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Your Most Taboo Fuck

Tomoreno

Well-known member
Oct 4, 2020
1,504
2,148
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I wouldn't mind a bit if he had. I get super turned on by man on man action. Especially if I get to be at the center of it.
I'm sure you didn't mind.

In case "new guy" did mind, he likely couldn't say for at least 2 reasons:
- hard to talk with cock in a mouth
- it's not polite to talk with full mouth
 

Jasmina

Well-known member
Jun 11, 2013
2,197
1,520
113
Toronto
FWB has an especially endowed* piece, I can assure you it was inside me the whole time. And new guy knew exactly what was happening... but your concern for consent is sweet.

I'm sure you didn't mind.

In case "new guy" did mind, he likely couldn't say for at least 2 reasons:
- hard to talk with cock in a mouth
- it's not polite to talk with full mouth
 
Last edited:

Don Draper

Cufflinks & Cognac
Nov 24, 2009
6,364
640
113
Well, I don't know if this qualifies as my "most" but it certainly is the most memorable, under the circumstances. I might as well share it here and get it off my chest. There is no one else I can share this with anyway. It's not a catastrophe, I just shouldn't have done it.

My S.O's 20 year old niece.

My S.O's sister was visiting us with her two kids, my 20 year old niece and her 14 year old brother. I get (got?) along very well with her. Soft spoken, petite and attractive. She's spoiled by me with her even affectionally saying that "I want Uncle Don to give me away at my wedding when the day comes". Sweet of her to say.

Me being the night owl, I stayed up to watch a movie once everyone had gone to sleep on a Saturday night. I'm enjoying my drink and the film when my niece comes downstairs wrapped in a throw blanket. She asks: "I can't sleep Uncle Don. Can I watch the movie with you?". Of course I say yes, gladly throwing some pillows to her end of the 'L' shaped couch. To my COMPLETE AND UTTER ASTONISHMENT, she cuddles up to me on the right, little girl style, puts her head directly on my chest/stomach and hugs me with her right arm. I'm sitting there somewhat dumbfounded, not daring to touch her, even on top of the blanket and keep my arms spread open on the shoulders of the couch. I'm terrified of getting an erection. My hearing switches to 'Ultra Sensitive' should I hear any noises from upstairs.

Her hair smells so good and we stay like this for about 20 or 25 minutes. She asks a few questions about the movie, giggles often, wiggles her feet and rubs them together (my first hint) and then says: "You smell so good, Uncle Don. I'm so comfy". I ask her: "Are you sleepy? You want me to get you a drink"? She just shakes her head "No". So I make a decision and decide to lower my level of caution. I wait a few minutes for her to move, however slightly and when she does, I slip my arm UNDER the blanket and then hug her waist. She had rolled her silk nightie up just enough so that my hand went directly onto her tummy, skin on skin. The skin is so soft and supple that I couldn't control it anymore. The blood rushed fast into my groin and I had an erection the size of a house. She had to notice. I softly kissed the top of her head and then she displayed one of the ultimate female signs of attraction: she moved her hand from around my chest and slid it to place it on my stomach. Any man knows that when a woman puts her hand on your stomach, it's done because that's as close to your penis as she can get while still seeming 'proper'. I took her hand and then put it directly on my erection. She didn't pull away but neither did she do anything with her hand. She just rested her hand there. After a minute, I asked: "Do you like that?" and she softly answered "Yes". So, I unbuckled my pants, pulled my zipper down and fully exposed my erection to her. She grabbed it with her dainty, soft hands and stroked it gently up and down. She just stared at it lovingly, with her head on my stomach and kept stroking softly. So I said to her: "If you like it that much, then you should kiss it." I softly guided her head towards it and a very soft blow job began. My heart was racing out of my chest for any slight noise coming from upstairs. I could even hear the pounding in my ears. The rush of danger and adrenaline made this so exciting. I was dizzy.

After 5 minutes or so of this delicate blow job, I threw the blanket off her and then placed her on the floor in classic blow job position in front of me. As I moved her, I took her nightie off and took my pants off. I stroked her hair, her shoulders, her back and her breasts. My touch hugely stimulated her and she went into a big, messy blow job with saliva everywhere. The long black hair, pert breasts and supple skin of a 20 year old girl are proof there is a Heaven. Although, at this moment, I kept telling myself I was going to hell. I was sure I was. I thought at any minute I would hear a scream from her Mother or my S.O. No scream came though. At this point I thought to myself: "In for a penny, in for a pound". Really, the worst thing that could happen would be the end of the relationship with my S.O. This thrill was worth it.

