Time Traveling Pussies

Thank you for reading, please rate and feedback is always welcome. Reminder all characters and locations are fictional, and everyone is 18 years of age or older at the time any sexual encounters occur. This is also an entry into the Halloween 2024 story contest.

Note: There is some mild anal sex within this story. Although this is part of the story line, it is also something that can be skipped over if desired.

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July 21, 2024 - Today we gathered at the house to celebrate my mother's 41st birthday. With Gabrielle's birthday being today, that means that my birthday is tomorrow, and I will be turning 19 with my twin brother James. Not to be confusing, but my name is also Gabrielle.

It has been a tradition to name the first-born daughter in the family after my Fourth Great Grandmother, Gabrielle, who was born in 1873. I am the seventh generation of Gabrielle's, and the odd thing is that each of our birthdays falls within this same week in the middle of July.

I reside with my parents and my twin brother in the family home constructed in 1890. It has been remodeled a few times, but the bones of the home are the original 1890 home. My Grandma used to reside in this house, but she relocated soon after she was married for the second time. She passed the house onto my mother so she could have enough room to raise a family, but we still receive visits from Grandma on special occasions.

Nothing seemed unusual as I was growing up in this old house. My parents would leave to go to work, and I would reluctantly walk to school with my brother. We had quite a lot of friends around the neighborhood and were constantly over at each other's homes to play or have sleepovers.

The only thing that might be considered strange is when Halloween rolls around. However, I didn't start to truly catch on to anything strange until I started getting a little older. My parents never took us Trick or Treating because they always had a party they had to attend. Because of this, my brother and I always went with our neighbors collecting candy. There might be a sleepover planned or we would stay at the neighbors until my parents got home.

Once I became a teenager, we still went Trick or Treating with the neighbors, but I started to notice that the car never left the drive. I vividly remember when I was 14, it was raining so heavily that our costumes were ruined even before we got to the first house. We made just a couple more stops and decided to call it a night.

I walked inside the house and went straight to my room to change. I noticed my parents going into a room that I was forbidden from entering. I quickly changed and quietly walked back to that door. I could hear them making noises that sounded like they were having sex. I continued to listen until things got very quiet. I quickly made my way down the stairs so I wouldn't get caught listening in on their activities. I expected them to make their way downstairs to head to their party, but they never did, and I ended up going to bed before they left that room.

I always wondered what party my parents said they were going to, but then somehow never left the house on the night of Halloween. I never asked my mother about that room, as I felt forbidden to enter also translated into also forbidden to discuss, so I put that night behind me and haven't truly thought about it since then.

The next morning was my birthday, and I felt like sleeping in. However, my mother must have already been up, and I smelled the morning coffee brewing. I haven't gotten used to the taste of coffee, but once I smell it, I am not able to go back to sleep.

I walked downstairs and my mother said, "First off, Happy Birthday. I have been waiting 19 years to have this conversation with you. It seems like only yesterday that I gave birth to you and your brother, but now you are old enough to hear the details about our family legacy." She grabbed a cup of coffee and led me into the living room.

As we sat down, she continued, "Shortly after this house was built, your Fourth Great Grandmother, Gabrielle, turned 19. The story goes that her mother came in from working in the garden to find her having sex with her twin brother in the forbidden room upstairs. Turns out that her mother was also a witch, and she placed a curse on her and the next ten generations of this family. Being that you are only the seventh generation, you will also need to tell this story to your first-born daughter about the curse."

At this point I couldn't interrupt, as I didn't completely understand what she was telling me to garner a comment.

My mother continued, "On Halloween night and only while in the forbidden room, our pussies become time machines. Along with the man that is fucking us, our pussies are triggered to transport us to the family orgy location when your pussy receives the load from your man. I remember the 19-year-old orgy was hosted by your Great Grandmother in 1958. I don't quite remember where the 41-year-old orgy will be taking place, but I know it will be all kinds of fun."

