Missed Opportunity
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Posted:Oct 10, 2018 8:34 am
Last Updated:Apr 18, 2024 12:18 pm
2559 Views
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This is a story about my mother and I that I believe was a missed opportunity and I finally decided to put into words. Unfortunately I lost her 20 ago at the young age of 52, so I can't discuss my feeling with her no matter how much I want to. going to apologize upfront for its length. I hope that this piece can both remind me of fond memories as well as articulate what I wish could have been. That being said, I would also welcome any thoughts and feedback on my feelings, especially from the mothers out there.
This post will be in two parts. Part one will be a few events spanning several that lead me to believe my mother may have been interested and how I believe I didn't seize on an open invitation. Part two will be how I wish things had gone following what I believed to be that very invitation.
A little background for context, currently 47, I am the middle of three , and though my mom would never admit it, it was clear to all of us I was my mothers favorite. My parents divorced when I was 10 and I went to live with my father. My mother still lived close enough to walk so we stayed close and the older I got the closer we seemed to get.
Now for the instances.
It all started I guess at the time in my life where young men discover the joy of self gratification. I was staying with her for a time and briefly shared her bed with her. It was intended to be harmless but I clearly remember one night I was overcome by a powerful urge to masturbate. I was laying on my back and my mother was on my right laying on her right side facing away from me. So I assumed she was asleep and I couldn't help myself. I slipped my hand into my shorts and started stroking my insanely hard cock, just inches from my mother. Doing everything I could to not disturb the bed. It wasn't very long before I filled my shorts with a load. Looking back on it now, had she offered to help, she wouldn't have gotten any argument from me. … haha … Now she never said anything but quite positive she knew. She was a VERY light sleeper for one and two, she was mom, moms know everything! Am I right moms?
Fast forward a few and I was visiting her at work for lunch. Sitting around the break room table with her and about 3 or 4 female coworkers of hers. They were all, including my mother, very much into attempting to embarrass loved ones in a playful way, not mean spirited. My mother was always that way. Then one of her friends from work thought she would try to embarrass me and bluntly asked me what side I hung to. Being my mothers , I wasn't about to let her get away with that shit! .. LOL … So I stood up and told her to see for her self. I glanced around the table and they all, including my mother, were looking at the bulge in the right side of the crotch of my jeans. So yes, I caught my mom checking out my package! 
About that same time frame, I was riding in her car in the passenger seat. It was just her and I in the car and I had a cup of soda from a fast food place on the seat between my legs. She, without warning, reached over, took it, took a sip and put it back. Then she made the following comment that I regret being to shy to respond to at the time. She said, “Don't tell anyone that I took something from between your legs and put it in my mouth!” … THAT is the comment that I would like some feedback from any mothers out there. Was that her way of letting me know the door was open? Or was she just being silly? Regardless, I wish I had the courage to respond to it but all I did was sit there in silence wondering if my own mother just flirted with me. Also at that time she was very unhappy with my step father and was considering divorcing him.
Now that the real stuff is out of the way, on to the fantasy of how I wish things would have progressed following that comment.
After that comment I should have said with a smile, “Well, there is plenty more between my legs you can have if you won't tell anybody either!” … Which probably would have had the affect of shock and awe as we both process the can of worms we just opened. It would have most certainly been a relatively quiet ride back to her house as our minds raced to figure out what to do next. Once we got back to her house she would have more than likely taken the lead and suggested we talk about what we just said. She would have asked me if meant what I said and I would have assured her I did. She would have definitely wanted to make sure I was 100% ok with things before we even discussed it any further. And I would have been. She had a hysterectomy after having my younger sister so potential pregnancy wouldn't be an issue. The Only issue would be the emotional baggage that comes with taking the step from being mother and to lovers. I would have reassured her that I love her no matter what and that I would love to make love to her. I imagine the discussion of the impending “relationship” going something to the affect of, let's just let things develop how ever fate has planned for us. Do what makes us happy and deal with things as they come up. And if at any point in time either one of us feels we should stop, we will with no hard feelings to each other. It would be impossible to revert completely back to being mom and even after this hypothetical conversation but we would get as close to it as we could. Look her in the eyes and reassure her that I would love her no matter what!
