Accidental Show For Girlfriend's Mom

I was pretty shy around girls until one day my sister’s best friend Katie and I began a physical relationship and I learned to pleasure a woman and got my confidence up. One day I worked up the courage to ask a girl in my math class out I had a crush on. We started officially dating soon after and I ended my fun with Katie. The relationship was purely physical, so it was an easy and mutual end. She actually encouraged me and wished me luck, it was actually kind of sweet.

The girl was named Aubrey, she was almost a year older than me, being a senior (I was in an advanced placement program}, 5’4’’, long brunette hair, wore glasses that looked super cute, and had a fairly average weight, except for her D cup boobs, which she concealed with modest clothing but there wasn’t any hiding them.

She was a virgin so it was many months before she felt ready, but we got along so well that I was willing to wait, and she was eager to engage in oral or hand work in order to stay a virgin but also enjoy sexual pleasure. We were at it every day we were together. She never stayed at my place, as it would be hard with me having to share a room with my sister, and her mom not wanting her having boys over. After we were together over 6 months though, her mom warmed up to the idea and I started staying over a couple times a month.

I have had a kink for masturbating in front of women, ever since the thrill of doing it in front of a cousin sparked it, and I’d done it a couple times with Katie. I knew it was considered a bit on the kinky side so I hadn’t brought it up with her, but sometimes I’d do a playful few strokes and say, “Going to make me do all the work?” Or something along those lines. She always came over and got to work. Good girl.

I've never been a morning person, and work later than her, so It was very common when I slept over that she was up before me. The day of this incident was no exception. I heard stirring in the room as I started coming to. I was on my side facing the wall and had an idea. One morning I’d done my playful strokes and when she saw it she came over and started to stroke and suck me. I’d had my eyes closed so when she started it would be a pleasant surprise. I did the same, closed my eyes, kicked the covers off, and started stroking. I slept nude so this was easy. I heard her walk over and sensed her standing next to me. But instead of the feeling of a hand or mouth I got a tap on the shoulder and opened my eyes, looking at Aubrey’s mom. I was horrified, covering my erection with my hand and pulling the sheet over me. I sheepishly told her I thought she was Aubrey. She said Aubrey ran to pick us up some breakfast sandwiches and she was in there to collect laundry. She then said that she knew we were active, but to be more disciplined. 

I apologized again and said I needed to get dressed. She replied that I should “get that thing to go down” to avoid embarrassment, as Aubrey would be home soon. I asked if I could have some privacy, and she surprised me and said she would tell Aubrey what a pervert I was and that I flashed her unless she got to see the finish. I knew she was sexually frustrated, as she was not very attractive, older 40s and very overweight, so not many dates, but I was surprised by the boldness. Despite no attraction to her, jerking in front of women was my kink, so I feigned disappointment and agreed. I then pulled off the sheets and started stroking, looking away from her, feigning embarrassment. I snuck some glances though, and she was laser focused on my penis. It was too much, and I announced I was about to cum. She pulled a towel out of the hamper and laid it on the bed, where I got up into a kneeling position and shot several ropes onto the towel, grunting and panting. I then cleaned up with the towel, and she took it to put in the hamper. She then smiled and said, “Thank you, our secret.” We heard Aubrey pull into the driveway and she quickly left, shutting the door, allowing me to change.

I changed, left the room, and we all acted like everything was normal as we ate our sandwiches. Aubrey’s mom left for work shortly after, leaving us alone. She started to study some homework in the living room. I was still horny as hell so stripped naked in the bathroom and walked out stroking myself. She looked up and noticed, and I said, “Do I have to do all the work?” She smiled, put her book down, and dropped to her knees in front of me. This was a great start to the day!