"So, let me get this straight," I said, "On Halloween night, our pussies become time machines that are powered by sperm! Transporting us to a location where we have an orgy with other members of our own family? Will you be there?"

She answered, "Of course, but it is the 19-year-old version of myself that you will meet at your orgy."

I asked, "So I have about three months to find a boyfriend and convince him that he needs to have sex with me on Halloween night?"

"Actually," my mother explained, "I can tell you that you don't find a man before then. You must persuade your brother to join you for a grand night of incest."

"Well that just became a little easier," I interjected. "I happened to walk into the bathroom a few months ago and caught him jerking off in the shower. He froze, not knowing what to do or say. I proceeded to remove my clothes, to eventually stand naked in front of him. He started moving his hand up and down his cock again when I slipped out of my bra. I climbed into the shower and took over for him with my hands, making him shoot his load all over my chest."

My mother smiled, as it seemed she already knew this story, but just hearing the story of how my brother and I began to be sexually active must have caused her to become horny. Her hand instinctively slid down between her legs and was working at her pussy through her sleeping shorts. Amazingly, I didn't find this display of self-gratification gross. As I continued to watch, I found myself starting to get horny as well.

I continued, "The next night, he came into my bedroom, wanting to have more fun. This time we used a condom, which he filled up quite nicely, along with making me orgasm multiple times. It was like we already knew how to pleasure each other."

My mother fingered herself to an orgasm right in front of me in the living room. As she was relaxing, she continued, "Oh, you don't have to worry about using any type of protection. The curse won't allow you to get pregnant until the Halloween orgy after your 21st birthday. You might have twins, like I did, but you will most certainly have a daughter nine months later. That is why all of us have birthdays around the same time in July, because we were all conceived on the same day."

My mother elaborated, "To get to the orgy, you need to have a load of cum deposited into your pussy while in the forbidden room. At the end of the night, you need to have a load of cum deposited into your ass, to return home. So, I would suggest playing with your brother between now and then so that you are comfortable receiving it in the ass."

"What do I have to do!" came a sleepy response from my brother who must have just woken up and walked in on our conversation.

I jumped out of the chair and grabbed my brother by the arm. I escorted him down the hall and into the office. After closing the door, I filled him in about the topic of conversation that I was having with our mother. As I talked, he started to wake up and a smile started appearing on his face. I also noticed a bulge starting to form on the front of his boxers, so his cock was also starting to become interested.

Being today was also his 19th birthday, I decided to give him his first gift. I dropped to my knees and slid his boxers down to the floor. I promptly engulphed his cock with my mouth. My brother didn't have a large cock, but it sure felt good inside my mouth. My only experiences with blowjobs were the ones that I have given my brother over the past couple of months, but I was making him moan and groan with my tongue.

I continued to quickly insert his cock inside my mouth until his balls touched my lips. I slowly withdrew his cock from my mouth, twisting my tongue around his hard shaft and sucking on it just a little. When just the tip of his cock remained in my mouth, I flicked my tongue over the tip a few times before repeating the process.

Since he had just woke up, it may have taken a little longer this morning, but after just a few minutes, I was able to display his handywork to him with a mouth full of deposited cum. I sloshed it around with my tongue before swallowing it. As I got off my knees, I whispered in his ear, "Slip into my bedroom tonight and we can practice you entering my ass."

When we returned to the living room, my mother gestured that I still had some on my chin. I blushed as I knew she knew what we had just done. I took my finger and wiped it off my chin before licking and swallowing it.

That evening, my grandma dropped by for dinner and brought my brother and I more birthday gifts to be opened. However, there was one that was labeled, open in private. Every time I looked in her direction, she had a smile on her face. I could only imagine the thoughts that she had going through her mind and what she remembers from the orgies she attended over the years.