So I took her in missionary right there on the floor in front of my TV. She was wet and ready for me. She started moaning so I softly shushed her and put my thumb in her mouth to keep her quiet. She sucked on my thumb the same way as she did during the blow job. I turned her over and I put a pillow under her for comfort during doggie. Again stroking her ass, waist, back and shoulders. Perfect skin. Still in doggie, I put her upper body on the couch seat with her knees on the floor. This way I could pull her head back, stroke her hair and breasts better. I didn't spank her, however softly, not because I didn't want to but for fear of sound. I did squeeze her ass cheeks hard enough so I could see them turn pink. She moaned here and there but was mostly quiet. She was slightly sweaty, her tiny nipples were hard and dark. The smooth skin around her vagina was warm and swollen. It's a memory for a lifetime.

Lastly, I picked her up and I sat on the couch. Then I sat her on my lap and we did a sort-of cow girl with me bouncing her up and down, holding her by the butt cheeks. When she started twitching and quivering and I knew she was coming, I put my thumb in her mouth again and told her to keep quiet. She collapsed on me exhausted but I kept stroking her breasts. After a minute or two, once she was sufficiently recovered, I put her back on the floor in blow job position and I finished off exploding in her mouth. I think it must have been the first time a man had come in her mouth as she was completely wide-eyed but hummed agreeably to the taste. I calculate we were at it for about 45 minutes.

I stroked her hair, kissed her softly on the lips and then told her: "go to the washroom, clean up and brush your teeth quietly. If anyone should wake up, just say you had to go to the bathroom upstairs. I'm going to pretend I fell asleep here on the couch watching TV". She just nodded, kissed me and off she went.

I did go to sleep on the couch. I let my S.O. wake me up there in the morning. (I actually didn't want to go to bed smelling like my niece. My S.O. would definitely notice.) I took a shower, shaved and came down to have breakfast. My S.O's sister was at the breakfast table already. I must have been pale. I could hear my heart in my ears again. She just looked at me, smiled and said: "good morning". The nephew came down next, gave me a shoulder punch and stuffed his face. It seemed like an eternity of small talk and banality. I had no intention of saying: "hey, is ****** still sleeping?" I was still wondering/worried what would happen? Almost an hour went by when she finally came down. She conducted herself like any other uneventful, boring Sunday morning.

We have never done it or spoken about again or since.
 
Last edited:
A

Akila Besos

Well, I don't know if this qualifies as my "most" but it certainly is the most memorable, under the circumstances. I might as well share it here and get it off my chest. There is no one else I can share this with anyway. It's not a catastrophe, I just shouldn't have done it.

My S.O's 20 year old niece.

My S.O's sister was visiting us with her two kids, my 20 year old niece and her 14 year old brother. I get (got?) along very well with her. Soft spoken, petite and attractive. She's spoiled by me with her even affectionally saying that "I want Uncle Don to give me away at my wedding when the day comes". Sweet of her to say.

Me being the night owl, I stayed up to watch a movie once everyone had gone to sleep on a Saturday night. I'm enjoying my drink and the film when my niece comes downstairs wrapped in a throw blanket. She asks: "I can't sleep Uncle Don. Can I watch the movie with you?". Of course I say yes, gladly throwing some pillows to her end of the 'L' shaped couch. To my COMPLETE AND UTTER ASTONISHMENT, she cuddles up to me on the right, little girl style, puts her head directly on my chest/stomach and hugs me with her right arm. I'm sitting there somewhat dumbfounded, not daring to touch her, even on top of the blanket and keep my arms spread open on the shoulders of the couch. I'm terrified of getting an erection. My hearing switches to 'Ultra Sensitive' should I hear any noises from upstairs.

