This is a story that happened a few years back between me and my mother-in-law. I have changed the names obviously. Some background… My wife Kate and I married when we were both 26 years old. I had met her mother only a few times while we were dating because she and her husband lived in another state. Kate’s mom, Liz, couldn’t have been more different than her daughter. Whereas Kate was shorter and curvy with big boobs and long blonde hair, her mother was taller and leaner, with smaller boobs and is a brunette. The few times I had met Liz, I found her to be pleasant enough. We didn’t have the time to get to know each other well until Kate and I had already married.

Soon after our marriage, Liz announced that she and her husband would be moving to our state to be closer to us. After their move, Liz and I got to know each other better. We would spend time talking about various subjects. She was a highly trained social worker with a Ph.D. in psychology. It was about a year after Kate and I married that I began to notice that during our conversations, she would make sexually suggestive comments. Nothing directed particularly at me, but just, in general, suggestive. Once for instance, while she was telling me about a high school friend of hers, she said that her friend was quite the slut back in the day and that she “could deep-throat John Holmes”. I was a bit shocked at the comment but laughed and found it interesting that she had the guts to say it to me.

When Kate and I first dated, we had sex all the time. We couldn’t get enough of each other. We began to trust each other so much that we felt comfortable discussing our fantasies and sexual histories. One night, during foreplay, I was talking dirty to her while slowly playing with her pussy. I told her to tell me about some of her sexual exploits. She was unsure, but I prodded her to tell me about her college boyfriend James who was a football player with an incredible build and a huge, thick cock.

As she described how he filled her up and made her orgasm multiple times, my ego was completely crushed. I realized I couldn't compete with that. When she finished telling me, she began bucking her hips and asked me to go down on her. I ate her pussy vigorously, knowing I was a poor substitute for him. Right after, I jumped on top of her and slammed inside her, but my mind raced with thoughts of James. After a few strokes, I couldn’t hold it and prematurely ejaculated all over her.

That was the beginning of my life as a premature ejaculator. Every time we would fuck, I could last maybe 2 or 3 minutes before the images of her former lover crept into my mind. This became frustrating for Kate, so I resorted to pleasing her orally every time we had sex. It’s humiliating to know that you can’t satisfy your wife as well as her former lovers, though she loved me regardless of my sexual failures.

After a few years, Liz and her husband decided to move back to her home state in Ft. Lauderdale, Florida, and asked if we could help them move. Right before the trip, Kate received word that she needed to take a business trip, meaning I would have to go alone to help them unpack.

I arrived on a Monday afternoon. Liz greeted me looking amazing in a peach-colored t-shirt over black yoga pants, giving me a hug where I felt her hard nipples against my chest. As the week progressed, we unpacked boxes and I tried to catch glimpses of her in her yoga pants. By Thursday, Liz’s husband received a call that his sister was ill further north and drove up to see her, leaving me and Liz completely alone.

That afternoon, while Liz was outside gardening, I went to wash my clothes to hide my cum-stained underwear. While looking through the laundry basket, I found a pair of her dirty panties with a yellowish stain in the crotch. I licked the cotton crotch, inhaled her sweet and musky scent, and my cock hardened instantly. I shoved them into my pocket, finished my laundry, ran to the guest bedroom, and stripped naked. I rubbed her panties all over my hard cock, placed the head right in the cotton crotch, and jacked off furiously, coming incredibly hard right into her underwear.

Later, as I walked down the hall to use the bathroom, I noticed Liz’s master bedroom door cracked open. I glanced in and saw her standing in front of her full-length mirror buck naked—with incredible breasts and a full-on hairy pussy. I rushed into the bathroom and couldn't pee because my dick was hard again, so I jerked off into the toilet. When I opened the door, Liz was standing right there in a robe with her arms folded. "Enjoying yourself?" she asked with a raised eyebrow before walking past me.

At dinner, we ate in awkward silence until I broke the ice. She grinned and replied, "Not as much as you had in the bathroom earlier." She knew. Later that evening while watching a movie, Liz fell asleep with her feet in my lap, giving me a view up her skirt. I subtly pumped my cock against her feet, hoping she would wake up, but she stayed asleep. I headed back to the bedroom to masturbate once more with her hidden panties and a porn video.

Suddenly, the bedroom door opened and Liz walked in. I froze in embarrassment, throwing my phone down as she saw the porn playing on screen. She sat down next to me on the bed, picked up my phone, and asked if I thought she was hot. Then she asked the ultimate question: "Are you and Kate not having sex, Dan?" When I stammered, she told me in a calming, matter-of-fact tone, "Well... I know you’re on the... smaller side... and how... well, you... don’t... last very long. Kate told me about your... problem."

I was stunned, utterly humiliated, and my face flushed red. Yet, with my deepest secrets laid bare, my shame made me even harder. As if she sensed it, Liz reached under the blankets, asked "can I?", and took hold of my penis with her warm hand. Very slowly, she began to stroke me. Not sixty seconds in, I told her I was going to cum. She smiled and said, "of course you are, go ahead dear."

I spewed massive amounts of cum as she milked me expertly, covering her wedding ring in my semen. Afterward, she went to the bathroom, returned with a warm wet towel, and delicately cleaned my cum-covered small deflated penis. The warmth and care of her touch made me start to get hard all over again. Tossed the towel on the floor, she kept playing with my growing erection and said, "Impressive. I wouldn’t think you would be ready again so fast. Now, what should we do with this?"