Winning a bet against Mom
I am including the picture of his mother, which whe posted and allowed as well (my best guess is that the risk of discovery turns him on)
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>summer of 2009
>dad was deployed overseas
>I had just graduated from high school
>already had college ready to go
>lived in Georgia
>college was in California
>mom and I go on cross-country trip alone together to get to my new home
>we get to our first motel of the trip
>get settled into the room
>I take out a bunch of cans of beer I had in my backpack that an older friend gave to me to celebrate my graduation >mom gets upset, asks me where I got them from, tells me i'm not old enough to drink (was 17 at the time, about to turn 18 in a few months)
>have a small argument
>"anon, you do realize that we have to get up early to drive again, right?"
>"can't we just relax here a day or two, mom? we got all summer to get there, you know."
>argument continues
>finally convince her to calm down and have a few drinks with me
>a couple cans in, we're both a lot more laid back and relaxed
>we were watching some baseball game
>I specifically remember it being Seattle vs Arizona
>mom grew up in Arizona, so she was rooting for them obviously
>thought they weren't doing too hot, so I pointed out that they weren't going to win
>mom gets defensive and tells me I don't know what i'm talking about
>"I'm sorry, mom, but Arizona just isn't that great."
>"how about you just shut up? watch and you'll see how wrong you are."
>"want to bet on it, mom? if you're so sure?"
>"what? you want to take money from your mommy, big tough guy?"
>"it doesn't have to be money, mom."
>"oh yeah, then what do you have in mind?"
>had no idea things would lead to this
>to be honest, I had always had fantasies about mom for a while, I was excited when dad got deployed and I finally had her alone with me
>I guess the alcohol and my cockiness during the argument gave me the courage to finally come out with it
>"well, whoever loses COULD do all the driving all the way to California..."
>"hmm, yeah, that would suck, anon. but that doesn't sound like a real big punishment for how much of an asshole you're being against arizona. scared you're wrong?"
>my heart skipped a beat when she fell right into the trap and gave me the perfect setup for my proposal
>"alright then, mom, how about this? if I lose, I have to drive all the way to California...AND I can buy you those expensive new sunglasses you've been looking at with the money i have saved up."
>"hmm...I like what I'm hearing so far."
>"but if YOU lose, mom. You have to suck my cock."
>moment of silence
>"EXCUSE ME?!"
>heart skipped again, but I had already crossed the line, I wasn't going to waste the chance
>"you heard me, mom. if I win the bet, you suck my cock."
>"you're out of your mind, anon! just when did you get this perverted?"
>"I've been like this a while, mom, just didn't let you know about it."
>another of moment of silence, mom is speechless
>"this is ridiculous, I'm not going to...suck your thing."
>"aww, what's wrong, mom? scared you're going to lose?"
>she starts getting defensive again
>I really can't emphasize how thankful I am for the friend that gave me the beer, because without the alcohol in her system, she honestly might not have risen to my taunts
>"I'M NOT SCARED! it's about the principle, anon! I'm your fucking mother, you freak."
>she's really flustered and kinda chuckling about the whole situation
>I laugh
>"you sound pretty scared, mom. it's alright if you know I'm right, it's not like you HAVE to take the bet."
>she chuckles with disbelief at me and looks away
>"you're fucking ridiculous."
>"what's wrong, mom? if you're not scared, this should be an easy decision. you get your precious sunglasses on my dime, AND you don't have to do any more driving the whole trip."
>she looks back at me with a smirk on her face, still in disbelief
>she scoffs
>"you know what? FINE! I'll take the bet, you fucking freak. but you better not tell your father about this, UNDERSTOOD!? and you better keep up your fucking end of the deal when you lose, GOT IT?! first thing tomorrow, we're going shopping for those sunglasses."
>can't possibly describe how fucking excited I was
>"NICE! alright, mom, let's shake on it!"
