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12-29-2012, 05:27 PM
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#1
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Really Experienced
Kim_Burly is online now
Join Date: Jan 2010
Location: Chicago, IL
Posts: 203
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Prostate massage: Doing it better?
My new boyfriend enjoys anal play, he loves me to rim him and twice now I have massaged his prostate while blowing him. The first time I used one finger and I got a continual, heavy stream of pre-cum and when he did come, it was even larger than his usual huge load.
The second time, I used two fingers, very agressively, while talking dirty to him about what I was doing. He was going crazy until he grabbed my head and shoved himself down my throat as far as he could go. He totally gagged me until he was done coming. He was squeezing my head very tightly and yelling dirty little nothings in my ear. The fact was, he really came just from my massage, I was very happy with myself. H said it was one of his best orgasms ever.
So I know I am doing right, is there anything else I can do to make it even better? What I am doing is starting out slowly teasing the prostate and gradually increasing the speed and pressure of the massage.
I have trimmed the nails on the two fingers very short, because I am certain I probably gave him small cuts with my nails the first times.
Is it best for a man to have an orgasm just from the massage, or, is it better to be accompanied by being sucked. I asked him and he said he didn't know, we'd just have to keep experimenting. The next time he wants his balls in my mouth (small mouth/big balls  ) and the two finger approach again.
The first times I was on my knees in front of him while standing. I think it would proably be easier for me if he lays on his back and I am on my knees between his legs.
Suggestions? Thanks, Kim 
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12-29-2012, 09:25 PM
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#2
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Literotica Guru
albertaboy is offline
Join Date: Aug 2007
Posts: 4,280
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Sounds like you are doing it right.
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12-30-2012, 09:36 AM
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#3
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Virgin
nkdjim2 is offline
Join Date: May 2011
Location: SW Va
Posts: 23
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Keep it up, you can keep varying things and using some toys on him,
if he does not like something, try something else. Prostate play is like gspot play but most women don't feel that way because of where it is located. I just wish my wife would please me that way.
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12-30-2012, 08:41 PM
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#4
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Really Really Experienced
Hosebloke is offline
Join Date: Dec 2012
Posts: 358
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Wow
Wow are you busy lol
Quote:
Originally Posted by Kim_Burly
My new boyfriend enjoys anal play, he loves me to rim him and twice now I have massaged his prostate while blowing him. The first time I used one finger and I got a continual, heavy stream of pre-cum and when he did come, it was even larger than his usual huge load.
The second time, I used two fingers, very agressively, while talking dirty to him about what I was doing. He was going crazy until he grabbed my head and shoved himself down my throat as far as he could go. He totally gagged me until he was done coming. He was squeezing my head very tightly and yelling dirty little nothings in my ear. The fact was, he really came just from my massage, I was very happy with myself. H said it was one of his best orgasms ever.
So I know I am doing right, is there anything else I can do to make it even better? What I am doing is starting out slowly teasing the prostate and gradually increasing the speed and pressure of the massage.
I have trimmed the nails on the two fingers very short, because I am certain I probably gave him small cuts with my nails the first times.
Is it best for a man to have an orgasm just from the massage, or, is it better to be accompanied by being sucked. I asked him and he said he didn't know, we'd just have to keep experimenting. The next time he wants his balls in my mouth (small mouth/big balls  ) and the two finger approach again.
The first times I was on my knees in front of him while standing. I think it would proably be easier for me if he lays on his back and I am on my knees between his legs.
Suggestions? Thanks, Kim 
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12-30-2012, 08:47 PM
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#5
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Virgin
easternmale2012 is offline
Join Date: Dec 2012
Location: USA
Posts: 5
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It sounds like you are doing a great job. Are you taking volunteers to demonstrate on so we can have a better idea? 
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12-30-2012, 10:35 PM
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#6
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Experienced
bob53 is offline
Join Date: May 2010
Posts: 56
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Lay him down to let him totally relax and enjoy.
I know when I have had both done simultaneously ( blow job and prostate massage ) I get to the point that I don't know which way to move as they both feel so damn good. It almost becomes frustrating due to the intensity of the combination.
When he gets to that point change it up by reducing the stimulation of the blow job so he can focus on the good feeling from the prostate.
