil bottle that I kept hidden in my closet. I grabbed a used towel off the floor and lay on my bed spreading the towel near me so that I had something to catch my huge load when I came. I pushed my shorts and underwear down to my ankles preparing for a great masturbation session to ease this hard-on of mine.

Everything was ready for me to have a great masturbation session for at least 30 minutes. I once tortured myself for almost an hour before I shot a huge load. I was the only person in the house one day and I found a bunch of old Playboy magazines. They were hidden inside a box in the back closet in the garage. These pictures were the first ones of naked women that I had ever seen. Where were these women in my home town? I had never seen women as beautiful as the ones in this magazine. I knew they had to be my Dad's but why would he need these when he had my gorgeous Mom to play with? I would sneak one or two of them out at a time and hide them in my room.

I squirted several drops of oil onto my hard dick and moved my right hand slowly up and down to grease my entire dick in the process. Man did this feel great! I pictured my Mom sucking my dick and I could see her pussy lips swallowing my fingers as she took all 8 inches into her mouth. I squeezed tighter on the upstroke and pre-cum ran off the head of my dick with ease since the oil was now all over my hard-on. My eyes closed and I developed a steady stroke, increasing the pressure each time. I could see my Mom's pussy lips taking in my rock hard dick and felt the hairs touching the base of my cock each time she lowered herself all the way down.

In and out my dick stabbed her cunt. I could hear the moans once again coming from my Mom as I pinched her nipples. I could hear again the squishy sounds each time my cock pierced her pussy lips. I wanted this session to last all day if possible, but I felt that familiar feeling as cum started to build up near the base of my dick. I slowed down some to ease the feelings back so I would not cum so soon. This was far better than the pictures from the Playboys stashed in my closet. I might not ever need them again, I thought as my hand took over and increased the speed and pressure of each stroke.

I knew I was close and had only been stroking my dick for about a few minutes. My toes curled as the sensations increased as the visions of my Mom holding, sucking, and fucking my dick while on vacation danced through my head. All of a sudden I could hear my door open as I started to cum! I looked over at the door still jerking my hard dick as the first spurt of cum hit me right in the chest. By the time my eyes focused on the person coming into my room the second spurt hit me in my face!

"Oh my! I am so sorry for not knocking first," cried out my Aunt Jean.

What in the hell is she doing in my room so early in the morning I wondered to myself?

Where did she come from?

Did she come in late last night drunk again and crash here?

I could not stop stroking my hard dick as I was in the thrones of pleasure and the next spurt went over my head hitting the headboard.

"Oh My God! How much cum is going to come out?" yelled my Aunt Jean.

The next several strokes of cum landed on my stomach and then filled my belly button. I finally could release my dick and said "Aunt Jean, I am so sorry, but I could not stop since you walked right in when I was cumming." I searched for the towel to cover my dick as she walked towards my bed staring at my hard dick. My dick throbbed several times as she walked towards my bed.

"It's not going down at all, is that normal for this to happen?" asked Aunt Jean.

"Yes, I guess so," I replied frozen to the bed.

"Well, I will leave and let you get cleaned up so you can come out and visit."

"I dropped by to see everyone and your Mom thought she heard you moving around in your room so I thought I would surprise you," replied my Aunt.

"I will knock next time for sure," said Aunt Jean as she left my room still focusing on my hard dick. I did notice her nipples were now very erect and protruding as she left.

What just happened, I wondered as I found the towel to wipe off the spurt that hit me in the face. Aunt Jean was a 40-year-old redhead divorced women with no kids. She was almost similar in body type as my Mom, but her breast were larger for sure. She had small, perfectly placed freckles all over her face and shoulders. Her eyes were green and her hair was cut short. At that moment I saw her in a completely different light and could only imagine if she would ever want me the same way I wanted her.

I stayed in my room for another hour too embarrassed and scared to come out. I heard my Dad yell goodbye to everyone as he left for his trip. I crept close to my door and could hear my Mom and Aunt Jean talking at the kitchen table. I could not make out what they were saying, but I did hear my name in the conversation so I eased the door open very slowly. Was Aunt Jean telling on me right now? I then took several steps towards them to hear what they were saying. What I heard next made me realize that having a hard 8 inch cock would serve me well for the rest of my life.

"Is Jim going to be gone for 3 whole days?" asked my Aunt Jean.

"Yes, I am sure of it since I booked his airfare," replied my Mom.

"Is his Mom going to take care of Terry's two brothers as well?" asked Aunt Jean.

"Yes, I will drop them off later today," replied my Mom.

"What are you going to tell Terry about me staying over for the next 3 days?" asked Aunt Jean.