When it was time for grandma to leave, she gave me a long hug. As we were separating, her hand stayed tight to my body and brushed against my breast through my shirt and bra. There are times that my C cup breasts do occasionally get in the way, but I didn't think this was an accidental brushing. After the discussions this morning, it didn't feel strange being felt up by my grandma.

She whispered in my ear, "I just needed a reminder of what I first felt 44 years ago. I have experienced quite a lot during our family orgies over the years, but that first one remains my favorite. Now don't forget to open your other gift tonight. It is all ready to go."

Shortly after grandma left, I started acting tired and headed to bed, but I didn't think anyone was being fooled into thinking I was going to go to sleep. When I got to my bedroom, I closed and locked the door to the hall, but purposely left the door to the bathroom wide open. It connected to my brother's room and that would be how he would sneak into my room later tonight.

I quickly ripped the paper off grandma's private gift to reveal a long, thick dildo. Well, I say it was long and thick, but I only have my brother's cock to use as a comparison, and his is smaller than this dildo. I took the dildo out of the packaging and found the power button. Clicked the button to find that grandma had fully charged the dildo, so it was fully ready for use.

I wasted no time stripping naked and positioning myself on the bed. I slipped the dildo between my legs and rubbed the outside of my pussy. I finally got the nerve to slowly start sliding it between my lips and inside my wet pussy until only the base was left outside. I didn't move for a moment as I enjoyed the new pleasure that had been given to me by my grandmother.

Slowly I started to pull the dildo out and slowly push it back in. Smooth motions translated from my hand to the dildo and into my pussy. After a few strokes, I let the dildo rest again fully inside my pussy. I flicked the power button, and the vibration caused me to immediately have a huge orgasm.

I screamed at the top of my lungs for a moment, before I could cover my mouth with my free hand. I had forgotten that there were others in the house, and I didn't want them to hear my pleasures. I continued to moan as I moved the vibrating dildo in and out of my pussy.

I had closed my eyes to enjoy the moment when I felt another hand against the hand that was controlling the dildo. I quickly open my eyes to find my naked brother reaching to replace the dildo with his cock. I don't know how long he had been watching me, but he was ready to continue with our birthday sex session.

He pulled the dildo slowly from my pussy before tossing it on the bed next to us. I had to reach over and show him how to turn it off, so we didn't waste the charge. He climbed on the bed and positioned himself between my legs. He did have a condom ready to open and use, but I reminded him about the curse and that he couldn't get me pregnant at this time.

My brother mischievously tossed the unopened condom into the air and onto the floor as he reached for his hard cock. Positioning himself so his cock was right against my pussy lips. He said, "I know you want me in your ass tonight, but I just need to start right here."

I nodded to let him know I was ready. He slipped the tip of his cock between my pussy lips and then quickly inserted the rest deep inside me. Although his cock was smaller than the dildo that had just been inside of me, being able to lay back and allow him the control the thrusts was more enjoyable.

I closed my eyes as his cock slipped in and out of my pussy. I cup a hand over one of my breasts and start to play with the nipple. My brother starts to moan, and I remind him that he needs to save himself for my ass. Reluctantly he pulls out and I reach over to the nightstand to get the lube. Sitting up, I lather his cock with the slick lube and then tried to wipe the excess on my ass. My brother still had to apply more lube to my ass once I got on my hands and knees in a doggy position.

Even with the lube, my ass was not wanting to allow his cock access, at first. I finally relaxed when I came to the realization that my mother had already confirmed that I not only attended the first family sex orgy, but also returned home afterwards. This meant that I had already become accustomed to having a cock in my ass.

After relaxing, my brother was able to slowly slide his cock inside my ass. The only thing I can say is that it felt different than having his cock inside my pussy. He started to pull out of me, only to return it inside as quickly as he could. I started to get that feeling of an orgasm building inside of me as my brother moaned louder and louder.

