After I graduated high school I stayed with my Mom for the Summer before going off to college. I was eighteen, technically an adult, but I had never had a girlfriend throughout high school. I had had one, in middle school, but all we ever did was kiss (it was middle school for fuck sakes).
The first Monday after graduation, I was hanging out in my room playing some video games. I can't remember what, but I remember that I wasn't super into it or anything.
I heard a quiet knock at my door. "Honey, are you busy?" my mom called in a soft voice.
I paused my game. "No, come in," I called out to her. She walked in and I leaned back in my computer chair, stretching my arms and looking over at her.
"Hey, Baby," she said affectionately to me as she walked in. She closed the door; not something she would usually do since it's just me and her over here.
"There was something I've been wanting to talk to you about..." and she trailed off. She meandered over to my futon, which was currently operating in Couch Mode, ran her hand along the soft blanket that she had washed and dried last week, and sat down.
"Eee-yessssssss?" I replied, doing my best impression of that weird butler guy from The Simpsons.
"Well, I just..." she trailed off again. I raised my eyebrows at her and made my eyes big and painted a big stupid grin on my face.
Mom laughed, her eyes squinting into little dark lines for just a moment. "Funny guy! You're gonna make some girl really happy someday," then paused for a moment and said, "actually, that's what I wanted to talk to you about."
"Huh? Girls?" I asked, and I turned around and unpaused my game. I wasn't very interested in talking to my mom about "girls".
"Yeah, girls," Mom said. She continued talking as I played my game.
"I'm worried, Babe," Mom told me seriously.
"What's to worry about?" I asked nonchalantly. "I already graduated high school. There's nothing else for me to worry about now," I said sarcastically, speaking as if what I said was some undeniable cosmic truth.
"I'm worried about your relationships!" Mom burst out, and then she continued in a frenzy: "You don't have girlfriends, you never bring girls home, and as far as I know you've never been with a girl at all!"
I didn't say anything. I kept playing my game, but my motions became slower and less deliberate. I listened as Mom continued talking:
"What if you don't get any girlfriends in college either?" She asked. I continued playing.
"I want grandkids," she said, more to herself than to me. "You don't... you aren't, I mean... it's okay if you are, but do you like boys?"
I paused my game at that. "Mom, don't worry, I'm not gay." I felt a little bad saying that. "Not that there's anything wrong with that," I added.
"Well, are you sure? Have you had sex with a girl? Or, uh... a boy?" Mom asked with uncertainty in her eyes.
I signed loudly, feeling a little frustrated at this conversation. "I haven't done either of those things, but I'm sure!" I told her emphatically, and I turned around in my chair to face her. She was sitting up straight on the couch. What she did next was not expected at all:
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Without a word, Mom pulled her shirt over her head and threw it down on the floor in front of her. She smiled warmly at me for a moment, a mother's smile, and shen she looked away while she reached around her back with both hands to undo her bra. Being a larger woman, she struggled for a moment to get her arms around herself and in the right position to undo her bra. I stared at her in near disbelief, saying nothing, but beginning to breathe a little harder.
After a moment she pulled her bra off and threw it down on top of her shirt. She was now sitting on my bed fully topless, but still wearing her dark work pants, which were pulled up over her belly button, something I believe is common among women who have a not-insignificant amount of belly to keep under control.
She smiled at me, and again it was the mother's smile, the same smile I'd seen on her face throughout my life as she told me she was proud of me, told me she loved me, told me to be careful and make it home safely. Her smile melted me then in a way it had never done before.
And below her beautiful smile were two of the most glorious, pale, enormous breasts I had seen in my life. Now at this point I had only ever seen tits in porn, so I could only compare her breasts to what I had seen there, and even then, they were incredible.
They were so large that they reached the waist of her pants, which were pulled up just a little past her belly button, but they did not seem saggy, and her pink nipples pointed forward. She brought her right hand up and gently twisted her left nipple for a few seconds, and I began to get aroused. My eyes were locked to her nipples and I readjusted my pants to make room for my penis, which was quickly growing in size now.
She must have noticed me fidgeting with my pants: "Honey, is your penis getting hard?" she asked sweetly. I looked away from her and I might have been blushing.
"It's okay if it gets hard, Babe," she reassured me. "Do you like Mommy's breasts?" I looked back over at her and she was holding her breasts in her hands, moving one up and the other down in sequence. She was smiling and almost looked like she was about to start laughing. I watched as her nipples bobbed up and down opposite from each other.
"They're really nice, Mom," I said truthfully.
"Well," Mom began in a suggestive tone, "why don't you come over and sit next to Mommy?" I couldn't remember the last time she had referred to herself that way.
"Okay, Mom," I replied obediently. I stood up from my chair, walked over and sat to her right.
She turned towards me and crossed her knees on the couch partially facing me to give me a better view of her delicious bare chest.
"Do you want to touch?" Mom suggested, raising her eyebrows at me.
"Uh, really?" I asked, unsure.
"It's not a big deal, Honey. You wouldn't be the first guy to touch my tits."
"Yeah, but-" and she interrupted me:
"Yeah, so why not give them a squeeze?" she smiled at me and delicately ran both hands over her breasts. I saw the soft flesh relent beneath her fingers, and her nipples were caught in between her fingers, causing her hands to move in a slightly staggered way.
I sighed, turned towards my mom, and reached for her right breast.
"Mmm," Mom groaned softly as my hand made contact with her skin. I immediately dug my fingers into the soft flesh. It was the first breast I ever touched, and it was also the largest I would ever end up touching in my lifetime. I relented momentarily, readjusted my hand's position and squeezed again. I relented again, and this time I let my fingers glide over the natural shape of my mother's breast.
"Play with the nipple, Baby," she almost whispered to me. I gently pinched her nipple between my thumb and forefinger, trying to emulate what she had been doing with her nipples a moment ago. I was careful not to squeeze too hard.
"Don't forget the other one," Mom suggested. I reached over and did the same with her left breast.
"Now, girls you meet at college, they might not have breasts as big as mine," Mom warned me as I was still fondling her, "but it should be about the same situation. Try twisting a little bit."
I did.
"That's good, Baby," Mom breathed. While I continued to play with my mom, I used my left hand to adjust my pants again, which were feeling increasingly tighter.