Missed opportunity
- 2 years ago
- 25
- 0
Missed Opportunity free porn video
Hello again, up until now I've been telling stories of actual events. Some parts I embellished for effect but basically everything has happened. This time I will share my fantasy of what could have been. Now that I'm older I can put my thoughts into words better than "I wanted to fuck her." and it might be entertaining to you.
If you want to get some background info on the inspirations for this story,read my blog post here: https://xhamster.com/posts/880431
The event I want to explore happened when I was very young... Not quite old enough to drive... But almost. Let me explain first what actually happened.
I had gotten a job delivering papers, not real newspapers but the ones that were basically giant ads masquerading as articles. One day, walking along my route I noticed a round ass swaying back and forth in the distance. There was a woman on her hands and knees working in her front yard.
As I got closer I could see she was older with salt and pepper hair but with a decent enough figure and didn't look too old. I walked along the sidewalk and came to her residence and I noticed I could see right down her flannel shirt. She had a very decent sized rack. Probably a D cup and I got a nice view of cleavage as I walked by. She said hello and I replied back automatically.
After I put the flyer/paper in her mailbox I slowed my pace on the way back to her. I hoped that I could get a better look. I was not disappointed. As I got closer I could see clearly that she had no bra on. And as she moved on her hands and knees her breasts swinging back and forth and there were two big nipples on the end of her giant mammaries. I was dumb struck. I felt embarrassed but also couldn't help but stare. I stood there for what felt like a minute but was at least 10 second or so. I could see a smirk grow on her face as I stood there. I could see those big nipples at the end of her heavy tits and I couldn't help but start to get a hard on. She then suddenly she sat back on her legs and looked at me. I couldn't help but continue to stare at her tits, now covered by her shirt but with her nipples making obvious tents.
Without saying a word she got up and walked to her door, opened it and went inside. As soon as she stood up, I figured the show was over and started to walk away. But as I looked back over my shoulder I saw she had left the door wide open. I also saw the living room blinds close shut as I walked. I stopped in my tracks and gave it a thought "Maybe she left it open on purpose?" The door remained open as I walked away...
Unfortunately, in reality I talked myself out any action and continued on my route. Only later did I kick myself for not taking the chance to investigate. I obsessed and masturbated about this missed opportunity for a long time as a teen.
This mystery woman and her buxom figure surely played a role in my desire for "mature" women as a young man. I ended up having encounters with many older will women in my late teens and early 20s, surely influenced by my obsession of not acting on what now seemed like a sure thing then.
So this is the story of how I imagined would what would have happened if I had gone into that house.
.. As I watched the blinds being closed I stood there at the end of her walkway. This lady with her giant boobs didn't seem angry. In fact she smiled before when I ogled at her.
The door to the house was still standing open. While it wasn't cold, it was far from hot outside. I doubted she was airing out the house.
I waited a second and with no sign of any movement I pushed the thoughts of walking away aside and headed to the door.
As I got close I slowed my pace and listened more carefully. I didn't hear anything. Nothing at all. I couldn't decide if that was a good thing or not.
I continued to get closer and just at the door I came to a stop and reached out to the door jamb and rested my hand on it. I could feel the blood pounding through my veins. I now had a raging hard on in my pants. Like a dog in heat I had followed the scent of possible pussy to this point. But it was tinged with fear of making a mistake of misreading the situation. But with a final "fuck it", I popped my head through the door and crossed the threshold.
There sitting on a couch was the mystery woman. She had her shirt unbuttoned all the way and her breasts were exposed but otherwise she was just as I had seen her outside.
She smiled a slightly mischevious grin. "Hi. Don't be shy. Come in." She called at me. "Close the door behind you." I did as she bid and closed the door.
I took a second to try to compose myself while I was turned away from her. Perhaps hide my raging hard on a bit. It didn't help much.
I turned around again and she was still there, seemingly even more relaxed. I marveled at her tits. They were massive. I had never seen anything like that in real life. I had seen some small teeny ones in person, but that was it. These were like the ones I had seen in my porn mags. Full round and heavy, with big erect nipples and large areolas around them. She smiled and said "come and sit down" and patted the seat cushion next to her. I pulled the strap of the paper delivery bag over my head and swiveled around like an idiot looking for a suitable place to put it. "Just drop it in front of the door sweetie" she told me.
I placed it on the floor and headed to the sofa. I sat across from this mature woman and faced her. Subconsciously I had placed myself at the furthest point on the sofa, still unsure of the situation. I was like a stray dog sniffing at a treat held out in an unfamiliar hand.
With a knowing smile this temptress said to me "so you like my boobs huh?" "Yeah" was all I could mutter. "I can tell" and she nodded at my crotch. "You stared at them for long enough" She half laughed. "Sorry" I mumbled.
"No, I like it" she smiled again, leaned forward and placed her hand on my knee. "Do you want to touch them? I want you to touch them" she said before I even got a chance to answer. Wordlessly I reached out and caressed one softly, almost afraid to touch it. Afraid that this would somehow end at any moment.
