This ACTUALLY happened...
I've related a couple of other stories about my elderly mother-in-law, who 22 years ago she flashed me in her bra and panties a couple of times, but tried to make it look like an accident. And I've also told about how this past year I've lived with her for 5 days a week because I took a job in her home town, and how this led to my flashing her on occasion. It started out with just bulge flashing her in running shorts, then over time escalating the situation to the point where I'd stand in the doorway of her bedroom late at night with my hard cock and balls pushed through the slit in my boxers, just chit-chatting with her about mundane topics while I stroked my cock. I'd stand there for thirty minutes or so, with the living room lamp back-lighting my silhouette perfectly. She always seemed happy to just talk to me about the day, about the kids, my job, the news or whatever while I jacked it right in front of her. She's 83 years old but still has perfect 20-20 vision.
Well, this is a story about the last time I was lying in bed with her, and actually included a little intimacy.
It was a similar situation. Deep into autumn. The temperature was perfect, so the air conditioners weren't on, making it as silent as a church in the small frame house. It was about midnight or so, and I had been out with friends playing darts in a local bar. I came to her house slightly intoxicated and horny. I went back to my little bedroom and changed into a night shirt and some dark boxer briefs. I needed to go pee, so I went to the bathroom, passing her open doorway.
As I passed her room, I heard her say to me in a hushed tone, 'Hey B.'
She's so sweet, using a quiet little voice as if she didn't want to wake anybody else in the house. Ironically, we were the only two people in the whole house.
I replied hello back to her, entered the bathroom and peed, then walked back outside to stand in her doorway.
'How was your night out? Did you have a good time?' she asked. She was lying under the covers, and I could tell by the tone that she was wide awake. Old people have a hard time sleeping sometimes, I know.
'I did, MIL... I had a great time. I didn't win the tournament but we really had fun playing darts'.
I immediately started getting hard standing there like that, knowing that she could see my form perfectly in the doorway. I leaned against the door casing and stood a bit sideways so she could see that I was really beginning to tent my boxers.
'I'm glad you like to go out and have fun with your friends. Are you hungry? Do you want anything to eat?'
'I'm fine MIL. I had some junk food at the tournament.' I was beginning to toy with my hard cock through my underwear while she watched me. I could see that she was looking right at me while I squeezed and worked my hard cock, which was straining to pop out of my briefs while I gripped it firmly for her enjoyment.
'Were you able to go walking with Margaret this morning?', I asked... beginning to make small talk. With two fingers I expertly reached in, opened the fly of my briefs and let my cock flop right out. I used two fingers and my thumb to lightly stroke it and slowly and deliberately move it a bit while she watched me as though she didn't care that I noticed her staring.
'No', she replied, 'I never heard from Margaret so I didn't go walking by myself. I think she may have had other plans today...'
She was looking right at my cock with intensity now and I knew it. Feeling more brave and more horny I ratcheted up the scene and began to simply grab myself and stroke.
'I was wondering if you've been walking lately in the mornings. I know how your foot had been hurting for a while...'
I walked closer to the opposite side of her bed and stood there, now only 3 feet away from her, our eyes having now adjusted perfectly so that could see one another in great detail. While jacking myself with my right hand, I reached down with my left hand and scooped by balls out of my undies as well, so that she was now presented with the full package, just a few feet from her eyes and face.
'Actually, my foot hasn't hurt me in a few weeks now. So... how are things at your office? Is your job going ok?' She asked, plainly looking for things to talk about while she watched me display my penis and balls to her. I can only imagine what she must have been thinking.
I eased myself down and sat on the edge of her bed, with one leg bent underneath me and the other still on the floor. My hand never left my bulging cock.
'Things at the office are as busy as ever. We hired a new employee today. A new girl from [neighboring town]. Do you mind if I lie next to you for a while?'
She answered immediately, 'No, not at all. You go right ahead.'
I leaned back on the bed, now lying next to her in the queen-sized bed. She likes to keep a lot of pillows on the bed, and I like that. With my upper body lying on the big pillows, I could look down at myself lying on top of the covers. My own cock was now back-lit by the living room lamp and I could even see the color contrasts, from my blonde pubic hair, my fair-colored shaft to my swollen, purple head. I gripped the base of my cock and let it stand up high for both of our viewing pleasure. I used a couple of fingers and my thumb to stroke it from top to bottom while she watched me.
'Ahhhh... this is nice...' I said. 'I've always loved this mattress.'
'I've enjoyed this mattress ever since I got it.', she continued, keeping up the game.
'Does it bother you, with me lying here like this?' I asked. As horny as I was, I really, really do want to be somewhat respectful, in a sick sort of way. I'd hate to think that I ever forced my perversion on her. Up until now I've been pretty sure she was enjoying it, and I really did want to give her a chance to stop what was happening.
'No, not at all. I enjoy the company', she replied. Making me feel better and more confident about what was happening.
'I enjoy our little chats when you come home late like this', she continued. And I turned to look at her and make eye contact and smile. She smiled back at me and then literally tilted her head to be able to look down and see me playing with myself.
'So tell me, do you have any plans for tomorrow?' I asked. I was now leaking heavily, and I used the wet semen to lubricate my hard cock while I was jacking off.
Her eyes never left my crotch as she answered, 'I've got to go get my hair curled. My perm seems to have fallen out in front. It's still curly on the sides, but in the front, it's so straight again'.
With my left hand, I reached up and felt her hair, almost playing with it lightly as I jacked off steadily with my right hand.
'It does feel straight. That's so odd. Why do you think the perm didn't last in the front?', I asked. Touching her while I was touching myself was almost too much, and I felt like I really wanted to cum. But I didn't have a towel, I didn't want to get any cum on the bed, and I didn't know how to handle it.
'I'm not sure why the perm didn't work in the front. My hair is just old. It's more stiff than it used to be', she answered. I could see her own chest rising and falling while she was watching me, perhaps sensing that I was getting worked up.
Still lightly playing with her hair I told her, 'Your hair doesn't seem coarse or stiff. MIL, you're still pretty to me. I think you know that'.
My hand was really pumping my self-lubed cock now, and a few moments passed in silence, with nothing but my increased breathing and the sound my jacking was making in the otherwise silent room. I played with her hair and stroked her forehead while I arched my back and passed the point of no return.
Suddenly, my cock erupted, spraying streams of cum all over my hand, belly and chest. I came for what seemed like a minute-straight. Lightly whimpering while I ran my fingers through MIL's hair, taking a few moments to collect my breath and allow my heartbeat to settle down. Not another word was spoken for at least another minute while my soaking wet cock slowly shrank to normal against the yellow lamplight of the living room outside. Then, through the silence, MIL finally, softly spoke.
'Well, B., you've certainly had a long day. It's been nice talking with you, but it's probably time we both got some sleep'.
Without getting up I answered her. 'You're right', I agreed. 'It really has been a long day. But it's been a lot of fun.'
Another moment of silence passed, she looked me in the eyes, smiled sweetly and answered, 'It sure has'.
I gently rolled out of bed so as not to drip any of my cum on her bedspread. Then, standing next to her bed still holding my now shrunken, gooey cock I let her know I appreciated her.
'I love you, MIL. Thanks for always being so sweet to me', I told her.
'I love you too, B. You're as good of a son-in-law that a mother could hope for', she replied.
I left her room feeling completely satisfied, a bit nervous and very excited about what had happened. I cleaned myself up, changed clothes, and went to sleep.