Ok I don’t know where to start this fantasy story, so I’m just going to dive right in…
I’ve always had kind of a thing for older women as a kid, I have no idea what caused it. As all people assume and know teenage boys watch porn and I was no different, and I always found myself interacting with the MILF and cougar categories. As i said I don’t know what caused it but I do know what drove it.
My best friend’s mom… she was tall, probably 6’2 or 6’3. Long black hair and a beautiful tan body, a nice round ass and amazing 36D boobs. Our two families along with a few others would always go camping out at the lake during the summer. Her bikini top would barely hold in her beautiful big breast, which were always oily too because she loved to tan. I didn’t complain though I could never stare too long because it was hard to hide my hard 7 inch cock, and in fear of her catching me staring (but I bet she’s caught me before). I’ve also been guilty of being the perv that steals a pair of underwear or two, only I took a couple of her bras as she didn’t really wear panties, the only time she did was when she wore a bikini. She always kinda bragged she never wore underwear, which drove my sexual fantasies for her.
Some nights when I found myself horny in bed I would close my eyes and just picture her in her bikini or try to imagine what those big titties looked like naked as I stroked my dick. One night while I was spending the night at their house I had the urge to masterbate so I got up and went to the bathroom. I tried to watch some porn only their house didn’t have the best service or wifi, so I just closed my eyes and started to think about his mom and my cock grew in my hand I began to stroke it starting slow gradually getting faster and faster twisting my hand in different directions and as I grew closer to bursting my huge load in the toilet, I heard the creek of the bathroom door opening… the nerves were deathining I forgot to lock the door! As I opened my eyes expecting to see my friend but to my utter surprise it was his mom. She had on a pair of mens boxers and old T shirt, her huge nipples poking their way out. She gasped as if she saw a ghost and exclaimed “OH MY GOD!” As I tried to tuck my boner away it was difficult as it had only gotten harder I just kept saying “I’m so sorry I’m so sorry.” She had her hands over her mouth but as she stood there just staring at me sitting on the toilet with my boxers around my ankles, hands trying to hide my erect penis, a smile started to peak out from under her hands. And she said “well don’t stop on the count of me.” and came into the bathroom the rest of the way shutting the door behind her and this time locking it. I sat there absolutely lost between is this real or a dream, she said “for starters you need some lotion” and grabbed a bottle from the bathroom cabinet.
She told me to hold out my hands and as I open my hands she fills one of my palms with the lotion, dripping some on the tip of my cock saying “oops”. She lightly pushes my shoulders back as to lean back against the toilet. As I lean back I begin stroking my dick again I start to say “This lotion fee–” she cuts me off with one finger over my lips and says “no talking” standing in front of me as my hand glides up and down my dick she slowly lifts her shirt off. Her big tan breasts falling out of her shirt exposing those large areolas and hard nipples. Dropping her shirt to the ground asking “Every time we talk your eyes go right to them, so is this what you’ve always wanted to see?” Jaw on the floor I just nodded my head yes. As she stood there playing with her D cup tits rolling her nipples in between her fingers biting her lip letting out slight moans, telling me how she wants me to stroke my cock. She leans over to me putting her hands right on my thighs her thumbs touching the sides of my balls her big tits right in my face suffocating me she whispers in my ear “I want you to put some of that lotion on my tits” as i creasin her beautiful jugs she takes both her hands and begins stroking my cock.
I threw my head back and couldn’t help but let out a soft moan of pleasure. She just grinned knowing how turned on I was saying “your dick gives a whole new meaning to ‘rock hard’” Sensing I was about to cum she stopped stroking and crouched down in front of me and instructed me to stand in front of her. Propping her huge breasts across one of her forearms, she took her other hand and guided mine back to my cock wanting me to start stroking it again now that I’m stroking my cock her telling me how fast to go she cups her hand around my balls gently rubbing and tugging on them. Looking me in the eyes telling I couldn’t hold back much longer she said “cum on my titties put your huge load all over my titties please” as I stroked my cock as fast as I could blowing my huge white load all over her beautiful tan tits and around her neck then slowly stroking every drop on to her breasts. She ran her finger over my sensitive tip cleaning up the last bit of cum causing me to jump and her to chuckle as she licked her finger clean, saying “I better shower and clean up, do you think you can fall asleep now?” Pulling my boxers up I stuttered “ye ye yes” Giving me a peck on the cheek telling me “goodnight”
Source: reddit.com/r/gonewildstories/comments/mxxplv/me_m_getting_caught_jerking_off_by_my_friends_mom