I slid my fingers to her nipple. It was rock hard. I had never thought about how big and thick a real woman's nipples would be. I worked it between my fingers feeling the texture. I looked at her face and she had her eyes closed and her head was ever so slightly tilted back. For some reason this encouraged me to do more. I scooted closer to her on the sofa and reached up with my other hand to work the other nipple. I tweaked both of them between my fingers like I was working the dials on an old radio.
"Mmmm. That's good" she blurted out. "You have a soft touch." She had kept her hands beside her until now, when she reached up and placed one on the side of my head. "Would you like to lick them?" she asked me while I continued to play with them. I leaned forward immediately and she guided me to one breast with her hand. I licked it briefly but I couldn't get the image out of my head that I looked like a dog, so I took the nipple in my mouth and sucked on it instead. She gasped slightly and pulled my head into her chest. With her words about my soft touch still in my ears I tried as hard as I could to please her with my mouth.
I alternated sucking just hard enough to get her to squirm a bit and then swirling my tongue around the nip and flicking it occasionally.
As our writhing became more intense, me with mouth and hand on her tits, her pulling me into her chest, she placed her hands on my shoulders and gently pushed me away. "Oh, you're a good boy" she breathed heavily. "Let's take a second to calm down. I think that you need to take off your pants. You'll hurt yourself with your dick so hard in those tight jeans. Then I want you to play with yourself."
Even though I was having the best sexual experience of my young life with this woman, I hesitated a bit at removing my pants. I was worried I might not be enough for her.
Seeing my hesitation, this sexual goddess of a woman says "don't worry. I'll be joining you." And with a little grin on her face she stands up and starts to wiggle out of her faded work jeans shaking her hips to pull them over her round ass. As she gets them off and takes off the rest of her clothes, I follow her lead. I strip down to my socks and get a frown of disapproval. "Take off the socks honey" she scolded me lightly.
Taking them off, I sit on the sofa facing her.
I watch her start to touch herself. She places a hand on her crotch, spreading her pubes with her fingers to get at the soft petals of her cunt.
Following her lead, I grab ahold of my member, and with pre-cum already leaking out I spread it around the tip of my cock with my thumb. I slowly stroke myself as I watch her.
She holds one of her massive titties in one hand, pinching the nipple between finger and thumb. With her other hand she makes little circles around her clit. I can see the glistening of her moist lips.
She startles me slightly when she blurts out, "you're a dirty little boy aren't you."
Not knowing what to say I keep quiet. "I'm old enough to be your mother" she continues on. "It's that what you want? You want me to be your mommy. Do you like sucking on mommy's titties?"
"Yeah." I manage to get out, not sure about what else to say.
I'm overwhelmed by what's coming at me. I'm afraid to say the wrong thing. And I don't want this party to stop. This horny perverted woman is fingering herself feverishly, looking at me like I'm her prey, ready to devour me. But I can't pull myself away from the attraction I have for her. I feel hormones shooting up from within my chest urging me on as this woman exposes herself utterly to me. I match my speed to hers even though it is increasing faster and faster. I stare at her crotch amazed by the sight, perhaps a little slack jawed as I do.
"Fuck." She cries suddenly and her body shivers ever so slightly. As she stops and I slow my stroking to a barely noticeable pace. She looks at me, almost dreamy eyed and asks "Do you want to fuck my tits?"
"Yes", is my only response. I'd heard of the act but never had gotten the chance. I wondered how it would work. I'd been sucked before and even fucked a girl, in a manner. At least as well as two young people can anyway.
"Come here and put your cock between mommy's tits" my new lover instructed me. I got off the couch and stood in front of her as she sat there. She pushed her tits together and with my dick resting on top she spit on it. She opened the crack between her massive mammaries to engulf my tool. My hips instinctively took over and I started to thrust in and out. The feeling was incredible. I'd never felt anything like it. My cheeks were flushed as hormones rushed through my body. The wonderful feeling of soft flesh engulfing my penis was incredible but then...Oh no! That familiar feeling I got when jacking off was starting to well up in my belly.
It was too soon. "Oh no." I blurted aloud. Without missing a beat this lovely woman dropped her breasts and quickly pulled my hips toward her while her mouth sought out my cock. The slippery warmth of her breasts was replaced by the even warmer wetness of her mouth. Unable to control myself, my cock spasmed again and again as it shot many loads into her mouth. She swallowed them all and held my dick in her mouth until it stopped twitching.
"Oh my goodness that was a lot" she said through a smile. "I'm sorry. I was too fast" I lamented. "No. Don't worry about it. You're a young man. You should cum a lot. I want you to cum a lot. I'm going to help you. You know I didn't plan on taking things this far. I thought we could just masturbate together. We could get into trouble you know. But I want your dick so bad. Do you want to fuck me?" she asked timidly as she laid a hand on my naked thigh.
Feeling a bit more secure about our shared secret, I elaborated that I did very much want to fuck her but I was hoping she'd suck me again. She told me she'd be happy to, but she had some requests of her own. She asked me to lick her pussy and also to call her mommy.