Her hair smells so good and we stay like this for about 20 or 25 minutes. She asks a few questions about the movie, giggles often, wiggles her feet and rubs them together (my first hint) and then says: "You smell so good, Uncle Don. I'm so comfy". I ask her: "Are you sleepy? You want me to get you a drink"? She just shakes her head "No". So I make a decision and decide to lower my level of caution. I wait a few minutes for her to move, however slightly and when she does, I slip my arm UNDER the blanket and then hug her waist. She had rolled her silk nightie up just enough so that my hand went directly onto her tummy, skin on skin. The skin is so soft and supple that I couldn't control it anymore. The blood rushed fast into my groin and I had an erection the size of a house. She had to notice. I softly kissed the top of her head and then she displayed one of the ultimate female signs of attraction: she moved her hand from around my chest and slid it to place it on my stomach. Any man knows that when a woman puts her hand on your stomach, it's done because that's as close to your penis as she can get while still seeming 'proper'. I took her hand and then put it directly on my erection. She didn't pull away but neither did she do anything with her hand. She just rested her hand there. After a minute, I asked: "Do you like that?" and she softly answered "Yes". So, I unbuckled my pants, pulled my zipper down and fully exposed my erection to her. She grabbed it with her dainty, soft hands and stroked it gently up and down. She just stared at it lovingly, with her head on my stomach and kept stroking softly. So I said to her: "If you like it that much, then you should kiss it." I softly guided her head towards it and a very soft blow job began. My heart was racing out of my chest for any slight noise coming from upstairs. I could even hear the pounding in my ears. The rush of danger and adrenaline made this so exciting. I was dizzy.

After 5 minutes or so of this delicate blow job, I threw the blanket off her and then placed her on the floor in classic blow job position in front of me. As I moved her, I took her nightie off and took my pants off. I stroked her hair, her shoulders, her back and her breasts. My touch hugely stimulated her and she went into a big, messy blow job with saliva everywhere. The long black hair, pert breasts and supple skin of a 20 year old girl are proof there is a Heaven. Although, at this moment, I kept telling myself I was going to hell. I was sure I was. I thought at any minute I would hear a scream from her Mother or my S.O. No scream came though. At this point I thought to myself: "In for a penny, in for a pound". Really, the worst thing that could happen would be the end of the relationship with my S.O. This thrill was worth it.

So I took her in missionary right there on the floor in front of my TV. She started moaning so I softly shushed her and put my thumb in her mouth to keep her quiet. She sucked on my thumb the same way as she did during the blow job. I turned her over and I put a pillow under her for comfort during doggie. Again stroking her ass, waist, back and shoulders. Perfect skin. Still in doggie, I put her upper body on the couch seat with her knees on the floor. This way I could pull her head back, stroke her hair and breasts better. I didn't spank her, however softly, not because I didn't want to but for fear of sound. I did squeeze her ass cheeks enough so I could see them turn pink. She moaned here and there but was mostly quiet. She was slightly sweaty, her tiny nipples were hard and dark. The skin around her smooth vagina was warm and swollen. It's a memory for a lifetime.

Lastly, I picked her up and I sat on the couch. Then I sat her on my lap and we did a sort-of cow girl with me bouncing her up and down, holding her by her butt cheeks. When she started twitching and quivering and I knew she was coming, I put my thumb in her mouth again and told her to keep quiet. She collapsed on me exhausted but I kept stroking her breasts. After a minute or two, once she was sufficiently recovered, I put her back on the floor in blow job position and I finished off exploding in her mouth. I think it must have been the first time a man had come in her mouth as she was completely wide-eyed but hummed agreeably to the taste. I calculate we were at it for about 45 minutes.

I stroked her hair, kissed her softly on the lips and then told her: "go to the washroom, clean up and brush your teeth quietly. If anyone should wake up, just say you had to go to the bathroom upstairs. I'm going to pretend I fell asleep here on the couch watching TV". She just nodded, kissed me and off she went.

I did go to sleep on the couch. I let my S.O. wake me up there in the morning. (I actually didn't want to go to bed smelling like my niece. My S.O. would definitely notice.) I took a shower, shaved and came down to have breakfast. My S.O's sister was at the breakfast table already. I must have been pale. I could hear my heart in my ears again. She just looked at me, smiled and said: "good morning". The nephew came down next, gave me a shoulder punch and stuffed his face. It seemed like an eternity of small talk and banality. I had no intention of saying: "hey, is ****** still sleeping?" I was still wondering/worried what would happen? Almost an hour went by when she finally came down. She conducted herself like any other uneventful, boring Sunday morning.

We have never done it or spoken about again or since.
Okie I am done reading this turned me on
 
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Valcazar

Just a bundle of fucking sunshine
Mar 27, 2014
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And now I realize I should have done the full story as my answer earlier. (Maybe later.)
 