I would then lean in, softly kiss her on the lips and let it linger for a time. Nothing to aggressive so she could process it and decide whether she want to push away or kiss me back. And much to my delight she opens her lips to accept me. I can feel the nervousness in the air exuding from both of us. The excitement coursing through us both has our hearts pounding out of our chests as our tongues find each other in this increasingly passionate first kiss. A kiss that is literally taking our breath away. We break the kiss to catch our breath and look into each others eyes as we see in each other small tears of joy welling up. I smile and tell her, “I love you more than anything” and she replied, “I love you too”. I place my hand on the back of her neck and pull her back in for another kiss that seemed to last for an eternity but was probably just a few minutes. I can't believe getting lost in my mothers kiss!
She finally breaks the kiss and looks at me smiling and asks me, “Are you sure you want to do this?” I tell her, “I've never been more sure of anything!” … She takes me by the hand and guides me upstairs to her bedroom, that she at the time shared with my step father. He was a work-a-haulic so there was no danger of him coming in on us. Once in her room she turns to me and wraps her arms around my torso and pulls me in close to kiss me while holding me tight. I drape my arms over her shoulders and return the hug as our kissing increases in momentum, getting more ad more passionate by the second. Her hands drift down to my ass and pulls my pelvis into her so she could feel my hard cock against her as she started grinding her hips into me. We both know at this point there is no way we can turn back! I grab the back of her blouse and start pulling it up so she breaks the kiss long enough to raise her arms over her head so I can remove it. I drop it to the floor and she returns the favor by removing my shirt. I reach behind her and unhook her bra and let it fall to the floor, her heavy breasts freed from their confinement. I stand there in awe momentarily as I marvel at how beautiful they are to me and lean down to take her nipples into my mouth. My mother leans her head back and moans lightly as my lips make contact. While sucking her breasts, I slip my hands into the elastic of both her slacks and panties and slide them down her legs. I break my lip lock on her nipples as she steps out of her pants and kicks them to the side. And then there she is, my own mother nude in front of me. I take a step back so I can take it all in from head to toe. Her auburn hair, the twinkle of anticipation in her eye, her milky white skin, her large breasts heaving with her every nervous breath, the soft tuft of red pubic hair that is glistening between her legs with her wetness already, her creamy thighs that I cannot wait to be between!
After giving me a moment to take it all in, she reaches over and grabs me by the belt to pull me back into her. My mom unbuckles my belt and unbuttons my jeans. She has a little trouble working them down around my raging hard on .. LOL .. but she manages. I step out of my jeans and kick them to the side into the mixed pile of our clothes. Now she returns the favor of taking a step back to take me in. I watch as her eyes scroll up and down her now totally nude standing before her. A she's seeing as a man. I see her eyes lock onto my cock and she involuntarily bite her lower lip. I let it marinade until she feels she's gazed long enough. She reaches out and wraps her hand around my cock, I can feel her hand shaking. She's slowly stroking it with a look of both fear and amazement on her face. She steps over to the bed and sits on the edge of it never letting go of me. She's now closer to eye level with it as she continues stroke me. I can feel my cock throbbing in her fingers. She looks up at me with a smile, leans forward, and takes my cock into her mouth. My cock jerked as the warm wetness of her lips wrapped around my sensitive head, all the while maintaining eye contact with me. She then closes her eyes and moans slightly as she slips her lips down my shaft getting my cock good and wet with her saliva. Once it was sufficiently wet she began to work back and forth faster. I got weak in the knees standing there as my own mother expertly milked her sons cock! I won't lie, it didn't take more than a few minutes before I warned her, “Mom that feels too good, gonna cum!” To my surprise, she didn't stop, in fact she increased how hard she was sucking. I looked down and she had my head in her mouth and her full cheeks were pulled in from her sucking. That was it, I lost it! I felt my cock starting to pulse as jets of my hot cum erupted onto my mothers tongue. She muffled a moan as her filled her mouth.