I felt a little bit weird but also not wanting to ruin the mood of my first real fuck session, I agreed.
"Ok. Lay back and mommy will take care of you" she started. As I lay back on the sofa she expertly worked my cock. Taking all of it until it hit the back of her throat. She never paused for a moment allowing the saliva gushing from her mouth to pool in my crotch and run down my balls, past my taint and down the crack of my ass.
"Oh mommy, it feels so good" I encouraged her on. I grabbed her hair lightly. "Mommy, your mouth is so soft. I want to stay like this forever. Can you suck me forever?" Uh-huh she grunted out past the meat in her mouth. She continued to work at my cock, sucking it like it was her job, slow and steady but with precision. The cushion under my ass was now soaked with saliva. "Fuck mommy, I think I'm going to cum again."
With that warning she slipped off the sofa on to her knees beside me and told me to "quick, stand up baby." As I followed her lead she took me in her mouth again and sucked me with more force than before. I could feel the suction pulling my dick down her throat. She cupped my scrotum in the palm of her hand and manipulated my balls. As I neared orgasm my cock gave a little twitch. That was the signal she was waiting for. She pulled away just leaving her lips pushed against my cockhead and she stroked the shaft with three fingers, jerking me off the final bit of the way.
As I came, some of my cum jumped up on her face almost getting in her eye. Most of it rebounded off her lips onto her chin and dripped down to her large heaving chest. She rubbed it in with her free hand and spread it across her tits. They glistened with the slimy cum just deposited there and she gently sucked the tip of my dick to pull the last ropey drops from it.
"Oh that's was good. You covered mommy in your cum. Your such a naughty boy. You make mommy so happy though. Give me a kiss." I reluctantly leaned in for her and as she stuck her tongue in my mouth I could taste the saltiness. "That's a good boy. It's time to eat mommy's pussy now." And she spun me off the sofa to take my place and with me on my knees instead.
She sat on the couch next to me and I knelt on the floor in front of her. She spread her legs wide for me and held her hands out, ready to cradle my head. As I leaned in I could smell the sweet odor of her twat. I stuck my tongue out and probed at her pussy lips. Not sure exactly what to do I just started licking randomly. She helped me a little by spreading her lips with her fingers, giving me a target. I homed in and flicked away with my tongue at her nub.
"Fuck. Shit, that's good baby. Just like that. Yeah my dirty little son. Lick mommy good. God I love it."
I could tell I was doing my job well. She pulled at my hair trying to drive my face into her crotch. And she shifted her ass around on the couch. Unfortunately I couldn't keep up the action and my jaw started to get sore so I switched to a new tactic. I licked the entire length of her crack, up and down with my tongue. Almost like a dog licking a large treat. On one pass though I accidentally went too far down and went all the way to her asshole. "Oh shit!" was her immediate reaction. And she grabbed my arm to steady herself as her body clenched in response to the new sensation.
With this encouragement I continued the long licks up and down her crotch. Every time my tongue tickled her asshole she let out little noises. She lifted her hips and pulled her knees back to try to give me better access to everything. At one point she called out "oh fuck that's good. You dirty little shit. You perverted little fucker. God I love you. I wish you really were my boy. I want you to lick me every day, just like this." I focused on her asshole for a little bit as that seemed to be what she wanted. She stuck two fingers in her now neglected pussy and banged herself. The sloppy squelching sound was a real turn on. I could see how wet she had become when it leaked down to her asshole. Finally with both holes simulated she lost her composure and started to shiver in orgasm. She pulled her fingers from her cunt and grabbed my hair.
Wanting to intensify the whole thing I dove straight into her gushing pussy and French kissed it. Probing my tongue deep inside, swirling it around. I could feel the change from it just being wet to becoming slimy as her own cum started to leak out.
As her orgasm subsided, I stood up, proud of my handiwork. She looked at me with hunger, "God damn that was good. Look how rock hard your dick is. I can't stand it. I want it inside me. I want you to fuck me" she pleaded with me.
I knelt on the floor and placed the tip of my dick at her swollen labia. I had only been inside one other girl and it was in the dark and we both fumbled around trying to figure out how to do it.
This was different. It was quite obvious as to what I had to do. And I had a clear view of everything. I swiveled my hips slightly forward and watched as my cock slowly pushed her pussy lips apart. This mature woman with her full round hips and breasts and delicious curves, breathed in deep and her cheeks flushed a rosey red like a young girl taking a cock for the first time.
I continued to drive forward and got a look of satisfaction as she stared me in the eyes. I buried myself to the hilt inside her and held it there for a minute. I was also breathing heavy, reveling in the experience. I could feel my dick twitch, wanting to explode. And I'm sure it would have if I hadn't already spent so much cum. She looked at my face and cupped it in both hands and with moist eyes she said, "oh your so beautiful. You're such a lovely boy." She leaned forward to kiss me as she pulled my face to her. With long deep kisses we made out keeping our crotches locked together. I could still taste a hint of saltiness on her lips. As she pulled away to lay back down on the sofa I leaned forward seeking a nipple. I grabbed at her boob and squeezed it to drive the nipple closer to my mouth. It was still a little sticky from my cum, and the nipple too was salty. As I worked it around in my mouth, my hips started working... starting to actually fuck her pussy. This was very different from my first experience. No fear or apprehension. Just pleasure.
