Author's Warning: This is a story about a man who willingly becomes a sexual submissive and a sissy over a period of years. His mother, his wife, his brother in law, and eventually his daughter (as well as others) play a part in his life. If you don't like stories that deal with female domination, submissive men or sissy men, then stop reading now.
*
"Is this okay?" Mom said, as she peered up at me from her bed. "Can you see?"
For a minute, I couldn't believe this was happening. I couldn't believe she was actually lying on her bed, naked, except for her panties. Her knees were drawn up and opened wide and I was looking right into my mother's crotch -- right at the gusset of her panties pulled tightly across her vagina -- my own mother's vagina.
Staring at her, I was amazed at the detail I could see. Even from three feet away, I could easily see the puffiness of her lips under the thin material of her panties and a slight indentation in the center that was my mother's slit. Beyond that, I knew was her sex..... her pussy..... the origin of the juices that I'd sniffed and licked so many times out of her panties.
"You can come closer." Mom said, softly. "As close as you want." And as she said it, she pulled her knees back even more, stretching the soft, silky material of her panties tighter across her mound.
Hesitantly, I inched closer to her, moving right up between her legs..... right up to the side of the bed, close enough to touch her crotch if I would have extended my hand. Like the magnetic needle of a compass, I was drawn to her, forced to look at my mother's panty covered pussy, and as I looked down at her, I experienced no guilt, no remorse and no regret.
"Jason," Mother said softly, "go ahead now. Do what you need to do."
Without having to be told again, I reached for my cock and began to jack myself. But after ten or fifteen seconds, Mom spoke again, saying, "Slow down, Sweetheart. I realize this must be terribly exciting for you, but, this isn't a race, remember?"
"Oh yeah." I mumbled, taking my eyes off her crotch and looking up at her briefly.
And as my eyes traveled down between her legs again, I was stunned to see her right hand had moved down past her stomach, and it was slowly approaching the waistband of her panty.
"Tell me what you want me to do, Jason." She said. "Do you just want to look at me like this, or, do you want me touch myself?"
Without thinking, I answered. "Both."
She smiled when I looked up at her face. "Alright," she replied, "I'll just stay like this and when you're ready for me to touch myself, just tell me."
"It feels like I'm pretty wet down there," Mom added, "if you can hold off long enough, maybe you'd like me to get these panties wet for you and you can smell them when you finish."
"Would you still let me look at you, though?" I asked. "Just like you are now, but, without the panties?"
"Whatever you want, Sweetheart." Mom answered. "But, the deals off if you cum too soon."
This was way beyond anything I cold have ever fantasized or dreamt about. She was going to play with her pussy, and let me watch. Then, she was going to give me her panties and let me look at her pussy while I jerked my cock.
"Jason," Mom said softly, "I was just thinking..... you might develop some sort of addiction or dependency on masturbation if you keep running off to your room to masturbate in secret all the time."
"Perhaps," she added, "we could work something out".
When I looked up at her, she was peering at me through her upturned legs. I was stroking my cock and it was feeling so good. My cock head was wet from precum, and she glanced down at me and smiled.
"You're not going to last much longer, are you?" She asked, smiling sweetly at me.
"Probably not." I replied. "I'm sorry, I can't help it. Looking at you like that and thinking about you touching yourself and seeing you without your panties, it's like a dream come true for me, Mom."
"I'll take that as a compliment, Sweetheart." Mom answered. "But, you did make me a promise, remember? You said you wouldn't ejaculate until I said you could."
"I know," I said, "I can't help it. I just don't think I can hold off."
"Yes, you can, Jason." Mother said. "You're just used to doing this by yourself and you want immediate gratification."
Mother immediately closed her legs and sat up on the bed. Her face was only inches from my cock, and when she sat up she raised her hand to take hold of my wrist and stop my stroking. "We need to get these off of you." She said, as she pointed to the pink panties that were still down around my knees.
As I watched, she pushed the panties down around my ankles and told me to get on the bed with her. So, stepping out of the panties, and now completely naked, I climbed up on the bed right next to her.
"Okay," she said, "you obviously have a lot to learn about taking the time to actually enjoy your penis, Sweetheart. You can't just wail away at yourself time after time and expect to get any lasting satisfaction from it. That's probably why you're masturbating so much..... you simply don't reach a level of satisfaction that lasts."
She shuffled off the bed and reached for the pillows that adorned her headboard. As she cleared them away, she continued speaking, saying, "Sure, the orgasm feels good, but the urge comes back way too soon and the next thing you know, you're tugging at yourself again."
After she'd moved all the pillows, she put her hands on her hips and said, "I can see I'm going to have to teach you a few things about anticipation, endurance and how to prolong your pleasure."
She told me to lie down in the center of the bed, and then she had me scoot my butt down toward the foot of the bed, almost to where my feel were dangling off the end. Then, she got up on the bed next to me and told me to not to move. As I watched, she got up on her hands and knees and smiled down at me. "Now, don't move. You just stay where you are."
Curious as to what she was doing, I was fascinated to see her turn around and carefully lift one knee over my chest and then back up to where her crotch was right above my face.
"You stay still and let me do the work, understand?" Mom asked, as she looked back at me lying between her legs.
I nodded my head eagerly as I waited to see what she was going to do. I didn't have to wait long, because once she saw me nod my head, I began to feel an incredible warmth engulf my cock. Then, I would feel cool, and then warm again. My head was trapped between her legs, but after a minute I realized she was blowing her warm breath on my throbbing cock as I lay under her.
This kept on for several minutes until I felt a new sensation -- the feeling of her slowly dragging her hair across my groin. In my super-sensitive condition, I felt every single strand of hair that caressed me as it drifted over my cock. It was sheer agony and pure ecstasy to endure what she was doing, and after just a few short minutes, my cock was literally aching.
It was a combination of pure hell and heaven lying there trying to be still as she caressed and teased me. Time after time she drug her soft hair across my cock, creating little tickling swishes each time she did it.
"You're leaking, Sweetheart." I heard her say. "I don't want to touch you very much right now, so I'll try to clean it up without disturbing you too much."