This story is true. The names have been changed to protect the fully-clothed.
Throughout my teenage years, I had a best friend named Lisa. We were close; however, we never had a boyfriend/girlfriend thing. It was one of those rare relationships between a boy and a girl where we connected on a friend level. We were best buddies.
I was always hanging out at Lisa's house. She lived with her parents, Debbie and Joe. After about five years of living across the street from each other, Lisa's parents divorced. Debbie took Lisa, and moved farther north, about three hours away.
Naturally, I didn't see much of Lisa for awhile. But, the summer I turned 18, I went to visit her for a couple of weeks, which is where this story really begins.
I'd been at Lisa's for about a week, and we passed the time as always...hanging out in her room, listening to music, and meeting her new friends. Debbie worked every day and was out of the house until about 5 p.m., which left Lisa and I plenty of time to hang out and have fun.
One afternoon, Lisa had to take the bus downtown for a job interview. Since her mom was already at work, that left me alone in the house for several hours.
After Lisa left, I decided to take a shower. The house had two bathrooms. One, in the hallway, with a standard tub-shower...and one in Debbie's room. The shower in Debbie's room was a luxurious and spacious, black-tiled walk in, surrounded on three sides by clear glass. I'd used it two or three times since I'd been there, but always when someone was home.
Stripping in the spare room that I slept in, I headed down the hall, totally naked, knowing that nobody would be home for a few hours. I'd planned to use the tub-shower; however, as I passed Debbie's room, and incredibly naughty thought entered my mind.
Now, Debbie was a cougar if there ever was one. At this time, she was in her early fifties...but let me tell you, she was hot. She was Hawaiian and Hispanic...long black hair that fell to her hourglass waist, dark skin, and brown eyes. Her skin hardly gave away her age. And the best part, at least in my young eyes, was those boobs. Good lord. She'd obviously had a boob job in the past, and today, I'd guess them to have been at least an E-cup if not bigger.
Debbie often wore low-cut tops and tight leggings around the house, which fueled my young masturbatory fantasies. I spilled many loads picturing her naked.
Anyway, as I passed Debbie's room, I thought about how dirty it would feel to lay on Debbie's bed, totally naked, and masturbate. The fantasies were raging through my head like the blood through my cock. The thought of that made me so hard it hurt.
Sneaking into her room, I sat down on her bed for a moment. She had a full-length mirror on the wall, and I could see myself, fully naked, with a pounding hard-on, sitting on the edge of the bed.
I was totally nude in the room of the mother of my best friend...and the thought of it was turning me on to the point that it was becoming difficult to breath.
There was a photo of Debbie on the night stand. In it, she wore a low-cut top, and her beautiful, jet-black hair cascaded around her huge breasts. Taking the picture in hand, I lay back with my shoulders on her pillows, and began to slowly stroke my rock hard cock.
Staring into Debbie's eyes on the photo, I imagined that she was there, standing in front of me, watching me stroke myself. In my imagination, she was fully-clothed, while I was totally naked.
In my fantasy, Debbie watched me and smiled...encouraging me to stroke my cock on her bed, as she slowly unbuttoned one button at a time on her blouse. I imagined her huge, gorgeous tits, slowly coming into view with each undone button.
Soon I was lost in the picture of my friend's beautiful mom, stroking my cock harder, and faster.
In my mind's eye, Debbie had finally unbuttoned her top completely, letting it fall open to her sides. She stood there watching me, her enormous, bra-covered tits, heaving with excitement. I spit on my hand for lubrication and attacked my cock...stroking fast, pulling and squeezing, while clutching her picture to my face. My eyes feasted on her while my mind conjured my dirty fantasy.