With the right guidance and having a proper place to have sex, or at least not be rushed, everything started to come more naturally to me. There were no more words trying to build the excitement. No more false starts or instructions. It was just a man and woman doing what they were designed to do.
I grabbed onto her wide hips and pulled as much as I thrust. I slammed my crotch into hers and the sound of slapping flesh filled the room. I reached out with one hand and squeezed her boob firmly but not overly rough. She rolled her head to the side and moaned softly. She reached out and stroked my chest and my arms seeking that extra level of human contact.
For minutes I continued on like that but finally getting tired I slowed my pace. Looking at me, she said one word "wait" and pulled herself away from me to get on the floor on all fours. I knelt in behind her and slipped inside. Our bushes were soaked with her cunt juices. Using her ass as support I leaned on her butt with my hands as lifted my knees over her calves to straddle her legs and squeeze them together. With her knees together, her pussy clamped shut around my dick and forced the shaft of my cock to rub her clit with every thrust. She shoved her ass back to match my thrusts.
As we collided my wet balls rhythmically slapped against the back of her thighs and she let out grunts of breath in concert with the sound. I leaned to the side to get a better look at her heavy breasts swinging back and forth.
Suddenly for some reason I felt an urge to make this milf cry out. I wanted to assault her with my dick. Her consistent huff, huff, huff was making me excited, but in a way different from before. I felt like she was at the mercy of my young cock and I wanted to use it to make her cry.
I hooked my fingers in the crook of where her stomach met her legs and pulled her into me with my arms as I thrust forward with my hips. The sound of our bodies colliding doubled in volume and I felt a slight stinging in my sack when it whipped her. I pounded her over and over and over. This hot MILF getting louder and louder when uh, uh, uh escaped from between her lips.
"Yessss. Fuck meeee" she pleaded. "Fuck that's soooo good. Uhhhhh" she grunted.
It felt like her pussy exploded, or maybe she had pissed herself. Either way, liquid leaked from her, past my groin and down her legs. The slurping sound was incredible almost enough to match her groaning. She fell forward onto her face while she kept her ass in the air. Her whole body went slightly limp as if she had lost all her power.
I fucked her soft warm body for all I was worth. I was now looking to get my rocks off. With my buxom bitch beneath me in a puddle of her own cum, to spent to move, I used her body as a fuck doll. I fucked harder and faster again and again until I could feel that tightness behind my nuts. With one final thrust I pushed into her so hard she started to slide along the carpet until she was flat on her stomach. I held myself in her as my cock twitched again and again. I poured cum deep into her tight cunt and as the last drop left me I fell on top of her. My dick slipped out of her slick slit and I rolled off of her on to my side. My sticky dick laying on her ass slowly shrunk and left a slimy trail behind it.
She turned her face toward me and kissed me. Softly at first, kissing around my face and then crushing into my lips then she started with more vigor and probed my mouth with her tongue. She turned to face me and as she managed to get me excited yet again I reached up and pinched her nipple to have her squirm. Then I reached between her legs and put 2 fingers inside her. As I pulled them out I could feel our mixed cum clinging to them.
I brought the fingers to her lips and she opened her mouth and sucked then clean. I pushed her onto her back and rose to my knees. I spread her legs and inserted the 2 same fingers to get another scoop for her to swallow. I finger fed her at least a dozen more times until there was nothing left.
Finally, lazily she lay on her side and put her head on my lap, exhausted. She sucked on my half erect cock, cleaning it completely.
After many minutes of her just laying there with my cock in her mouth, she got up and offered me her hand to pull me to my feet. "I think it's time to go hun. My husband will be home soon" she sighed. "Well can I see you again" I asked disappointedly. She looked at me and said, "I don't think so. I want to see you again. I wasn't lying. I wish I could make you my son so we could fuck every day. You make me feel young and get me so horny. But it's too difficult."
I didn't respond and just started to get dressed in silence. She looked at me with sad eyes as my obvious disappoint must have shown on my face. She grabbed my underwear off the floor and instead of handing them to me got on her knees and gave my flaccid penis a couple of quick sucks and then a quick peck of a kiss. Then she held my underwear open for me to step into. As I did so she pulled them and wrapped her arms around my hips and held me in her arms. "You're such a dear lovely boy. I know you'll make some girl happy" she said quietly. Then she turned her head and kissed my stomach only to pull away and grab her own clothes to get dressed. As I finished getting my clothes on I finally replied, "I don't want a girl. I want a real woman."
I gave her a hug and kissed her on the cheek. I walked to the door grabbed my newspaper bag off the floor. As I stepped through the door and closed it behind me, I knew I would search out hot older women to experience the same thing again. I quit that job soon after and never delivered papers to that house again....
