My mom and I are very, very close. Even now at 40 years old (mom is 56) we're very close. Here's the story of how we got so close.
My mom and dad married when she was 16 and he was 31. Not so uncommon in the rural area where they lived. Within a year (mom was still 16) my twin sister and I were born.
My mom tells me that from the beginning my sister was bigger than me. As a very young boy I was rather sickly and puny, so much so that when it came time to start school my sister went right in and I was held back. So I grew up in this odd situation where my twin sister was a year ahead of me in school.
When we were growing up we lived in an old house that only had a window unit air conditioner in our parents' room. Most of the time, in the hot weather, my sister and I would sweat it out in our own bedrooms. Fortunately my dad travelled quite a bit with his job and when he was gone mom would let us sleep in her room, with my sis sharing her bed and me on the floor.
Just after our 18th birthday sis graduated from high school and left for college that June. By then I had gotten over my sickliness and had grown quite a bit. I was 6'1", about 190 lbs. and quite the football player. I guess being almost a year older than everyone else had its advantages.
So about a week after we all drove to Austin to drop my sis off at school, my dad took off on one of his work trips. He was gonna be gone for a week. That evening, mom mentioned that I could sleep in her room since it was so hot out. So at bedtime I go into mom's room, just wearing an old pair of gym shorts, and start spreading the blankets on the floor. Mom was in the rest room getting ready for bed, but sticks her head out, sees me and tells me I don't need to do that, I can sleep in the bed with her since my sis is gone. Thinking the bed will be much more comfortable than the floor I was happy with the new sleeping arrangements. So I jumped into bed to wait for mom.
A few minutes later mom walks out of the rest room and my jaw fell open. Mom was wearing a very short, very sheer, low cut nightgown that I had never seen. Her very large breasts (34D I later found out) were swinging freely in her gown as she walked. Her big nipples were clearly visible through the sheer material. Mom walked over to adjust the window blinds and as she reached up her gown lifted and I thought I could see the tip of her ass cheeks. By the time she reached the bed I had the biggest hard on of my life. She got into bed and laid there talking to me for a while. She then told me she was going to sleep, and leaned over to give me a good night kiss. As she did that her breasts almost fell out of her nightgown and I'm sure my eyes almost popped out of my head. She kissed me goodnight, turned to face away from me, turned out the lamp, and went to sleep.
I didn't think I'd ever fall asleep, laying there so horny. I thought about getting up and sneaking into the restroom to jack off but decided against it and finally fell asleep. Sometime during the night, I must have rolled towards my mom, and hugged her from behind. I woke up with my arm over her, with her arm on top of mine, and realized that my hand was on her breast. I tried to pull my hand away but couldn't because her arm was on top of mine. I didn't want to wake her, but thought that I was gonna be in big trouble when she woke up and found me touching her like that. However my hormone driven teenage brain thought what the hell if I'm gonna be in trouble, I might as well enjoy it so I started moving my hand slowly over her breast squeezing gently. It took a few seconds but then I realized that I wasn't feeling any cloth over her tit. Holy shit, her nightgown must have slid over (it was very low cut) and her breast was uncovered and I was feeling it. This was the first time I had ever felt a breast, other than a few times on dates when girls had let me touch them outside their blouses. (I think my early health problems, and delayed growth had made me very shy and awkward with the girls).
So here I am in bed with my mom, squeezing and feeling her breast, feeling her big nipple get hard, and her beautiful ass leaning against my crotch and my big hard on. I was in heaven, even if I knew the shit would hit the fan when mom woke up. Fortunately for me mom started to stir and moved her arm so I was able to get my arm and hand away from her chest and I moved away a bit from her. All of a sudden mom woke up, rolled on her back and looked at me to see if I was awake. She saw me and said good morning and asked how I had slept. The first thing I noticed as she lay on her back was that both of her tits were sticking out of her nightgown and both nipples were as hard as diamonds. I tried to carry on a conversation with her but it was hard. She figured I was just still half asleep and told me she was gonna get up and start breakfast, and I could sleep a little longer. I just nodded. Then she turned toward me to give me a good morning kiss and when she did her leg hit my crotch (and my big hardon). I'm not sure if I gasped, but mom got a strange look on her face and asked what shorts I was wearing. I told her it was my old gym shorts. She then reached out to my waist and tugged on the waistband of the shorts and asked how I could even sleep in these shorts since they were so small and tight on me.
I tried to tell her that they were OK, but she was tugging at the waist and told me I should take them off so I could sleep more comfortable. I tried to tell her it was OK, but she was insistent. I finally said OK and lifted my hips and she yanked down my shorts. As she did that the sheet and blankets flew off and with my shorts down my hard cock flopped out uncovered. Mom was looking down and I heard her say "Oh, you're not wearing underwear!" I started to apologize but she said no that's OK; the main thing is to be comfortable. I noticed that the whole time she was talking to me she was looking down at my cock. I also noticed that her nightgown had ridden up, and she wasn't wearing panties either. The sight of my mom's very hairy pussy (this was the 80s) made my cock jump and get even harder.