>we shake hands and swear on it
>"so it's a sealed deal then! I fully expect you to carry out your promise when you lose, mom. don't go back on your word."
>she scoffs at me again
>"yeah, shut it, anon. i'm a woman of my word, but you're not winning anything. Arizona's got this."
>all that's left was for Arizona to lose, it was all up to chance now
>I'm not the most religious person, but I prayed to every God that I could, BEGGING them to let me have this
>Arizona loses
>can't really even remember how close the game was
>I do remember that I could see despair in my mom's eyes as the game got closer to ending, so I'm assuming that the game we were watching ended with Seattle in a fairly good position
>as a bunch of commentators start talking about post-game shit, I scoot closer to mom on the couch we're sitting on and rub her shoulder
>she kinda flinches in fright
>"mom, you lost."
>she's still in shock
>"yeah, but..."
>"mom, you're a woman of your word, right?"
>"anon, please..."
>"get on your knees, mom."
>"wait, we can think of something else..."
>"come on, mom. you promised."
>"wait, just give me a second, we can think of something else..."
>she's trying her best to stall and convince me to not go through with it
>"mom, get on your fucking knees."
>"anon, stop, we can think of something else."
>getting a bit frustrated
>"mom, seriously, get on your fucking knees."
>she tries deflecting
>"IS THAT ANY WAY TO TALK TO YOUR MOTHER?"
>I'm fed up at this point
>"MOM! GET ON YOUR FUCKING KNEES!"
>she flinches from my sudden outburst
>"anon, but..."
>"NOW!"
>with a look of sadness, she gets off the couch and finally gets on her knees, her head at around the same level as my crotch now, as I stand over her
>undo my pants and pull down my boxers
>my cock is about 9 inches long, with a pretty damn good girth too, balls are nice big and plump too.
>I like to think of it as god's way of making up for how fucking butt-ugly my face is
>already semi-hard, so when I pull down my boxers, it flops out right in front of her
>her eyes widen as another look of worry overtakes her face
>she nervously laughs as she looks away, afraid to look at my big hardening cock
>"OH-OH MY GOD...OH MY GOD..."
>I start stroking it
>"look at me, mom."
>she's biting her lip, very obviously nervous, still looking away
>"MOM!"
>she flinches again and looks up at me
>"you lost the bet, time to keep your promise."
>"anon, please..."
>"open your mouth."
>she kinda just sat there staring at me for a second, too afraid to do anything
>"don't make me yell again, mom. open your fucking mouth."
>she hesitantly slowly opens her mouth
>slowly push in as much of my cock as i can fit into her mouth
>she whimpers as my meat starts stretching her jaw
>can barely fit much past the head of my cock into her mouth, too big for her
>"that all you can fit, mom?"
>she looks up at me with worry as she whimpers again
>"suck on that head like your life depends on it."
>my cock's huge bulbous head takes up a big portion of her mouth space
>she does as I say and starts suckling on it
>I can't quite explain how good all this has felt as soon as I entered her mouth, it was like heaven
>she suckles on it for a bit before I take my cock out of her mouth
>"tongue out."
>she stick her tongue out
>start smacking her tongue with my hard cock
>"now open REAL WIDE"
>"a-anon..."
>glare at her
>she does as i tell her and opens her mouth as wide as she can
>stick as much of my cock in her mouth as I can, still can only fit about half of my cock in, real tight, but I'm much too big for her mouth
>she starts gagging
>she tries to pull away
>keep her head in place
>after 3 seconds of holding her in place and her struggling, I finally release her
>she has a coughing fit, droopy saliva is all over her chin and all over my cock and balls
>"wh-WHAT THE FUCK, ANON?!"
>she's hysterical and crying
>grab the back of her head again
>start stroking my cock some more
>"p-please, can we stop now?"
>"have I cum yet, mom?"
>she whimpers again
>"now open your fucking mouth, we're not done yet."