P.S. while this was my fantasy of what could have happened with this woman, I did find MILFs to fuck. A couple of years later I eventually ended up fucking a string of older women. Those experiences influenced my writing of this story.
If you want to get some background info on the inspirations for this story,read my blog post here: https://xhamster.com/posts/880431
The event I want to explore happened when I was very young... Not quite old enough to drive... But almost. Let me explain first what actually happened.
I had gotten a job delivering papers, not real newspapers but the ones that were basically giant ads masquerading as articles. One day, walking along my route I noticed a round ass swaying back and forth in the distance. There was a woman on her hands and knees working in her front yard.
As I got closer I could see she was older with salt and pepper hair but with a decent enough figure and didn't look too old. I walked along the sidewalk and came to her residence and I noticed I could see right down her flannel shirt. She had a very decent sized rack. Probably a D cup and I got a nice view of cleavage as I walked by. She said hello and I replied back automatically.
After I put the flyer/paper in her mailbox I slowed my pace on the way back to her. I hoped that I could get a better look. I was not disappointed. As I got closer I could see clearly that she had no bra on. And as she moved on her hands and knees her breasts swinging back and forth and there were two big nipples on the end of her giant mammaries. I was dumb struck. I felt embarrassed but also couldn't help but stare. I stood there for what felt like a minute but was at least 10 second or so. I could see a smirk grow on her face as I stood there. I could see those big nipples at the end of her heavy tits and I couldn't help but start to get a hard on. She then suddenly she sat back on her legs and looked at me. I couldn't help but continue to stare at her tits, now covered by her shirt but with her nipples making obvious tents.
Without saying a word she got up and walked to her door, opened it and went inside. As soon as she stood up, I figured the show was over and started to walk away. But as I looked back over my shoulder I saw she had left the door wide open. I also saw the living room blinds close shut as I walked. I stopped in my tracks and gave it a thought "Maybe she left it open on purpose?" The door remained open as I walked away...
Unfortunately, in reality I talked myself out any action and continued on my route. Only later did I kick myself for not taking the chance to investigate. I obsessed and masturbated about this missed opportunity for a long time as a teen.
This mystery woman and her buxom figure surely played a role in my desire for "mature" women as a young man. I ended up having encounters with many older will women in my late teens and early 20s, surely influenced by my obsession of not acting on what now seemed like a sure thing then.
So this is the story of how I imagined would what would have happened if I had gone into that house.
.. As I watched the blinds being closed I stood there at the end of her walkway. This lady with her giant boobs didn't seem angry. In fact she smiled before when I ogled at her.
The door to the house was still standing open. While it wasn't cold, it was far from hot outside. I doubted she was airing out the house.
I waited a second and with no sign of any movement I pushed the thoughts of walking away aside and headed to the door.
As I got close I slowed my pace and listened more carefully. I didn't hear anything. Nothing at all. I couldn't decide if that was a good thing or not.
I continued to get closer and just at the door I came to a stop and reached out to the door jamb and rested my hand on it. I could feel the blood pounding through my veins. I now had a raging hard on in my pants. Like a dog in heat I had followed the scent of possible pussy to this point. But it was tinged with fear of making a mistake of misreading the situation. But with a final "fuck it", I popped my head through the door and crossed the threshold.
There sitting on a couch was the mystery woman. She had her shirt unbuttoned all the way and her breasts were exposed but otherwise she was just as I had seen her outside.
She smiled a slightly mischevious grin. "Hi. Don't be shy. Come in." She called at me. "Close the door behind you." I did as she bid and closed the door.
I took a second to try to compose myself while I was turned away from her. Perhaps hide my raging hard on a bit. It didn't help much.
I turned around again and she was still there, seemingly even more relaxed. I marveled at her tits. They were massive. I had never seen anything like that in real life. I had seen some small teeny ones in person, but that was it. These were like the ones I had seen in my porn mags. Full round and heavy, with big erect nipples and large areolas around them. She smiled and said "come and sit down" and patted the seat cushion next to her. I pulled the strap of the paper delivery bag over my head and swiveled around like an idiot looking for a suitable place to put it. "Just drop it in front of the door sweetie" she told me.
I placed it on the floor and headed to the sofa. I sat across from this mature woman and faced her. Subconsciously I had placed myself at the furthest point on the sofa, still unsure of the situation. I was like a stray dog sniffing at a treat held out in an unfamiliar hand.
With a knowing smile this temptress said to me "so you like my boobs huh?" "Yeah" was all I could mutter. "I can tell" and she nodded at my crotch. "You stared at them for long enough" She half laughed. "Sorry" I mumbled.
"No, I like it" she smiled again, leaned forward and placed her hand on my knee. "Do you want to touch them? I want you to touch them" she said before I even got a chance to answer. Wordlessly I reached out and caressed one softly, almost afraid to touch it. Afraid that this would somehow end at any moment.
I slid my fingers to her nipple. It was rock hard. I had never thought about how big and thick a real woman's nipples would be. I worked it between my fingers feeling the texture. I looked at her face and she had her eyes closed and her head was ever so slightly tilted back. For some reason this encouraged me to do more. I scooted closer to her on the sofa and reached up with my other hand to work the other nipple. I tweaked both of them between my fingers like I was working the dials on an old radio.
