Learning from Grandma

When I was 18, one summer my parents had me stay with my grandmother for a month. She lived in a small house that she had been in all of her adult life. My Grandather had passed away young and lived alone ever since. My parents decided it was my job that summer to repaint Grandma's house, which needed a lot of work. Paint and repair. That was my job.

It was a particularly hot and humid July when I temporarily moved in with my grandma. Our home was three hours away so my parents thought it would be best for me to stay there until I finished the house repairs for her. The house was small with just 2 bedrooms, one of which was used for storage. There was one bathroom off of the main bedroom. I was eighteen that year, and my grandma Ida was around 60 if I remember.

I started this stay with sleeping on the couch, since grandma Ida had the master bedroom and the spare bedroom was floor-to-ceiling with boxes, sewing equipment, and assorted things.

There was just a since small window air conditioner in the house, and it was in Grandma Ida's room. It was miserably hot trying to sleep in the stuffy living room, especially after days in the sun painting the house.

After about four days, I was complaining about the heat in the house. Opening the windows was no relief, as a heat wave was solidly in place. One night at dinner Grandma Ida said I could move in with her in the bedroom where there was the one and only air conditioner.

To save money, Grandma only turned on the air conditioner right at bedtime. That night I washed my face, brushed my teeth and came into the bedroom just as she was turning on the air conditioner.

I felt a bit awkward being in her bedroom, but at the same time I hadn't slept well in days and was miserable from the heat. I got into the bed with my clothes on, but Grandma Ida quickly told me to strip down to my underwear to sleep in. She went into the bathroom to brush her teeth. While she did that I did as she said and stripped down to my boxers.

I felt strange being in just my boxers. I thought about going back to the living room to sleep. But the cold air blowing from the air conditioner changed my mind. I was tired of the heat.

From the other room she told me to lay on top of the sheets until the room cooled down. From the bathroom with the door ajar, she was talking to me about the paint job I was doing on the trim. And she asked about progress as she crossed the room and went into her closet, closing the door. She came out wearing a worn out nightgown, shutting off the light to the closet and walking over to sit on the opposite side of the bed. I notice that her enormous breasts were hanging quite low, all the way over her stomach. I knew she had large breast, I just had never seen them hanging unsupported. She did have on her thin nightgown but it did little to hide her body from my view. I pulled a sheet over my lower body since I felt my cock swelling.

She turned off the overhead light, leaving a reading light on next to her side of the bed. She then laid down next to me, propping herself up with pillows and grabbing a book to read, along with her reading glasses. I felt embarrassed and turned on my side away from her. I pulled the sheet off of me as I was still too hot to be under even the thinnest of sheets.

We spoke for a short time and I was quickly to sleep. This routine repeated itself for a couple of days, and I began to feel more relaxed in bed with my grandma, and actually started talking more.

It was a bit strange to be lying on top of the covers in just my briefs with my grandma next to me in a nightgown, but given the heat that summer we didn't have much choice. The a. c. in the window of the room was old and not working properly, so the little cooling it provided was just enough to make it so that we didn't sweat all night.

For the first week, I was tempted to masturbate in the shower. But it felt weird, perverted or something, to jerk off in the shower we shared. I did not want to get caught or leave tell-tale signs of my masturbation. Like a lot of teen boys in those days, I had grown up to believe that touching yourself was perverted, or gross, or a sin, or all of those. I had fallen off my masturbation schedule, which at the time was twice a day, and was starting to get hornier and hornier.

About a week after starting to sleep with Grandma Ida it happened: I had had a long hot day. I had been moving blocks in the backyard and was particularly tired that night. Grandma Ida and I chatted for a bit and I fell asleep right away, with her next to me reading a book.

I remember having a sex dream about a girl at school, and in the dream she was sitting next to me on the couch in Grandma's living room stroking me off. The dream was vivid.

In the dream, as I came onto her silky hands, I felt the warm wet sensation of the ejaculation. And then, in a half awake and half asleep state I had a realization of where I was. And that the ejaculation was really happening.

I woke with a start: I was on my side facing Grandma Ida, and my erection had the head of my penis poking out of my underwear-I was shooting cum all over the sheets! I lurched, and exclaimed 'oh no!' while trying to roll over.

Grandma Ida looked over from her reading and saw another shot of cum jump out and land half on my stomach and half on the bed. 'Oh dear', she said as she realized what was happening. I had rolled onto my back and had managed to get my hands over my cock head, but the cum could not be stopped at that point. With one hand over my cock feeling pulse after pulse of hot sperm spewing from me, I tried with my other hand to find and pull a sheet over me. I was a clumsy spectacle, I am sure.

Grandma got out of bed quickly and headed to the bathroom as I muttered something like 'sorry sorry sorry'. I heard her say 'it's OK, it's OK, I'll be right back!

She came back in with a wet washcloth and quickly started to clean up the mess I made on the sheets. I had sat up at this point and she said something like 'it happens to boys, it's OK, we'll clean it up'. I sat at the edge of the bed not knowing what to do as she left to rinse out the washcloth.

There was a dead silence with me panting and coming down from my climax. I could feel my face flush with embarrassment.

She came back from the bathroom with a fresh washcloth. She walked to my side of the bed. 'It's OK, just stand up and let's get you cleaned up'. With that, she took my hand and I stood.

She pulled my underwear off, which had some cum spots on them and left me standing in front of her with a semi-hard cock and cum on my hands and stomach. She handed me the washcloth, told me to go to the bathroom to clean up, while she left to bring me a fresh set of underwear.