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Nickelodeon

Well-known member
Apr 13, 2003
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toronto
This taboo fuck goes in the opposite direction of Don Draper in that it involves a GILF. A few years ago an Italian neighbor of ours died of cancer. The husband and wife are in their 60's and there was normal socializing with them in the neighborhood.

A year of so after his death, my SO had to be out of town and the widow invited me over for dinner. As a good Italian wife, she knows how to cook. Anyway we got talking about how much she missed her husband and what she missed and this led to some steamy sex.

We have kept in touch, but seriously because this would be disastrous for our reputations if it came out, everything has been very low profile with sex only a couple of times a year when the rare opportunity arises, interspersed with whatsaspp messaging.

As Italian Catholics she and her husband never had oral sex, so she wanted to try a blow job. Well, she fell in love with it. With the few occasions we get together, she wants to make sure that I finish with a BJ...everything deep throat, facials, swallow, she just can't get enough of it. She feels that missed years of fun, and her words are "I want to devour you". And I am grateful.

The last time we got together, I wanted to make sure that she had an orgasm or two so she said something like "OK kiss me while you're using your hand". This resulted in an orgasm while I rubbed her clit. After she came once, she was soaking wet and said to stick my fingers in. I discovered she had a combination of very wet but very flexible (stretchy?) pussy. As I fingered her, she kept saying "more" and I had to keep adding fingers, until all of my fingers were in up to my knuckles. I was afraid I was hurting her, but she kept gasping and groaning and saying "Don't stop...push harder". I don't think I ever understood the appeal of fisting until this moment. I always thought it was a fetish, but this woman was fulfilled by it. And it was pretty different lying beside her with a couple of fingers compared to repositioning myself to make sure she achieved orgasm with my hand pumping insider her.

After her two orgasms I finished with a most intense blow job facial I could recall.

All true...it's amazing what's out there.
 

thirdcup

Well-known member
Jan 4, 2005
1,336
110
63
Directly above the center of the earth

Robert Mugabe

Well-known member
Nov 5, 2017
8,824
5,786
113
This taboo fuck goes in the opposite direction of Don Draper in that it involves a GILF. A few years ago an Italian neighbor of ours died of cancer. The husband and wife are in their 60's and there was normal socializing with them in the neighborhood.

A year of so after his death, my SO had to be out of town and the widow invited me over for dinner. As a good Italian wife, she knows how to cook. Anyway we got talking about how much she missed her husband and what she missed and this led to some steamy sex.

We have kept in touch, but seriously because this would be disastrous for our reputations if it came out, everything has been very low profile with sex only a couple of times a year when the rare opportunity arises, interspersed with whatsaspp messaging.

As Italian Catholics she and her husband never had oral sex, so she wanted to try a blow job. Well, she fell in love with it. With the few occasions we get together, she wants to make sure that I finish with a BJ...everything deep throat, facials, swallow, she just can't get enough of it. She feels that missed years of fun, and her words are "I want to devour you". And I am grateful.

The last time we got together, I wanted to make sure that she had an orgasm or two so she said something like "OK kiss me while you're using your hand". This resulted in an orgasm while I rubbed her clit. After she came once, she was soaking wet and said to stick my fingers in. I discovered she had a combination of very wet but very flexible (stretchy?) pussy. As I fingered her, she kept saying "more" and I had to keep adding fingers, until all of my fingers were in up to my knuckles. I was afraid I was hurting her, but she kept gasping and groaning and saying "Don't stop...push harder". I don't think I ever understood the appeal of fisting until this moment. I always thought it was a fetish, but this woman was fulfilled by it. And it was pretty different lying beside her with a couple of fingers compared to repositioning myself to make sure she achieved orgasm with my hand pumping insider her.

After her two orgasms I finished with a most intense blow job facial I could recall.

All true...it's amazing what's out there.
You lucky bastard. Rocco Sifridi had a similar one time only story in a similar vein.
Seems like what you say it true
 

richaceg

Well-known member
Feb 11, 2009
12,430
4,209
113
Finger banged my cousins ex gf on a party...we were sitting on an out door dining set with some friends just shooting shit and my hands went between the legs..she was already wet and just nod so I went for it...no return of favor as she wasn't even my type lol...
 

NotADcotor

His most imperial galactic atheistic majesty.
Mar 8, 2017
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