When my body stopped convulsing I was able to catch my breath from that intense orgasm. I opened my eyes in time to see my mother swallow my cum and then lick her lips clean while looking into my eyes. I couldn't help myself, I leaned down and kissed her! The faint hint of my cum still on her lips but I didn't care, she is my mother! I told her, “Your turn” and had her lay back on the bed. We both had the look of “I can't believe this is happening!” on our faces. My mother spread her legs and for the first time since I came out of it, inches from her soaking wet pussy. I could see her juices dripping out of her and onto the sheet. I could smell her sweet aroma and it was turning me on even more! I nestled in between her creamy thighs and began to tenderly nibble and lick my way up both of them, slowly working my way to her beautiful red haired mound. My mustache tickling her thighs as I moved back and forth. My mother started thrusting her hips up with the pent up frustration of needing my tongue in her pussy. I teased a little bit and brushed my nose against the pubic hair that was trimmed but still slightly covering her lips and gently blew on her clit. She moaned and grabbed my head and gently forced my face into her pussy. Which I was happy to oblige …  … She jumped when I slipped my tongue between her wet lips and tasted my mothers pussy for the first time. It was surprisingly sweet, with a hint of tang. Best pussy I've ever tasted! I wrapped my left arm around her thigh so I could use my left hand to open her lips to give me access to her clit. As I flicked it with my tongue she began to moan even louder. Then I slipped two fingers from my right hand into her and worked them in and out, never stopping flicking her clit. My mother was grinding her pussy into my face and her moans were getting increasingly louder. After a few moments with one last thrust of her hips into my face she let out a soft scream and flooded my mouth, hand and bed with her cum. Who knew my mother was a squirter? … haha … I gave her a few moments to cum down from that orgasm as I lay there stroking the hair on her pretty mound.
When she recovered, she looked down between her legs to my smiling face, still glistening with her cum, and giggled at the site and situation. The fact that her own just made her cum harder than she has in ! She then pulled me on top of her and reached down to take hold of my cock to guide me into her. I stopped for a moment to look at her. We both looked down at the scene between us. My mother was about to guide her sons cock into her pussy! We looked into each others eyes and I slowly moved forward as she lined me up. As the head of my cock touched her dripping wet lips it felt like an electric shock went through both our bodies! I began sliding into her easily because she was so wet. It's difficult to describe the feeling. It was warm, it was wet, but most of all it felt like love. That's the only way I can describe it. I laid my weight onto her as she wrapped her legs and arms around me to hold me close. I leaned down and kissed her passionately and we could taste the mixture of both our cum on each others lips and tongues as they swam in each others mouths.
We stayed that way for I don't know how long, I lost all track of time. Slowly making love to the woman I love the most in the world. Feeling my mothers loving pussy gripping my cock was more than any man can handle … LOL … I could feel my orgasm starting to build deep in my balls so I said, “Oh God mom, you're going to make me cum!” … She replied … “Cum in me , cum with me!” … At that point I could feel her pussy gripping me tighter and getting wetter and that was it for me. My hard cock started pulsing as I started cumming in my mother. When my cum splashed into her, my mother immediately came with me. She screamed in pleasure as I was grunting with every pulse of hot cum I shot into her pussy. She locked her legs around me like she was never going to let me go and thrust her hips up to push every inch of her sons cock into her!
After what felt like an eternity, we were both utterly spent from the most intense orgasm either of us had ever had. I collapsed onto her until my cock softened a little and slipped out of her. There was so much cum from both of us it soaked through the sheets onto the mattress. After we caught our breath, I rolled off her and pulled her in close. As we cuddled in the happy afterglow of the bond we just made, we talked about the future.
We agreed that we both wanted this to continue and that it has only strengthened our love for one another. But when anyone was around were were no different than we were before, typical close friends that moms and sons are. When we were alone we would be making love with wild abandon. And we made sure we planned a LOT of alone time from that point forward!
Anyway, sorry this was long but very therapeutic for me to get what was in my head out into type. I hope you enjoyed reading it and as I mentioned in the beginning, I would welcome feedback, especially from mothers in here on what they think of this whole thing!
Thanks! …
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