When he is really going crazy then go back to the full blow job to really send him over the edge. It's worked on me more than once. 
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12-30-2012, 11:49 PM
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#7
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Really Experienced
Kim_Burly is online now
Join Date: Jan 2010
Location: Chicago, IL
Posts: 203
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Thanks for the input! In my online research, I have read about two types of orgasms, prostate followed shortly by a normal penile orgasm. This is going to be my goal, next time I get to do this for him. Has that ever happened for you?
Quote:
Originally Posted by bob53
Lay him down to let him totally relax and enjoy.
I know when I have had both done simultaneously ( blow job and prostate massage ) I get to the point that I don't know which way to move as they both feel so damn good. It almost becomes frustrating due to the intensity of the combination.
When he gets to that point change it up by reducing the stimulation of the blow job so he can focus on the good feeling from the prostate.
When he is really going crazy then go back to the full blow job to really send him over the edge. It's worked on me more than once. 
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12-30-2012, 11:55 PM
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#8
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Really Experienced
Kim_Burly is online now
Join Date: Jan 2010
Location: Chicago, IL
Posts: 203
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I am afraid he may request toys. The problem is that I am his sub and it's going to be hard (for me at least) to feel submissive if I penetrate him with a toy.
Have you asked your wife for a prostate massage? What did she say? Does she rim you? I hope you can work it out so you can get what you want from her.
Quote:
Originally Posted by nkdjim2
Keep it up, you can keep varying things and using some toys on him,
if he does not like something, try something else. Prostate play is like gspot play but most women don't feel that way because of where it is located. I just wish my wife would please me that way.
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12-31-2012, 11:10 AM
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#9
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Really Experienced
nfrrdscnnr1 is offline
Join Date: Jul 2010
Location: middle of the country
Posts: 187
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could
You could very well make MILLIONS of dollars giving lessons and writing a book bout your skill. Guys would fork over most any amount for you to teach your technique to their SOs!!!! Let me know when you are enrolling a class please.
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01-01-2013, 02:03 PM
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#10
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Really Experienced
Kim_Burly is online now
Join Date: Jan 2010
Location: Chicago, IL
Posts: 203
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Me, I could make millions? All I did was a quick google search, take what I had read and applied it with enthusiasm. It's really not very hard.
[/i]
Quote:
Originally Posted by nfrrdscnnr1
You could very well make MILLIONS of dollars giving lessons and writing a book bout your skill. Guys would fork over most any amount for you to teach your technique to their SOs!!!! Let me know when you are enrolling a class please.
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01-06-2013, 04:41 PM
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#11
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Experienced
2ServeWoman is offline
Join Date: Mar 2008
Location: Chicago MDW Area
Posts: 50
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Being that I find it disrespectful AND am a total anal slut, just getting off from the prostate stimuli, he should be fed the result as Sean's of EARNING it!
Yer HOT! And got me excited!
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01-07-2013, 09:49 AM
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#12
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Virgin
aness is offline
Join Date: Jan 2012
Location: Indonesia
Posts: 22
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i don't do rimming, other than that it's pretty much the same... i don't bother trimming my nail, cause i use my palm side of the finger, simply squeeze them right above the ball, pull them down just a bit, with a lick here and there, a little suck to the skin...
it's part of my blowjob, never use it alone, but yes.. it does give more pre-cum than usual...
*might try to jerk him off by massage alone 
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01-18-2013, 05:27 PM
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#13
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Virgin
buttvibe is offline
Join Date: Jan 2013
Posts: 10
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Quote:
Originally Posted by Kim_Burly
My new boyfriend enjoys anal play, he loves me to rim him and twice now I have massaged his prostate while blowing him. The first time I used one finger and I got a continual, heavy stream of pre-cum and when he did come, it was even larger than his usual huge load.
The second time, I used two fingers, very agressively, while talking dirty to him about what I was doing. He was going crazy until he grabbed my head and shoved himself down my throat as far as he could go. He totally gagged me until he was done coming. He was squeezing my head very tightly and yelling dirty little nothings in my ear. The fact was, he really came just from my massage, I was very happy with myself. H said it was one of his best orgasms ever.
So I know I am doing right, is there anything else I can do to make it even better? What I am doing is starting out slowly teasing the prostate and gradually increasing the speed and pressure of the massage.