"I do not think he will ask, but if he does, let's tell him that I need your help around the house while Jim is gone," replied my Mom.

"Sounds good, so let's talk about your plan you called me about," replied Jean.

"Jean what happened when you rushed into his room earlier? Was he jerking off like I told you he would be?" replied my Mom.

What did I just hear? My Mom has told Aunt Jean about me? What plan? Why would she want Aunt Jean to see me jerking off? All of these questions left me stunned and wanting to know more.

"You were right about the size of his dick, it had to be over 8 inches long and thick as my wrist," Replied my Aunt Jean.

"His is the largest cock I have ever had," Cindy replied.

"Did you measure that monster while on vacation?" asked Aunt Jean.

"I wanted to but really didn't care about the size then, since he was the largest I have ever taken down there," replied my Mom.

"The head of his cock was large and shaped like a juicy red strawberry. He also shot out more cum than you described over the phone and some hit the headboard," replied Jean.

I could not believe what I was hearing from this conversation. Just how much did my Mom tell her sister about me and more importantly, what has she told her that took place between us during vacation? She swore that nobody could ever know and made me promise I would never tell a soul. My dick started to come alive from the comments made by my Aunt Jean. I had to know more and took two more steps towards them and could now see my Aunt Jean's back but not my Mom.

"First, I am so glad you could come over to help out," replied my Mom.

"Cindy I would have disowned you as a sister if you would have kept Terry all to yourself and not told me you were going to share," replied my Aunt Jean.

What? Did I hear correctly what I thought I heard? Did she say something about keeping Terry all to herself and not sharing? I grabbed my dick and could only hope my ears were hearing correctly.

"Like I told you Jean he wore me out the last two days of vacation. Since we got home, I have been avoiding him so I can recover some," replied my Mom.

So that is why my Mom did not come to my room. I now knew why and was glad it was not because of regret.

"When I walked in on him this morning and saw Terry stroking his hard cock I wanted to sit on that monster right then," replied my Aunt Jean.

"You will get that chance soon enough, but we have to go with my plan as I explained it to you over the phone."

"If we do that, Terry will be none the wiser when we both take on that monster at the same time," replied my Mom.

"Ok! I will play along since everything you have told me so far is true," replied my Aunt Jean.

"I do want a chance at that monster by myself if you do not mind," replied my Aunt Jean.

I took out my throbbing dick and stroked it one time, so that a huge drop of pre-cum formed at the top of my fist. I then used that to coat my cock and the sensations from the slick sticky pre-cum enhanced the feelings ten times over. Each stroke fed more pre-cum as I looked down at the white frothy foam was forming at the top of my dick. I refocused on my Aunt Jean as I heard her say this.

"When are we going to put your plan into action?" asked my Aunt Jean.

"We will start when we get back from dropping off the kids," replied my Mom.

"I cannot believe Terry has a cock over 8 inches and you were the one to take his virginity," replied my Aunt Jean.

Jean sighed, "You are one lucky mom."

"When I see Terry I will secretly let him know that I did not tell you about catching him masturbating this morning since that is part of the plan right?" replied my Aunt Jean.

"Yes, he must think you will get him in trouble if you were to tell me," replied Mom.

"This way we can use that to get him to do things for you during our plan," replied my Mom.

I eased back towards my room and fell on my bed stroking my dick as fast as I could. Huge loads of cum shot out and sprayed all over the towel. I fantasized about having both my Mom and my Aunt Jean at the same time. If they needed an 8 inch cock to share and someone to play along with their plan then I was the perfect stooge.

"Terry is everything alright in there?" replied my Mom.

"Yes I am fine. I am going to take a hot shower and I will be out shortly." I replied.

"Don't hurry out since your Aunt Jean said she already saw you this morning. We are taking your brothers over to their Grandmother's house. After that, we are going to the store to get groceries and a few bottles of wine," replied my Mom.

"Ok, see you two when you get back," I said.

Whose Plan is really put into play?

The door shut as they left and I got ready to start my own plan. I got on the internet and looked up how to shave ones cock and balls. I wanted this to be a real surprise to them both once they attacked my 8 inches of hard cock. Several pictures appeared and several interesting methods were displayed.

I wanted to fuck my Aunt Jean first and then both of them together. That would be my plan and since they did not know I knew their plan maybe I could work things out and fuck Aunt Jean first. I could only imagine what a pussy with red hair looked like and what it might taste like too.