When I came out of the bathroom she had a fresh sheet on the bed and was back lying down and reading. She assured me that it was OK, and to not worry about it. I got back in bed and went to sleep facing away from her, feeling quite ashamed.

The next day, not a word was spoken. I quickly ate breakfast and worked outside all day, trying to avoid Grandma Ida. That night, the usual routine of me stripping down to my underwear, lying on top of the sheets in the hot room, and Grandma Ida coming to bed, propping up pillows to read.

I was just thinking all would get back to normal when Grandma started to talk to me. She had me sit up and for the next 20 minutes she gave me a 'birds and the bees' talk. She used to be a nurse, and assured me that it was perfectly healthy for boys my age to ejaculate. She described what a wet dream was: a way for your body to release built up semen and sexual tension that was not being relieved in other ways.

She also talked to me about 'touch myself' for release and relief. She told me that masturbation was a good way for boys to relieve themselves and stay healthy and happy.

By this time in the talk I was thoroughly embarrassed, as you can imagine. But at the same time, Grandma Ida was kind and sincere. She described how boys masturbate (which I already knew but didn't let her know that). She said you could use soap or shampoo in the shower to stroke your penis. And you could clean up in there afterwards. If not in the shower, she said you should use lubricant like vaseline or petroleum jelly, or KY jelly and to not pull too hard as the penis skin is very sensitive. And as a practical matter that you should have a washcloth or tissues handy to help clean up after so you don't make a mess of your underwear or sheets.

Finally, I thought she was done, as she stopped talking and looked at me, squeezing my hand for reassurance. 'John', she said, 'I've put some vaseline on the nightstand next to you, and a washcloth. I want you to take off your underwear and try what we've just talked about'. I want to make sure you get to know and respect your body.

I stuttered out of shock and quickly said that I didn't need to and that I was embarrassed. But she insisted: telling me that she'd been a nurse and and had seen many men's bodies over the years, including seeing men touching themselves. She had worked with the Urology department at the hospital for years. She saw I had a blank look on my face when she talked about her time working in Urology and had to explain was a Urologist was. And that men were in many times a day to masturbate to produce sperm samples and for them to diagnose erectile disfunctions. She made it sound very common for men to masturbate. And there was no shame in it.

She said that if I 'squirted before bed' that I would not have to worry about accidents like last night. And that it was good for my body and would help me be in a better mood and help me sleep. She once again told me to take off my underwear, this time in a more forceful and commanding voice.

I complied to her order. All of the sex talk had gotten me excited, and my erection jumped out as I obediently pulled down my underwear. She looked at me lovingly and told me that I had a beautiful body and to not be ashamed. She said that erections were natural and part of becoming a man. She asked if she could take a look at my genitals briefly to look for any abnormalities. She leaned over and looked me over but did not touch me. She said I looked perfectly healthy and like a normal young man.

Grandma Ida told me to take vaseline and rub some on my penis. With her encouragement, I put a small amount on my now hard shaft. Grandma Ida said to hand her the jar. With that, she took a finger full of vaseline and said 'like this...' as she gently and liberally lubricated my fully hard penis.

She then gave me an anatomy lesson, pointing out the different parts of the penis, including the sensitive spot on the underside just underneath the head. She did this with a gentle finger tip to each part as she described it, my scrotum and testicles. 'Now, rub your penis up and down with your index finger and thumb...' as she showed me the familiar move 'like this' she said as she demonstrated the up and down motion with her hands around my penis.

It was very exciting to have a woman touching me for the first time, and at this point I was close to cumming. She reached over and took the washcloth from the bedside next to me. She wiped her hands off and told me to lay back and relax. She then told me to do what she had done. To slowly stroke my penis up and down.

I of course knew how to do this already, so I reached down, wrapped my fingers around my slippery cock, and made slow stroking motions. While I was doing this, she layed the washcloth on my stomach. She said it's helpful to have it ready when the ejaculation was about to start.

With that, it only took me just a few strokes before I started to moan, arched my back, moaned loudly, and felt the first pulse. The wonderful sensation of cum jetting out of my penis. She saw it coming and quickly cupped the head of my penis with the washcloth as I let loose spurt after spurt of hot cum into the washcloth she had firmly around my cock head.

After the pulses were slowing, she sighed in approval.

"See", she said, "be ready with a cloth or tissues when you start to squirt. Keeps it from getting everywhere and making a mess. Isn't that nice?"

She leaned over more, and gently wrapper her index finger and thumb in. a ring around the base of my now softening penis. And with a slow motion upwards began to milk the last drops out of my cock.

"This upwards motion with your fingers helps to move the last of the semen out of you. That way it doesn't leak out into your underwear or the sheets. You should also try to pee after and that will also clean out your pipe".

She took the cloth off my penis and got up off the bed, heading to the laundry hamper in her closet. She stopped to hand me my underwear and said "you can put these back on now. Now never be ashamed of your body and take good care of it".

And so, for the next several weeks I'd find the vaseline and washcloth on the nightstand next to the bed. Grandma gave me 15 minutes of privacy each night while she prepared for bed in the bathroom. She would announce that she was going to get ready for bed, and it would take about 15 minutes.

She encouraged me to 'have a good squirt' with this private time. I'd usually be done pretty quickly. I would then take the cum filled hand towel to the laundry hamper and put my underwear back on and wait for her return. Before coming out of the bedroom she would ask if I had 'finished'. I usually responded with a 'yes', although a few times I would ask for five more minutes. After getting the all clear, she would enter the room with a nice knowing smile at me and come into bed ready to read her books.