"Mmmm. That's good" she blurted out. "You have a soft touch." She had kept her hands beside her until now, when she reached up and placed one on the side of my head. "Would you like to lick them?" she asked me while I continued to play with them. I leaned forward immediately and she guided me to one breast with her hand. I licked it briefly but I couldn't get the image out of my head that I looked like a dog, so I took the nipple in my mouth and sucked on it instead. She gasped slightly and pulled my head into her chest. With her words about my soft touch still in my ears I tried as hard as I could to please her with my mouth.
I alternated sucking just hard enough to get her to squirm a bit and then swirling my tongue around the nip and flicking it occasionally.
As our writhing became more intense, me with mouth and hand on her tits, her pulling me into her chest, she placed her hands on my shoulders and gently pushed me away. "Oh, you're a good boy" she breathed heavily. "Let's take a second to calm down. I think that you need to take off your pants. You'll hurt yourself with your dick so hard in those tight jeans. Then I want you to play with yourself."
Even though I was having the best sexual experience of my young life with this woman, I hesitated a bit at removing my pants. I was worried I might not be enough for her.
Seeing my hesitation, this sexual goddess of a woman says "don't worry. I'll be joining you." And with a little grin on her face she stands up and starts to wiggle out of her faded work jeans shaking her hips to pull them over her round ass. As she gets them off and takes off the rest of her clothes, I follow her lead. I strip down to my socks and get a frown of disapproval. "Take off the socks honey" she scolded me lightly.
Taking them off, I sit on the sofa facing her.
I watch her start to touch herself. She places a hand on her crotch, spreading her pubes with her fingers to get at the soft petals of her cunt.
Following her lead, I grab ahold of my member, and with pre-cum already leaking out I spread it around the tip of my cock with my thumb. I slowly stroke myself as I watch her.
She holds one of her massive titties in one hand, pinching the nipple between finger and thumb. With her other hand she makes little circles around her clit. I can see the glistening of her moist lips.
She startles me slightly when she blurts out, "you're a dirty little boy aren't you."
Not knowing what to say I keep quiet. "I'm old enough to be your mother" she continues on. "It's that what you want? You want me to be your mommy. Do you like sucking on mommy's titties?"
"Yeah." I manage to get out, not sure about what else to say.
I'm overwhelmed by what's coming at me. I'm afraid to say the wrong thing. And I don't want this party to stop. This horny perverted woman is fingering herself feverishly, looking at me like I'm her prey, ready to devour me. But I can't pull myself away from the attraction I have for her. I feel hormones shooting up from within my chest urging me on as this woman exposes herself utterly to me. I match my speed to hers even though it is increasing faster and faster. I stare at her crotch amazed by the sight, perhaps a little slack jawed as I do.
"Fuck." She cries suddenly and her body shivers ever so slightly. As she stops and I slow my stroking to a barely noticeable pace. She looks at me, almost dreamy eyed and asks "Do you want to fuck my tits?"
"Yes", is my only response. I'd heard of the act but never had gotten the chance. I wondered how it would work. I'd been sucked before and even fucked a girl, in a manner. At least as well as two young people can anyway.
"Come here and put your cock between mommy's tits" my new lover instructed me. I got off the couch and stood in front of her as she sat there. She pushed her tits together and with my dick resting on top she spit on it. She opened the crack between her massive mammaries to engulf my tool. My hips instinctively took over and I started to thrust in and out. The feeling was incredible. I'd never felt anything like it. My cheeks were flushed as hormones rushed through my body. The wonderful feeling of soft flesh engulfing my penis was incredible but then...Oh no! That familiar feeling I got when jacking off was starting to well up in my belly.
It was too soon. "Oh no." I blurted aloud. Without missing a beat this lovely woman dropped her breasts and quickly pulled my hips toward her while her mouth sought out my cock. The slippery warmth of her breasts was replaced by the even warmer wetness of her mouth. Unable to control myself, my cock spasmed again and again as it shot many loads into her mouth. She swallowed them all and held my dick in her mouth until it stopped twitching.
"Oh my goodness that was a lot" she said through a smile. "I'm sorry. I was too fast" I lamented. "No. Don't worry about it. You're a young man. You should cum a lot. I want you to cum a lot. I'm going to help you. You know I didn't plan on taking things this far. I thought we could just masturbate together. We could get into trouble you know. But I want your dick so bad. Do you want to fuck me?" she asked timidly as she laid a hand on my naked thigh.
Feeling a bit more secure about our shared secret, I elaborated that I did very much want to fuck her but I was hoping she'd suck me again. She told me she'd be happy to, but she had some requests of her own. She asked me to lick her pussy and also to call her mommy.
I felt a little bit weird but also not wanting to ruin the mood of my first real fuck session, I agreed.
