It's amazing the power that one question can have. When you think about asking it, all you see is two outcomes. Either your life will be amazing like a fairy tale, or it'll all be over. Either way it will never be the same again.
Of course, that's not always the case, such as asking "What time is it?" or "Should I wear the black shirt or the blue one?" However, when you ask your mom if she will swallow your cum, that's kind of when you get to the thinking of this will be amazing, or this will be the worst thing ever.
Let me go back a bit, though, before I get there. First, my name is Adam. I'm a senior in high school, but I was held back a year. So I'm already 18 and my 19th birthday was coming up, which is when all of this started.
My mom and I have always been close. Since dad is always away on business, it's been up to my mom and I to look after each other and provide company for one another. One of our favorite ways to bond was whenever I brushed her hair. You see, she has long beautiful, thick brown hair. She was very particular about her hair and didn't like people messing with it. However, I absolutely loved playing with it whenever we watched a movie together, but in order to earn that I had to brush her hair to perfection every single night.
I'm not sure why, but I felt like I could tell my mother anything, so I did. Usually it was during the hair brushing sessions. She knew everything about me, even my sexual fantasies. However, I did keep a few secrets from her. For example, I never told her that she was one of my fantasies. She certainly fit the bill, though: older and very experienced, but looking young and fit. She was an absolute fox and therefore many times the focus of my whack off sessions.
Well a week before my birthday, I was brushing out mom's hair like usual when she asked me what I wanted for my birthday. "A blowjob from an older woman," I half joked. She giggled.
"You certainly do love the idea of your cock being sucked and being with an older woman," my mom said.
"Absolutely! The sense of power as you hold onto the girl's head, plus the fact that she's focused entirely on bringing me pleasure; it's so hot! Not to mention an older woman would be experienced and know how to give good head."
"I suppose you're right about that. Your father enjoys my skills in cock sucking a lot of the time. I'd like to think that over the years I've become quite good at it."
"I'm sure he appreciates it."
"Not as much as I wish he did. But back to you, maybe I could ask one of my friends to give you a blowjob? I have several friends at the office that are still single and probably willing for a one-time thing. Course, I could get you a real cougar if you don't mind receiving a blowjob from a married woman."
Once again I thought about my mother sucking my cock as I said, "That wouldn't bother me at all. In fact, that'd probably make it hotter."
"Oh? It sounds like you've given this a lot of thought. Let me guess, Lauren Smith is your first choice." Lauren Smith was an absolute red headed sex goddess and also my mom's best friend. She was definitely my second, but mom was my absolute first.
"Believe it or not, she comes in second," I told my mom.
"Really? And who is this mystery number one? Do I know her?"
"You do."
"And what can mommy do to convince you to tell her?"
"You can let me play with your hair roughly once I've gotten it all brushed out." On some nights I would get so excited after brushing my mom's hair to perfection that I'd ask to play with it again. Usually my mom said no as she would be too tired and would want to just go to bed. However, sometimes I got the chance to play with it, if only to brush it back to perfection afterwards.
"Would that really get you to tell me?"
"It wouldn't hurt," I said, not actually intending on telling her.
"Alright you little brat. Do your worst, but you better tell me!"
"No promises!" I had gotten the green light to be rough with her hair, and I was going to take advantage of it. I slid both my hands into her hair and grabbed good handfuls and gave a good pull. My mom closed her eyes as I repeatedly loosened and reaffirmed my handhold on her brown mane and gave good solid pulls. After some hard tugs that way, I gathered her hair into a ponytail and pulled her head back, one of my favorite things to do.
So as I played roughly with her hair, all the while she tried to get it out of me who my first choice for a blowjob from a married woman would be.
"Tell me Adam. Mommy wants to know. I'll even let you rough up my hair without having to brush it again."
The way she was talking to me got me so hot. I don't know why, but I started feeling a little bold. My mom's eyes were closed, and she was exciting me, so I pulled out my cock and started to whack it as I played with her hair with my free hand.
"Tell mommy! Tell mommy what married woman you want to suck that cock! Tell me who you want to eat your cum!"