>she opens her mouth as wide as she can again
>jam as much of my cock as I can fit into her mouth again
>she starts gagging again
>10 minutes of this later, her face is absolutely covered in saliva, as are my cock and balls
>taking a break on gagging her, she's suckling on the head of my cock as she looks up at me, tears rolling down her face
>I brush her saliva covered bangs to the side of her face
>"no one likes a sore loser mom, now keep suckling on that fucking cock head."
>she continues
>about 5 minutes after that, after I gag her with my cock one last time, I blast a fucking HUGE load into her mouth and on her face
>she whimpered with each shot of cum, it was so fucking hot
>after I'm done cumming, I stick my hard cock right back into her mouth and let her suckle on the head some more >after about a minute of suckling on my head, I finally take it out of her mouth
>"that was fucking amazing, mom. I wish we could do this more often."
>she's completely silent, her eyes are closed because her face is covered with my seed
>she slowly gets up, eyes still closed, and feels her way toward the bathroom and closes the door
>now that I think about it, I was actually way more aggressive with her than I intended to be
>it was just that she was being so stubborn, and I was so fucking horny, I felt the need to be harsh to get her to listen >I join her in the bathroom, she's out of her drenched clothes and has washed off my semen from her face, getting ready to enter the shower
>her beautiful tits and pussy in full view
>she's getting nervous again, afraid I'm not done yet
>"anon...what do you want now? haven't you had enough?"
>hug her, tell her I'm sorry for being so rough, tell her that I just want to make her feel good too
>start making out, we both get really passionate about it
>pick her up and put her on top of the toilet seat so I can start eating her out
>she smells great
>gets me even harder
>eat her out for 15 minutes
>after she cums, I jerk off and cum another big load, this time on her pussy
>just the sight and smell of her makes me lose it again, start stroking and getting hard once more to prepare for penetration, with no condom
>"b-baby, please, don't..."
>snaps me out of it
>"s-sorry, mom...you're just so sexy..."
>she smiles and we start making out again
>I smack my big hard cock on her cum-drenched pussy a few times
>she moans with each whack
>"you're such a bad boy..." she says with a big grin
>"maybe next time, mom..."
>she shakes her head with a smile
>we both get in the shower
>when we went to sleep that night, one bed stayed empty, and the other had two occupants
>so that was the biggest part of the story, the catalyst
>we stayed at that motel for a couple more days
>she often sucked me off and i often ate her out
>tried my best to not fuck her pussy
>the rest of the trip after that was just full of similar activities
>sometimes we'd stop at a rest stop so she could suck me off
>each motel room was just a new spot for me to fuck my mom's mouth
>once we finally got to my apartment, it was fairly skeletal and empty
>just bought some sleeping bags at a walmart while we waited for the furniture to be delivered in a few days
>mom notices me pick up some condoms while we're out shopping
>she shakes her head and scoffs when I look at her
>later that night, after we had some pizza delivered to my apartment, we're just chilling on the floor playing some cards
>I pull down my pants, and we begin the usual routine as she starts suckling on my cock again
>I bring out the condoms and look her right in the eyes as she's still suckling on the head of my cock
>she looks back up at me and nods her head
>we fucked like a****ls until early in the morning
>she stayed with me for about a week before she headed back home to Georgia
>each day was filled with sex
>we promised that it would stay between us
>we promised that we could never do it again, and could never speak of it again
>she went back home
>nothing has happened between us since then
>by the time we finally had the chance to meet up again, I was already in a dedicated relationship with a girl (now my wife) and dad was already back home
>still, that summer with her was some of the best sex I ever had, and I'll never forget it
>we never really brought it up again, as promised
>maybe I'll try the next time I go back home, but I love my wife too much to cheat on her, and I'm sure my mom regrets betraying my dad, even if the sex was amazing
>besides, a kept promise was the whole reason all of it happened in the first place, I think it's poetic that a kept promise is what keeps us from doing it again
I could've kept going about all the stuff after the first blowjob in more detail, but I felt I was rambling. so yeah, there it is.