"Ok. Lay back and mommy will take care of you" she started. As I lay back on the sofa she expertly worked my cock. Taking all of it until it hit the back of her throat. She never paused for a moment allowing the saliva gushing from her mouth to pool in my crotch and run down my balls, past my taint and down the crack of my ass.
"Oh mommy, it feels so good" I encouraged her on. I grabbed her hair lightly. "Mommy, your mouth is so soft. I want to stay like this forever. Can you suck me forever?" Uh-huh she grunted out past the meat in her mouth. She continued to work at my cock, sucking it like it was her job, slow and steady but with precision. The cushion under my ass was now soaked with saliva. "Fuck mommy, I think I'm going to cum again."
With that warning she slipped off the sofa on to her knees beside me and told me to "quick, stand up baby." As I followed her lead she took me in her mouth again and sucked me with more force than before. I could feel the suction pulling my dick down her throat. She cupped my scrotum in the palm of her hand and manipulated my balls. As I neared orgasm my cock gave a little twitch. That was the signal she was waiting for. She pulled away just leaving her lips pushed against my cockhead and she stroked the shaft with three fingers, jerking me off the final bit of the way.
As I came, some of my cum jumped up on her face almost getting in her eye. Most of it rebounded off her lips onto her chin and dripped down to her large heaving chest. She rubbed it in with her free hand and spread it across her tits. They glistened with the slimy cum just deposited there and she gently sucked the tip of my dick to pull the last ropey drops from it.
"Oh that's was good. You covered mommy in your cum. Your such a naughty boy. You make mommy so happy though. Give me a kiss." I reluctantly leaned in for her and as she stuck her tongue in my mouth I could taste the saltiness. "That's a good boy. It's time to eat mommy's pussy now." And she spun me off the sofa to take my place and with me on my knees instead.
She sat on the couch next to me and I knelt on the floor in front of her. She spread her legs wide for me and held her hands out, ready to cradle my head. As I leaned in I could smell the sweet odor of her twat. I stuck my tongue out and probed at her pussy lips. Not sure exactly what to do I just started licking randomly. She helped me a little by spreading her lips with her fingers, giving me a target. I homed in and flicked away with my tongue at her nub.
"Fuck. Shit, that's good baby. Just like that. Yeah my dirty little son. Lick mommy good. God I love it."
I could tell I was doing my job well. She pulled at my hair trying to drive my face into her crotch. And she shifted her ass around on the couch. Unfortunately I couldn't keep up the action and my jaw started to get sore so I switched to a new tactic. I licked the entire length of her crack, up and down with my tongue. Almost like a dog licking a large treat. On one pass though I accidentally went too far down and went all the way to her asshole. "Oh shit!" was her immediate reaction. And she grabbed my arm to steady herself as her body clenched in response to the new sensation.
With this encouragement I continued the long licks up and down her crotch. Every time my tongue tickled her asshole she let out little noises. She lifted her hips and pulled her knees back to try to give me better access to everything. At one point she called out "oh fuck that's good. You dirty little shit. You perverted little fucker. God I love you. I wish you really were my boy. I want you to lick me every day, just like this." I focused on her asshole for a little bit as that seemed to be what she wanted. She stuck two fingers in her now neglected pussy and banged herself. The sloppy squelching sound was a real turn on. I could see how wet she had become when it leaked down to her asshole. Finally with both holes simulated she lost her composure and started to shiver in orgasm. She pulled her fingers from her cunt and grabbed my hair.
Wanting to intensify the whole thing I dove straight into her gushing pussy and French kissed it. Probing my tongue deep inside, swirling it around. I could feel the change from it just being wet to becoming slimy as her own cum started to leak out.
As her orgasm subsided, I stood up, proud of my handiwork. She looked at me with hunger, "God damn that was good. Look how rock hard your dick is. I can't stand it. I want it inside me. I want you to fuck me" she pleaded with me.
I knelt on the floor and placed the tip of my dick at her swollen labia. I had only been inside one other girl and it was in the dark and we both fumbled around trying to figure out how to do it.
This was different. It was quite obvious as to what I had to do. And I had a clear view of everything. I swiveled my hips slightly forward and watched as my cock slowly pushed her pussy lips apart. This mature woman with her full round hips and breasts and delicious curves, breathed in deep and her cheeks flushed a rosey red like a young girl taking a cock for the first time.
I continued to drive forward and got a look of satisfaction as she stared me in the eyes. I buried myself to the hilt inside her and held it there for a minute. I was also breathing heavy, reveling in the experience. I could feel my dick twitch, wanting to explode. And I'm sure it would have if I hadn't already spent so much cum. She looked at my face and cupped it in both hands and with moist eyes she said, "oh your so beautiful. You're such a lovely boy." She leaned forward to kiss me as she pulled my face to her. With long deep kisses we made out keeping our crotches locked together. I could still taste a hint of saltiness on her lips. As she pulled away to lay back down on the sofa I leaned forward seeking a nipple. I grabbed at her boob and squeezed it to drive the nipple closer to my mouth. It was still a little sticky from my cum, and the nipple too was salty. As I worked it around in my mouth, my hips started working... starting to actually fuck her pussy. This was very different from my first experience. No fear or apprehension. Just pleasure.