My brother must have been close as I soon felt his load being deposited inside my ass. This caused another orgasm to overwhelm by body as we climaxed together. My arms collapsed under me, which caused my ass to slide from his cock. He must not have been done, as I felt the last couple of spurts land on one of my legs.

My brother was also worn-out, and he collapsed next to me on the bed. As we were falling asleep, I realized that this was the first time that I had his sperm inside of me, other than my mouth. The next morning, my mother had to use the door to his bedroom and enter through the bathroom to wake us up. She knew exactly what we had done last night and didn't make it awkward to see our naked bodies together in my bed.

She commented, "Oh how I miss this cock," as she reached between my brother's legs and started to play with his limpness. She didn't play long before she stood up and walked out of the room. I don't think my brother was awake enough to understand the meaning of her comment, but I understood that 22 years ago, she made sure to get fucked by her own son at the orgy. I also assumed she was finally able to desire more from our relationship.

August and September went by quickly. My brother and I had started our senior year of high school, and during the day we tried to act like normal siblings that didn't want anything to do with each other. At night, we agreed that we needed to work on his stamina and ensure that he would be able to perform throughout the orgy. Especially when I needed his load the most to get us home.

Our weeknights were filled with all the schoolwork that we needed to do. But I did agree that I would give my brother a blowjob every Tuesday night, just to give him some release. Friday and Saturday nights we fucked to build his stamina for the orgy. His first load always went inside my pussy, and then I would try and get him hard again so he could shoot another load in my ass that same night.

By mid-October, I had him shooting three loads on Friday night and another two loads on Saturday night. That Saturday, after I received his load in my ass, he headed to the bathroom to do what guys typically do after they ejaculate. This meant that I needed to use the bathroom down the hall to clean up. As I walked past my parents room, the door was slightly a jar, and I could hear skin slapping against skin.

I quickly went back to my room to gather my brother to come listen with me outside our parents room. Just like what we had been doing, our parents were in full fuck mode. While we were listening, my mother yelled, "I'M CUMMING!" I had to wonder if my mother had ever done this same thing and listened in our us practicing for the orgy.

My brother's cock was straight and hard soon after we arrived at the door. I dropped to my knees and did what a good sister would do in this situation, started giving him a blowjob. His cock was the hardest that I have ever felt it, meaning that he was envisioning that it was his cock that was causing his mother to scream on the other side of the door.

Even though he had just recently shot his second load, my brother started grunting shortly after I started working on his cock. When I heard our father deeply grunt, I realized that it was the same noise that my brother makes when he comes. My brother knew that sound meant that my father just creamed my mother's pussy. This caused my brother to shoot a small load inside my mouth.

I don't think our parents heard my brother grunt and deposit his load, but we still ran back to our bedrooms to ensure we didn't get caught. It wasn't until I was safe in my bedroom that I began swallowing the sperm it contained. This time I cleaned up in our bathroom and got into my pajamas, I tried to fall asleep, but my mind was wide awake, thinking about what just happened.

Halloween night finally rolled around, and my mother mentioned it was time to head to our orgy parties. As we entered the formally forbidden room, she pointed out, "There are eleven single mattresses in this room, numbered 0 to 10. Since you are the seventh generation, you must be sure to always use the mattress labeled seven. This prevents issues where family members are trying to time travel to the same location."

My mother continued, "I have already hung a calendar on the wall, so that upon our return, we know that we are home again in 2024. Each orgy has a theme, and a costume will be hanging on the hooks above your mattress. There will always be some type of mask to wear."

As I looked around the room, my brother was standing there with his jaw hanging open. I turned to find my parents standing naked in front of us. They had taken off their clothes while she was talking about the room. At first, I was a little grossed out, but soon realized I was heading to an orgy, which would contain a lot of naked bodies.

My mother responded, "It doesn't matter what you might be wearing, you will always time travel naked. I would also suggest using this bathroom to clean yourself up before you go down to the orgy to get dirty again. You will want to start the night fresh, without your brother's sperm dripping from your pussy."