I couldn't believe the way she was talking to me. Sure we were honest and sometimes very blunt with each other, but this was taking things to a new level. I loved it!
"Pull harder baby! Pull my hair as hard as you want! Just tell me who you want to devour your cum and I'll get them to for your birthday!"
Finally I couldn't take it anymore. "It's you mom! I want you to swallow my cum for my birthday!"
Suddenly it was like everything was frozen. My hand was frozen on my hard on. My other hand was frozen in her hair. Her eyes were frozen on my hard on.
I was half expecting her to flip out. Course, my mother rarely ever flips out. Even in very stressful situations she tends to keep a cool head.
"I suppose I should keep to my word. Since you told me you don't have to re-brush my hair. How about you go off to bed and we can talk tomorrow?"
I wasn't quite sure what to do, but I figured listening would be a good start. Quickly I put away my cock. I noticed my mother never took her eyes off of it. Was that a little bit of disappointment when I put it away? Quickly I departed and went back to my room.
Normally I would have whacked off and then gone to sleep, but I was a little too nervous. I kept worrying about what the next day would have in store for me. She hadn't seemed angry when I had made the suggestion. Did she even realize that I had made the suggestion? Sure she heard that it was what I wanted, but had she registered it as an actual request? So many questions and so many hours until I'd find out the answer.
Not hours for you, the reader, though, as it'll only take you maybe a minute to read to that paragraph.
I woke the next day and went to school. All day I sat in my classes, worrying about the conversation I'd have with my mother when I got home. Finally the bell rang signaling the end of the day and I left to walk home. My house was only a half a mile away from the school, so it was a good opportunity for me to walk even though the bus did come by my house.
When I got home I found my mom in the living room. She invited me to come sit on the couch.
"Adam, sweetie, we need to talk," she said calmly.
"Okay." I came over and sat on the opposite end of the couch.
My mother smiled. "Don't worry honey, I won't bite. You can sit closer if you want."
Cautiously I scooted closer. Then she turned and had her back to me. "Come on son, play with Mommy's hair."
What was she playing at? Was she absolutely ignoring what I had said last night? Did I dream that I had blurted that out to her? Sure my mom had a masters in psychology, but what kind of psychological game was this?
My mom shook her hair, something she did whenever she was trying to encourage me to play with it when she would brighten my mood. Figuring I'd play along, I reached out and started playing with her soft silk.
"I want to talk to you about last night," she said. So it wasn't a dream. Shit. "All I want from you is to listen for a while. Then we can have a full discussion as to the rules."
Rules? What rules would there be?
"You're a bright young man. I'm sure you've heard of the Oedipus complex where a boy fantasizes about having sex with their mother. It's a natural phase that every boy goes through. From what I've gathered you never grew out of that. That might have something to do with your fascination of experienced older women, particularly ones that are married. Not to mention how close you and I have been over the years since your father is always so damn busy.
"Anyway, since it doesn't seem like you're going to outgrow this phase anytime soon, there's only one solution I can see. Most teens like you only want what they can't have just simply because they can't have it. With any luck, that's what this is all about. If that's the case I'm going to take a chance and give you what you want.
"On your 19th birthday, I'm going to swallow your cum."
I was stunned to say the least. The entire time she was talking I was fairly confident as to where this was going, but it seemed too good to be true. However, she had just said she would specifically swallow my cum. Course, she had failed to explain how she'd acquire that cum.
"Do you have any questions?" she asked me.
Yeah, only like a thousand and one! However, I figured I'd start with the basics.
"Will you give me a blowjob?"
My mom took in a deep breath. "Yes, Adam. I will suck your cock until you cum in my mouth."
I wasn't sure how far she'd go, but I figure I'd ask. Clearly my desires were not backfiring on me so why not take a shot?
"Will you have sex with me?"
She hesitated. "No, Adam. That's a line I can't cross. However, I'm sure just one blowjob won't get you over this fascination with me."
"Then how about you suck my cock for the entire day of my birthday? The full 24 hours?"
My mom considered my suggestion. "I suppose that could work."