With the right guidance and having a proper place to have sex, or at least not be rushed, everything started to come more naturally to me. There were no more words trying to build the excitement. No more false starts or instructions. It was just a man and woman doing what they were designed to do.
I grabbed onto her wide hips and pulled as much as I thrust. I slammed my crotch into hers and the sound of slapping flesh filled the room. I reached out with one hand and squeezed her boob firmly but not overly rough. She rolled her head to the side and moaned softly. She reached out and stroked my chest and my arms seeking that extra level of human contact.
For minutes I continued on like that but finally getting tired I slowed my pace. Looking at me, she said one word "wait" and pulled herself away from me to get on the floor on all fours. I knelt in behind her and slipped inside. Our bushes were soaked with her cunt juices. Using her ass as support I leaned on her butt with my hands as lifted my knees over her calves to straddle her legs and squeeze them together. With her knees together, her pussy clamped shut around my dick and forced the shaft of my cock to rub her clit with every thrust. She shoved her ass back to match my thrusts.
As we collided my wet balls rhythmically slapped against the back of her thighs and she let out grunts of breath in concert with the sound. I leaned to the side to get a better look at her heavy breasts swinging back and forth.
Suddenly for some reason I felt an urge to make this milf cry out. I wanted to assault her with my dick. Her consistent huff, huff, huff was making me excited, but in a way different from before. I felt like she was at the mercy of my young cock and I wanted to use it to make her cry.
I hooked my fingers in the crook of where her stomach met her legs and pulled her into me with my arms as I thrust forward with my hips. The sound of our bodies colliding doubled in volume and I felt a slight stinging in my sack when it whipped her. I pounded her over and over and over. This hot MILF getting louder and louder when uh, uh, uh escaped from between her lips.
"Yessss. Fuck meeee" she pleaded. "Fuck that's soooo good. Uhhhhh" she grunted.
It felt like her pussy exploded, or maybe she had pissed herself. Either way, liquid leaked from her, past my groin and down her legs. The slurping sound was incredible almost enough to match her groaning. She fell forward onto her face while she kept her ass in the air. Her whole body went slightly limp as if she had lost all her power.
I fucked her soft warm body for all I was worth. I was now looking to get my rocks off. With my buxom bitch beneath me in a puddle of her own cum, to spent to move, I used her body as a fuck doll. I fucked harder and faster again and again until I could feel that tightness behind my nuts. With one final thrust I pushed into her so hard she started to slide along the carpet until she was flat on her stomach. I held myself in her as my cock twitched again and again. I poured cum deep into her tight cunt and as the last drop left me I fell on top of her. My dick slipped out of her slick slit and I rolled off of her on to my side. My sticky dick laying on her ass slowly shrunk and left a slimy trail behind it.
She turned her face toward me and kissed me. Softly at first, kissing around my face and then crushing into my lips then she started with more vigor and probed my mouth with her tongue. She turned to face me and as she managed to get me excited yet again I reached up and pinched her nipple to have her squirm. Then I reached between her legs and put 2 fingers inside her. As I pulled them out I could feel our mixed cum clinging to them.
I brought the fingers to her lips and she opened her mouth and sucked then clean. I pushed her onto her back and rose to my knees. I spread her legs and inserted the 2 same fingers to get another scoop for her to swallow. I finger fed her at least a dozen more times until there was nothing left.
Finally, lazily she lay on her side and put her head on my lap, exhausted. She sucked on my half erect cock, cleaning it completely.
After many minutes of her just laying there with my cock in her mouth, she got up and offered me her hand to pull me to my feet. "I think it's time to go hun. My husband will be home soon" she sighed. "Well can I see you again" I asked disappointedly. She looked at me and said, "I don't think so. I want to see you again. I wasn't lying. I wish I could make you my son so we could fuck every day. You make me feel young and get me so horny. But it's too difficult."
I didn't respond and just started to get dressed in silence. She looked at me with sad eyes as my obvious disappoint must have shown on my face. She grabbed my underwear off the floor and instead of handing them to me got on her knees and gave my flaccid penis a couple of quick sucks and then a quick peck of a kiss. Then she held my underwear open for me to step into. As I did so she pulled them and wrapped her arms around my hips and held me in her arms. "You're such a dear lovely boy. I know you'll make some girl happy" she said quietly. Then she turned her head and kissed my stomach only to pull away and grab her own clothes to get dressed. As I finished getting my clothes on I finally replied, "I don't want a girl. I want a real woman."
I gave her a hug and kissed her on the cheek. I walked to the door grabbed my newspaper bag off the floor. As I stepped through the door and closed it behind me, I knew I would search out hot older women to experience the same thing again. I quit that job soon after and never delivered papers to that house again....
P.S. while this was my fantasy of what could have happened with this woman, I did find MILFs to fuck. A couple of years later I eventually ended up fucking a string of older women. Those experiences influenced my writing of this story.
Bess
- 13.11.2021
- 25
- 0
