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Anything Goes
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Straight Male / 29
My Mom Sucked Me Off And Has No Idea
This happened almost 15 years ago and it's been my darkest secret since.
When I was 14, my best friend was a slightly older, taller boy who I'll call Jon. He was quite sheltered, homeschooled and belonged to an overly religious family. Despite being socially awkward, he was quite athletic, and relatively good looking if I'm being objective. This was a fact my that my mother, oddly enough, had no problem admitting. She would talk about how "he'll make some girl very lucky some day" and "joke" about what she might do with him if he were "just a few years older".
My mom's comments made me uncomfortable to say the least. Even back then, I knew she actually meant it on some level. But, my perverted teenage mind came up with a way to capitalize on the situation. It felt brilliant at the time. Looking back, this idea was extremely flawed and very risky. To this day I have no idea how I got away with it.
See, my mom always insisted on having my friends' phone numbers. This way she could contact them when we were out, or whatever. But I had a habit of giving her fake numbers. I would download different texting apps to acquire various phone numbers, and provide my mom with these fake numbers. So when she thought she was texting a friend of mine, she would actually be texting me.
So, one day after Jon and I had been friends for a long while and my mom had expressed ample interest in him, I hit her with a fake text message, posing as him.
"Could I ask you for a favor, ms. (name)?"
She replied saying of course, but curious as to what. So I just came forward with it.
"Next time I stay the night, if I stick my penis through your bedroom door, will you please suck it for me?"
I followed up saying that I know it's a lot to ask, but I was just so eager for some physical release, and there was no one else I trusted enough to ask. I begged her not to tell (me) and explained how my parents would absolutely kill me if they ever knew about this conversation.
Since my mom already had the hots for him, it wasn't hard to get her to sympathize. She knew all about his sheltered upbringing so she bought the innocent young boy act quite well. Ultimately she agreed. I thanked her profusely and added that I'm way to shy and scared to talk about this in person, so please don't mention it outside from texting.
Finally the weekend rolls around and Jon is staying the night. I still remember the exact time, it was 3:51 AM and Jon was fast asleep. I send my mom a text, again posing as him.
"(me) is asleep. Can I come to the door? I'll be really quiet."
She responded simply "Yes"
I quickly and quietly snuck down the pitch black hall, up to my mom's bedroom door that she'd conveniently left cracked. I knocked ever so softly, then dropped my boxers. Already having a full blown election, I poked it through the door where my mom was already waiting. I felt her grab it and feel it out for a few seconds before finally putting it in her mouth. I'm not exaggerating when I say it was the best feeling I'd experienced in my life up until that point. Maybe even all the way up until now.
As a young teen virgin, I didn't last long at all. It was probably under a minute before I blew up in her mouth. She wasn't phased at all and just quietly gulped it down. I think she whispered "night night, now" before shutting the door. I responded in the softest, most indistinct whisper "thank you, Ms. (name)"
So that's it, my first (and possibly best) BJ was from my own mother and neither she nor anyone else knows. We have a perfectly normal mother son relationship aside from this one time, nothing creepy or pervy. In her mind, this whole thing is probably just some long forgotten dirty little secret between her and her son's best friend. Little does she know it was actually me that she sucked and swallowed that night. It would be best if I could just bury this memory altogether, but I can't. I still feel guilty about it sometimes, but I tell myself that what she doesn't know won't hurt her.
When I was 14, my best friend was a slightly older, taller boy who I'll call Jon. He was quite sheltered, homeschooled and belonged to an overly religious family. Despite being socially awkward, he was quite athletic, and relatively good looking if I'm being objective. This was a fact my that my mother, oddly enough, had no problem admitting. She would talk about how "he'll make some girl very lucky some day" and "joke" about what she might do with him if he were "just a few years older".
My mom's comments made me uncomfortable to say the least. Even back then, I knew she actually meant it on some level. But, my perverted teenage mind came up with a way to capitalize on the situation. It felt brilliant at the time. Looking back, this idea was extremely flawed and very risky. To this day I have no idea how I got away with it.
See, my mom always insisted on having my friends' phone numbers. This way she could contact them when we were out, or whatever. But I had a habit of giving her fake numbers. I would download different texting apps to acquire various phone numbers, and provide my mom with these fake numbers. So when she thought she was texting a friend of mine, she would actually be texting me.
So, one day after Jon and I had been friends for a long while and my mom had expressed ample interest in him, I hit her with a fake text message, posing as him.
"Could I ask you for a favor, ms. (name)?"
She replied saying of course, but curious as to what. So I just came forward with it.
"Next time I stay the night, if I stick my penis through your bedroom door, will you please suck it for me?"
I followed up saying that I know it's a lot to ask, but I was just so eager for some physical release, and there was no one else I trusted enough to ask. I begged her not to tell (me) and explained how my parents would absolutely kill me if they ever knew about this conversation.
Since my mom already had the hots for him, it wasn't hard to get her to sympathize. She knew all about his sheltered upbringing so she bought the innocent young boy act quite well. Ultimately she agreed. I thanked her profusely and added that I'm way to shy and scared to talk about this in person, so please don't mention it outside from texting.
Finally the weekend rolls around and Jon is staying the night. I still remember the exact time, it was 3:51 AM and Jon was fast asleep. I send my mom a text, again posing as him.
"(me) is asleep. Can I come to the door? I'll be really quiet."
She responded simply "Yes"
I quickly and quietly snuck down the pitch black hall, up to my mom's bedroom door that she'd conveniently left cracked. I knocked ever so softly, then dropped my boxers. Already having a full blown election, I poked it through the door where my mom was already waiting. I felt her grab it and feel it out for a few seconds before finally putting it in her mouth. I'm not exaggerating when I say it was the best feeling I'd experienced in my life up until that point. Maybe even all the way up until now.
As a young teen virgin, I didn't last long at all. It was probably under a minute before I blew up in her mouth. She wasn't phased at all and just quietly gulped it down. I think she whispered "night night, now" before shutting the door. I responded in the softest, most indistinct whisper "thank you, Ms. (name)"
So that's it, my first (and possibly best) BJ was from my own mother and neither she nor anyone else knows. We have a perfectly normal mother son relationship aside from this one time, nothing creepy or pervy. In her mind, this whole thing is probably just some long forgotten dirty little secret between her and her son's best friend. Little does she know it was actually me that she sucked and swallowed that night. It would be best if I could just bury this memory altogether, but I can't. I still feel guilty about it sometimes, but I tell myself that what she doesn't know won't hurt her.