-by anonimous
削除済み
>summer of 2009
>dad was deployed overseas
>I had just graduated from high school
>already had college ready to go
>lived in Georgia
>college was in California
>mom and I go on cross-country trip alone together to get to my new home
>we get to our first motel of the trip
>get settled into the room
>I take out a bunch of cans of beer I had in my backpack that an older friend gave to me to celebrate my graduation >mom gets upset, asks me where I got them from, tells me i'm not old enough to drink (was 17 at the time, about to turn 18 in a few months)
>have a small argument
>"anon, you do realize that we have to get up early to drive again, right?"
>"can't we just relax here a day or two, mom? we got all summer to get there, you know."
>argument continues
>finally convince her to calm down and have a few drinks with me
>a couple cans in, we're both a lot more laid back and relaxed
>we were watching some baseball game
>I specifically remember it being Seattle vs Arizona
>mom grew up in Arizona, so she was rooting for them obviously
>thought they weren't doing too hot, so I pointed out that they weren't going to win
>mom gets defensive and tells me I don't know what i'm talking about
>"I'm sorry, mom, but Arizona just isn't that great."
>"how about you just shut up? watch and you'll see how wrong you are."
>"want to bet on it, mom? if you're so sure?"
>"what? you want to take money from your mommy, big tough guy?"
>"it doesn't have to be money, mom."
>"oh yeah, then what do you have in mind?"
>had no idea things would lead to this
>to be honest, I had always had fantasies about mom for a while, I was excited when dad got deployed and I finally had her alone with me
>I guess the alcohol and my cockiness during the argument gave me the courage to finally come out with it
>"well, whoever loses COULD do all the driving all the way to California..."
>"hmm, yeah, that would suck, anon. but that doesn't sound like a real big punishment for how much of an asshole you're being against arizona. scared you're wrong?"
>my heart skipped a beat when she fell right into the trap and gave me the perfect setup for my proposal
>"alright then, mom, how about this? if I lose, I have to drive all the way to California...AND I can buy you those expensive new sunglasses you've been looking at with the money i have saved up."
>"hmm...I like what I'm hearing so far."
>"but if YOU lose, mom. You have to suck my cock."
>moment of silence
>"EXCUSE ME?!"
>heart skipped again, but I had already crossed the line, I wasn't going to waste the chance
>"you heard me, mom. if I win the bet, you suck my cock."
>"you're out of your mind, anon! just when did you get this perverted?"
>"I've been like this a while, mom, just didn't let you know about it."
>another of moment of silence, mom is speechless
>"this is ridiculous, I'm not going to...suck your thing."
>"aww, what's wrong, mom? scared you're going to lose?"
>she starts getting defensive again
>I really can't emphasize how thankful I am for the friend that gave me the beer, because without the alcohol in her system, she honestly might not have risen to my taunts
>"I'M NOT SCARED! it's about the principle, anon! I'm your fucking mother, you freak."
>she's really flustered and kinda chuckling about the whole situation
>I laugh
>"you sound pretty scared, mom. it's alright if you know I'm right, it's not like you HAVE to take the bet."
>she chuckles with disbelief at me and looks away
>"you're fucking ridiculous."
>"what's wrong, mom? if you're not scared, this should be an easy decision. you get your precious sunglasses on my dime, AND you don't have to do any more driving the whole trip."
>she looks back at me with a smirk on her face, still in disbelief
>she scoffs
>"you know what? FINE! I'll take the bet, you fucking freak. but you better not tell your father about this, UNDERSTOOD!? and you better keep up your fucking end of the deal when you lose, GOT IT?! first thing tomorrow, we're going shopping for those sunglasses."
>can't possibly describe how fucking excited I was
>"NICE! alright, mom, let's shake on it!"
>we shake hands and swear on it
>"so it's a sealed deal then! I fully expect you to carry out your promise when you lose, mom. don't go back on your word."
