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JerkMeOnYourGFsFace Amateur Jackinchatter

268 posts since 2010-10-04
55 year old
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OK, so I have four questions about fantasies:

1) What is a fantasy you have that you'll never do even if you get a chance?

2) A fantasy you're trying to realize but can't make it happen?

3) a fantasy that could happen anytime but you don't have the courage to go through with it?

4) the last fantasy that came true

5) how #4 could have been better

My answers:

1) make a porn movie with a group of college students I know.
2) Find a girl who thinks her boyfriend is bi and be the object of their experiments
3) cum in my hand while jacking off here and slurping it all up, without a moment's pause and while still looking at hot pics.
4) got pegged. It was great.
5) if someone else was watching
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plush Omnipitant Jackinchatter

5160 posts since 2010-02-06
heterosexual male from USA
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1.Get a dirty ATM from a woman
2. see #1
3. can't think of any
4.receiving a b/s from wife
5.another woman joins in
old long time jacker who loves anal with woman only
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1) Probably watch my girlfriend fuck another guy. Seems like it would be hot but I'd probably back out last minute for obvious reasons. I doubt she'd be down anyway.

2) Threesome with my girlfriend. She rejects it outright every time I mention it.

3) A gay-virginity losing night with a dude with a huge dick. I've had ample opportunity over the years to make something like this happen.

4) A surprise blowjob from my girlfriend while we were laying on the couch.

5) Dunno! It was pretty good. One of her friends joining in couldn't have hurt though! wink
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JerkMeOnYourGFsFace Amateur Jackinchatter

268 posts since 2010-10-04
55 year old
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I like these answers so far. I would add that to my fantasies that I'd like someone to blow me while I was looking at pics and chatting here...someone who is turned on by the kind of pictures I look at and that guys are helping each other cum.
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JerkMeOnYourGFsFace Amateur Jackinchatter

268 posts since 2010-10-04
55 year old
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I guess this thread isn't as popular as I thought it would be.... too bad.
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Shvdmale Skilled Jackinchatter

689 posts since 2015-12-15
72 year old bisexual male from Texas
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Not sure about all the answers but I would like to find another straight/curious male my age to meeet in person and video each other fucking fleshlights and jacking off!
Always naked and horny...STILL looking for JO bud.
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plush Omnipitant Jackinchatter

5160 posts since 2010-02-06
heterosexual male from USA
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Most guys try to keep their fantasies to their-selves and may share them with a select few. I have been pretty open about my fantasy world and it is a good topic they are just shy or ashamed.
old long time jacker who loves anal with woman only
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JerkMeOnYourGFsFace Amateur Jackinchatter

268 posts since 2010-10-04
55 year old
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I guess that's true. I just figured since we are all anonymous...

any maybe we'd find people with like minds
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McGuire14 Amateur Jackinchatter

300 posts since 2015-08-24
59 year old bisexual male from Westchester, NY
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JerkMeOnYourGFsFace said:
I guess this thread isn't as popular as I thought it would be.... too bad.


Well you only put it up yesterday, so give it some time. But when you posted it, you had answers in mind. Some of these are tough thought provoking questions, and folks might get mentally stuck trying to answer the whole package.

Like impulsive guys like me hesistate at the first question since it has "never" in it & we're impulsive, so our "never say never" philosophy leaves us guessing as to an answer for it.

Number 2 - trying to get into the pants of a few chicks at work

Number 3 - mutual jack off session with a guy

Number 4 - having found someone to let me ejaculate into her mouth

Number 5 - if i could've sustained the relationship so that it could've continued to this day


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JerkMeOnYourGFsFace Amateur Jackinchatter

268 posts since 2010-10-04
55 year old
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Nice answers. I'd try #3 too,..
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FLscribe Professional Jackinchatter

1988 posts since 2014-06-09
55 year old bisexual male from tampa
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What is a fantasy you have that you'll never do even if you get a chance?

Fuck my sister-in-law, who is significantly hotter than my wife and flirts mercilessly with me. Actually, I would fuck her but my wife literally would kill me if I did, so ... no.


A fantasy you're trying to realize but can't make it happen?

A threeway with my wife and her sister. grin


A fantasy that could happen anytime but you don't have the courage to go through with it?

Hiring my favorite pornstar as an "escort" for an evening of bliss. It's not really so much not having courage to do it as it is not having the courage to concoct an elaborate cover-up to hide the $2,000 it would cost to do this.


The last fantasy that came true.

I'm actually more of an voyeur, but I explored my exhibitionist side recently when I fucked my fucked my wife on the balcony of our hotel room, overlooking the ocean. I expected we'd get caught by people on the beach, but we were caught by the maid instead. And we didn't stop, because I was the only one who knew what happened. As soon as I noticed we were being watched, I blew my load deep inside my wife's wet pussy. I have no doubt the maid heard me groan my orgasm.)


How #4 could have been better

If the maid joined in, I suppose. She was a cute middle-aged Latina.
Open to interesting ideas
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Slurp Amateur Jackinchatter

471 posts since 2014-09-22
64 year old
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I have four questions about fantasies:

>1) What is a fantasy you have that you'll never do even if you get a chance?

Be stranded on a distant Pacific tropical Island and discover a lovely young virgin there. We fall in love and make constant passionate love--in waterfalls, in the sea, on the beach, on volcanic rocks, in hammocks in the trees, etc.

>2) A fantasy you're trying to realize but can't make it happen?

The above


>3) a fantasy that could happen anytime but you don't have the courage to go through with it?

Masturbate a male friend on a regular basis.

>4) the last fantasy that came true

Masturbated a male friend.


>5) how #4 could have been better

If it were on a regular basis.
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Jerks_to_Taboos Novice Jackinchatter

20 posts since 2015-11-08
54 year old
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1) What is a fantasy you have that you'll never do even if you get a chance?

Fuck my daughter's 19yo best friend...nice fantasy but way too complicated after.

2) A fantasy you're trying to realize but can't make it happen?
Getting a peek at the above girl topless or naked either by finding photos on their phones or spying on them at the pool when they do not know i am home.

3) a fantasy that could happen anytime but you don't have the courage to go through with it?
Masturbating openly at a beach while watching hot young girls walking around in bikinis and/or topless


4) the last fantasy that came true
Fucked my teacher in high school


5) how #4 could have been better
If my whole class was watching
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Bogey58 Professional Jackinchatter

1062 posts since 2007-12-29
65 year old bisexual male from Salt Lake, Utah
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1) What is a fantasy you have that you'll never do even if you get a chance?

A: Suck another guys cock and swallow his cum.

2) A fantasy you're trying to realize but can't make it happen?

A: Fuck my sons girlfriend.

3) a fantasy that could happen anytime but you don't have the courage to go through with it?

Have a threesome with my ex and her new boyfriend.

4) the last fantasy that came true

A: A three way with two bisexual babes.

5) how #4 could have been better

A: Add another guy and another girl, I want to eat another guys cum from more cunts.
Meaning of life= Suck cock, swallow sperm.
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What is a fantasy you have that you'll never do even if you get a chance?

PM me for that one.

2) A fantasy you're trying to realize but can't make it happen?

A: Fuck a workmate

3) a fantasy that could happen anytime but you don't have the courage to go through with it?

One opp just opened up. If I don't go through with it, I'll update this.

4) the last fantasy that came true

Came in a complete stranger's face.

5) how #4 could have been better

A: She could have been much more attractive.
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