Prologue -
Last year, just after my sister turned 18, I caught her and my dad fucking. I never told anyone...he saw me watching but never said anything to me. It was our secret.
The story begins...
Mom and dad made arrangements for the four of us to go to Maui for vacation. Then, at the last minute, my sister was notified by her college that she had to see the Guidance Counselor to go over her curriculum before school started.
That night dad said he would take her to the college which was out of town and they would meet us in Maui as soon as possible.
We were all disappointed but it couldn't be helped.
Mom and I left with dad and sis expected to meet us in a couple of days.
Now, before we go any further, let me tell you about my family. My dad, Tom, is an executive at his company and travels most of the time. He is 45, 5'9", 175, brown hair, brown eyes and is very athletic.
My mom is, Rachel, 42, a stunning 5'7", 135, nice legs, firm ass, blonde, with blue eyes and 36c tits. I have fantasized about fucking my mom ever since I could remember.
My sister, Sandra, is 19, 5'6", 125, dirty blonde hair, blue eyes, athletic build, firm ass and 36c tits.
Me, my name is John. I'm 20, 5'8", 170, black hair, brown eyes and an athletic build.
Our trip seemed like forever but we finally arrived in Maui and, the airline lost our luggage. The day kept getting better.
When we checked in, the desk clerk advised us that they only had one room with with a king sized bed, not what we booked. Mom was so mad that she started screaming.
The desk clerk tried calming her down to no avail. In the meantime, the manager came out and reassured my mother that they would compensate her for two nights free, with all of our expenses taken care of. She calmed down enough and we finally went to the room.
It was real late when we got into the room and we were tired. Mom looked at me and said, "We are going to have to make the best of it. You go take a shower and get ready for bed."
I looked at her and replied, "Mom, you're forgetting we have no clothes. We will have to sleep in our travel clothes."
She said, "Look, I know this isn't the best situation but the only thing I can think of is that we sleep in our underwear."
Without hesitation, I took my shower and got into bed in my jockey shorts. Mom joined me after her shower wearing her bra and panties. All I kept thinking about was how close I was to my fantasy and my cock was already getting hard.
We said goodnight and shut the light off. Even though I was tired from the trip, I couldn't fall asleep as visions of me and my mother in bed together were keeping me awake.
At some point I fell asleep but was woken when I felt a hand touching my semi hard cock. My eyes opened and then I heard my mom say, "Tom, you feel so big. Press your cock against my ass."
I then realized that she thought I was my dad but I wasn't going to say anything. I did as she said.
In an instant my mom's hand was on my cock which was really hard now.
She kept whispering, "Oh Tom, you feel so big tonight." As she started jerking me off.
Then she said, "Tom, unhook my bra baby and play with my tits as I make you cum."
I sheepishly undid her bra and my hand found her tit and I quickly moved to her nipple. She started moaning how good it felt and as I was pinching her nipple, I shot my cum on her panty covered ass. Then there was complete quiet and she didn't move.
I quickly moved my hand away and went to the bathroom to clean myself up and then went back to bed.
I expected all hell to break loose in the morning when mom woke up but she didn't say anything except, "John, did you sleep ok? I did. By the way, I noticed you had a wet dream last night. I hope it was someone you really liked."
I turned red and replied, "Mom, I'm sorry about that, but it was you...you jerked me off. You must have thought I was dad."
She looked at me like a deer in the headlights and said, "It was me? Oh my god, I remember now. I did think it was your father in bed with me...and I told you to play with my tits...Oh no!"
I told her it was ok and that I didn't want her to panic if she knew it was me.
Then she said, "Don't tell your father."
I looked at her and replied, "Mom, dad won't mind, believe me."
My mom asked, "And why not?"
I then blurted out, "Because he has been fucking your daughter since she turned 18."
My mom was shocked and replied, "What the hell are you talking about?"
"Mom," I said, "I caught dad fucking Sandra one night when you were away. He saw me watching them. I'm sure dad wouldn't say a word if you fucked me."
My mom was silent and then said, "I guess the wife is the last one to know. Where did this all go wrong?"
I comforted her and told her it wasn't the end of the world. I also told her that I had always fantasized about her and last night was beautiful to me. I also told her she has no reason to feel guilty or ashamed and that I will always love her.
She gave me a faint smile and hugged me. Then she kissed me, but not a mother's kiss but a lover's kiss.
Then the unexpected happened...she pulled back and unhooked her bra and her beautiful tits were free for my eyes to see. Then she pulled me to her as her tits pressed into my chest.
My hands were all over my mom. My cock was rock hard and she slid her hand down and slipped her hand under the waist band of my Jockeys and grabbed my cock.