>she scoffs at me again
>"yeah, shut it, anon. i'm a woman of my word, but you're not winning anything. Arizona's got this."
>all that's left was for Arizona to lose, it was all up to chance now
>I'm not the most religious person, but I prayed to every God that I could, BEGGING them to let me have this
>Arizona loses
>can't really even remember how close the game was
>I do remember that I could see despair in my mom's eyes as the game got closer to ending, so I'm assuming that the game we were watching ended with Seattle in a fairly good position
>as a bunch of commentators start talking about post-game shit, I scoot closer to mom on the couch we're sitting on and rub her shoulder
>she kinda flinches in fright
>"mom, you lost."
>she's still in shock
>"yeah, but..."
>"mom, you're a woman of your word, right?"
>"anon, please..."
>"get on your knees, mom."
>"wait, we can think of something else..."
>"come on, mom. you promised."
>"wait, just give me a second, we can think of something else..."
>she's trying her best to stall and convince me to not go through with it
>"mom, get on your fucking knees."
>"anon, stop, we can think of something else."
>getting a bit frustrated
>"mom, seriously, get on your fucking knees."
>she tries deflecting
>"IS THAT ANY WAY TO TALK TO YOUR MOTHER?"
>I'm fed up at this point
>"MOM! GET ON YOUR FUCKING KNEES!"
>she flinches from my sudden outburst
>"anon, but..."
>"NOW!"
>with a look of sadness, she gets off the couch and finally gets on her knees, her head at around the same level as my crotch now, as I stand over her
>undo my pants and pull down my boxers
>my cock is about 9 inches long, with a pretty damn good girth too, balls are nice big and plump too.
>I like to think of it as god's way of making up for how fucking butt-ugly my face is
>already semi-hard, so when I pull down my boxers, it flops out right in front of her
>her eyes widen as another look of worry overtakes her face
>she nervously laughs as she looks away, afraid to look at my big hardening cock
>"OH-OH MY GOD...OH MY GOD..."
>I start stroking it
>"look at me, mom."
>she's biting her lip, very obviously nervous, still looking away
>"MOM!"
>she flinches again and looks up at me
>"you lost the bet, time to keep your promise."
>"anon, please..."
>"open your mouth."
>she kinda just sat there staring at me for a second, too afraid to do anything
>"don't make me yell again, mom. open your fucking mouth."
>she hesitantly slowly opens her mouth
>slowly push in as much of my cock as i can fit into her mouth
>she whimpers as my meat starts stretching her jaw
>can barely fit much past the head of my cock into her mouth, too big for her
>"that all you can fit, mom?"
>she looks up at me with worry as she whimpers again
>"suck on that head like your life depends on it."
>my cock's huge bulbous head takes up a big portion of her mouth space
>she does as I say and starts suckling on it
>I can't quite explain how good all this has felt as soon as I entered her mouth, it was like heaven
>she suckles on it for a bit before I take my cock out of her mouth
>"tongue out."
>she stick her tongue out
>start smacking her tongue with my hard cock
>"now open REAL WIDE"
>"a-anon..."
>glare at her
>she does as i tell her and opens her mouth as wide as she can
>stick as much of my cock in her mouth as I can, still can only fit about half of my cock in, real tight, but I'm much too big for her mouth
>she starts gagging
>she tries to pull away
>keep her head in place
>after 3 seconds of holding her in place and her struggling, I finally release her
>she has a coughing fit, droopy saliva is all over her chin and all over my cock and balls
>"wh-WHAT THE FUCK, ANON?!"
>she's hysterical and crying
>grab the back of her head again
>start stroking my cock some more
>"p-please, can we stop now?"
>"have I cum yet, mom?"
>she whimpers again
>"now open your fucking mouth, we're not done yet."