I settled on the one that when done leaves a small area of hair around the base of my dick and nothing else. It kind of looked like a small Hitler mustache, but wider and thinner. I took a long hot shower and gathered all the listed supplies. I placed the mirror below by heavy balls and applied surgical tape on the area I wanted to keep right above the base of my dick. I applied shaving cream from my belly button to all over my balls. As I did this I found out that shaving cream felt wonderful and I would try this one day for sure. It felt so good that my dick started to respond to the cool feel. One of the hints from the article did say that it would be a lot easier to shave with a hard-on.

I started with the easy parts per the instructions from the article. So far this seemed easy as the shaver glided over the smooth parts no problem at all. I grabbed my dick and by now it was at full mast. I held my hard cock straight up and shaved next to and all around the tape until that area was spotless. The hard part, the balls, was next according to the article. I adjusted the mirror so I could see the very bottom of my ball sack. I applied some shaving cream and started to shave very carefully. In a matter of minutes I was finished with my balls and they looked smooth as a baby's ass.

The last part was the shaft itself. There were fine, sparse hairs from the base of my dick up to about 2 inches that I have never noticed before. I used the mirror as the article mentioned and did see them. The article said these are the hairs a woman gets in her mouth when she takes you all the way in. The article also advised getting help with this area and after the first pass of the shaver I agreed. I was having trouble getting the right angle with just one hand, trying to hold my stiff 8 inches.

I washed everything clean and took the blow dryer and dried the small patch of fine hairs just above the base of my now rock hard dick. Looking in the mirror, I thought my dick was at least an inch longer! Pre-cum leaked out the tip and flowed down to the base. I started to fantasize about the upcoming events and grabbed my hard dick jerking slowly. I was getting ready to find the baby oil, but heard the front door open.

"Terry, can you come and help us unload the groceries?" asked my Mom.

"Mom, I just got out of the shower and I still need to shave my face. Can you guys handle the bags if not, leave them and I will take care of it when I am finished shaving," I said through the door.

"No problem there really is not that much to bring in," replied my Mom.

I finished up shaving got dressed and walked out of my room. My dick would have to wait and maybe I will need this extra load of cum to go elsewhere if my plan works like I hope it would. I was originally dreading facing my Aunt Jean after she caught me stroking my hard 8 inches and shooting my cum all over the place, but knowing what I now know seemed to put me at ease. I made a mental note to myself to act like I was embarrassed when I saw her. As I walked towards the kitchen I noticed how different my dick and balls felt being clean-shaven. It was pretty nice and knew I would do this the rest of my life for sure.

I rounded the corner and only saw my Mom. I asked, "where is Aunt Jean?"

"She is upstairs taking a shower since she was a little sweaty from her trip," replied my Mom.

"Oh darn, can you take her these fresh towels since none is in the guest bathroom?" replied my Mom smiling.

"Is that her suitcase over there?" I asked.

"Yes, it is she is going to stay a few days to help around here while you're Dads away," replied Mom

"Can you be a dear and drop it off in the guest bedroom for me," Mom said.

"I will take it up now since I have to take her these fresh towels," I replied.

"When you get up there maybe you might start calling her Jean. She says you're grown up and almost in college," replied Mom.

I grabbed the suitcase and headed upstairs to the guest bedroom. I laid it on the bed and headed towards the guest bathroom where I heard the shower running. I thought I heard two people talking in the bathroom, but knew only the 3 of us was in the house. I knocked on the door and I could swear I heard my Aunt say "he is here got to go!"

Who could she be talking to I wondered as I knock harder. About 20 seconds went by and I heard some movement, then the door closed in the shower making a clicking sound.

No answer still so I opened the door slowly. There through the glass walls facing me in the shower was my Aunt Jean was plunging fingers into her cunt with her head tilted back and eyes shut tight. Her other hand was cupping one of her large breasts, pinching the nipple. Her nipples were the size of saucers. Man was she a sexy looking woman with water running all over her voluptuous body. I took her in from head to toe not worrying if she opened her eyes or not. As my eyes drifted down to her pussy to see if her hairs were in fact red, I noticed her hair was trimmed into the shape of an upside down Christmas tree!

Oh My GOD!

What a sight! My dick was as hard as the night my Mom took my virginity!

I moaned out loud and Aunt Jean snapped open her eyes, trying to cover herself as best she could.

"Terry! How long have you been standing there?" snapped my Aunt Jean!

I stammered "only a few seconds I promise Jean!"

"Look, I have towels for you," I said.

As my eyes drifted from her large breasts back down to her visible pussy lips Jean yelled, "at least hand me one of those towels Terry now!"

I could not focus and handed her one from the stack.

She said "very funny that is a wash cloth!"

I quickly realized the error and gave her one of the bath towels.

"Why didn't you knock!" replied my Aunt.

"Is this payback for this morning?" Jean replied as she wrapped the towel around her large breasts.