>she opens her mouth as wide as she can again
>jam as much of my cock as I can fit into her mouth again
>she starts gagging again
>10 minutes of this later, her face is absolutely covered in saliva, as are my cock and balls
>taking a break on gagging her, she's suckling on the head of my cock as she looks up at me, tears rolling down her face
>I brush her saliva covered bangs to the side of her face
>"no one likes a sore loser mom, now keep suckling on that fucking cock head."
>she continues
>about 5 minutes after that, after I gag her with my cock one last time, I blast a fucking HUGE load into her mouth and on her face
>she whimpered with each shot of cum, it was so fucking hot
>after I'm done cumming, I stick my hard cock right back into her mouth and let her suckle on the head some more >after about a minute of suckling on my head, I finally take it out of her mouth
>"that was fucking amazing, mom. I wish we could do this more often."
>she's completely silent, her eyes are closed because her face is covered with my seed
>she slowly gets up, eyes still closed, and feels her way toward the bathroom and closes the door
>now that I think about it, I was actually way more aggressive with her than I intended to be
>it was just that she was being so stubborn, and I was so fucking horny, I felt the need to be harsh to get her to listen >I join her in the bathroom, she's out of her drenched clothes and has washed off my semen from her face, getting ready to enter the shower
>her beautiful tits and pussy in full view
>she's getting nervous again, afraid I'm not done yet
>"anon...what do you want now? haven't you had enough?"
>hug her, tell her I'm sorry for being so rough, tell her that I just want to make her feel good too
>start making out, we both get really passionate about it
>pick her up and put her on top of the toilet seat so I can start eating her out
>she smells great
>gets me even harder
>eat her out for 15 minutes
>after she cums, I jerk off and cum another big load, this time on her pussy
>just the sight and smell of her makes me lose it again, start stroking and getting hard once more to prepare for penetration, with no condom
>"b-baby, please, don't..."
>snaps me out of it
>"s-sorry, mom...you're just so sexy..."
>she smiles and we start making out again
>I smack my big hard cock on her cum-drenched pussy a few times
>she moans with each whack
>"you're such a bad boy..." she says with a big grin
>"maybe next time, mom..."
>she shakes her head with a smile
>we both get in the shower
>when we went to sleep that night, one bed stayed empty, and the other had two occupants
>so that was the biggest part of the story, the catalyst
>we stayed at that motel for a couple more days
>she often sucked me off and i often ate her out
>tried my best to not fuck her pussy
>the rest of the trip after that was just full of similar activities
>sometimes we'd stop at a rest stop so she could suck me off
>each motel room was just a new spot for me to fuck my mom's mouth
>once we finally got to my apartment, it was fairly skeletal and empty
>just bought some sleeping bags at a walmart while we waited for the furniture to be delivered in a few days
>mom notices me pick up some condoms while we're out shopping
>she shakes her head and scoffs when I look at her
>later that night, after we had some pizza delivered to my apartment, we're just chilling on the floor playing some cards
>I pull down my pants, and we begin the usual routine as she starts suckling on my cock again
>I bring out the condoms and look her right in the eyes as she's still suckling on the head of my cock
>she looks back up at me and nods her head
>we fucked like a****ls until early in the morning
>she stayed with me for about a week before she headed back home to Georgia
>each day was filled with sex
>we promised that it would stay between us
>we promised that we could never do it again, and could never speak of it again
>she went back home
>nothing has happened between us since then
>by the time we finally had the chance to meet up again, I was already in a dedicated relationship with a girl (now my wife) and dad was already back home
>still, that summer with her was some of the best sex I ever had, and I'll never forget it
>we never really brought it up again, as promised
>maybe I'll try the next time I go back home, but I love my wife too much to cheat on her, and I'm sure my mom regrets betraying my dad, even if the sex was amazing
>besides, a kept promise was the whole reason all of it happened in the first place, I think it's poetic that a kept promise is what keeps us from doing it again
I could've kept going about all the stuff after the first blowjob in more detail, but I felt I was rambling. so yeah, there it is.
-by anonimous
7年前