I have trimmed the nails on the two fingers very short, because I am certain I probably gave him small cuts with my nails the first times.
Is it best for a man to have an orgasm just from the massage, or, is it better to be accompanied by being sucked. I asked him and he said he didn't know, we'd just have to keep experimenting. The next time he wants his balls in my mouth (small mouth/big balls  ) and the two finger approach again.
The first times I was on my knees in front of him while standing. I think it would proably be easier for me if he lays on his back and I am on my knees between his legs.
Suggestions? Thanks, Kim 
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I suggest you share your vast and powerful wisdom with every person you can. You are a wonderful person!!!!
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01-18-2013, 06:43 PM
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#14
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Literotica Guru
rthnck is offline
Join Date: Apr 2005
Location: Mayland
Posts: 637
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Quote:
Originally Posted by Kim_Burly
Me, I could make millions? All I did was a quick google search, take what I had read and applied it with enthusiasm. It's really not very hard.
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What Kim say's in bold is the key to any successful sexual endeavour. She needs no advice or lessons. She gets an A+
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01-20-2013, 08:55 PM
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#15
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Literotica Guru
Somehowyou is offline
Join Date: Apr 2008
Location: midwest
Posts: 1,178
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Toys are good!
Get a nice dildo and some lube. Pick out something that is much bigger than your finger. Something that is cock sized. Lube up the dildo and press it against his lubed anus with your lover lying on his back with his legs spread open and his knees up. Put pressure on the dildo but let him take it at his speed. Meanwhile, lightly masturbate his cock with lots of lube. Talk to him. Talk dirty. Encourage him to take it. Now just keep the pressure up but do not force it in. It will go in when he relaxes and can take it. This can take several minutes. When he does take it he will probably shoot his load without you haveing to really jack him off. This is amazing!
You can keep your nails any length you like with this method.
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01-20-2013, 10:08 PM
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#16
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Really Experienced
Kim_Burly is online now
Join Date: Jan 2010
Location: Chicago, IL
Posts: 203
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Quote:
Originally Posted by Somehowyou
Get a nice dildo and some lube. Pick out something that is much bigger than your finger. Something that is cock sized. Lube up the dildo and press it against his lubed anus with your lover lying on his back with his legs spread open and his knees up. Put pressure on the dildo but let him take it at his speed. Meanwhile, lightly masturbate his cock with lots of lube. Talk to him. Talk dirty. Encourage him to take it. Now just keep the pressure up but do not force it in. It will go in when he relaxes and can take it. This can take several minutes. When he does take it he will probably shoot his load without you haveing to really jack him off. This is amazing!
You can keep your nails any length you like with this method.
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Thanks for the advice, we have already advanced to me penetrating him with a Feeldoe "Stout". As a sub, it's very awkward for me and I'm really not ready to talk about it.  But he does enjoy it, tremendously! Thanks, Kim 
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01-21-2013, 10:56 AM
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#17
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Literotica Guru
Riles is offline
Join Date: Apr 2002
Posts: 16,493
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Quote:
Originally Posted by Kim_Burly
I am afraid he may request toys. The problem is that I am his sub and it's going to be hard (for me at least) to feel submissive if I penetrate him with a toy.
Have you asked your wife for a prostate massage? What did she say? Does she rim you? I hope you can work it out so you can get what you want from her.
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If HE is directing you with his words and deeds, you are/can still be very much the submissive partner in this. It's about your perspective I believe. If him being penetrated by your fingers has not diminished his dominance in your eyes, why would a toy?
__________________
"I can be changed by what happens to me. But I refuse to be reduced by it.” -Maya Angelou-
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01-21-2013, 08:50 PM
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#18
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Really Experienced
Kim_Burly is online now
Join Date: Jan 2010
Location: Chicago, IL
Posts: 203
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Quote:
Originally Posted by Riles
If HE is directing you with his words and deeds, you are/can still be very much the submissive partner in this. It's about your perspective I believe. If him being penetrated by your fingers has not diminished his dominance in your eyes, why would a toy?
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Yes, it's true that he is telling me to do that, but as a woman, I have always been the one penetrated, when I penetrate him, we are reversing the roles. It may be silly, but it messes with my mind, I don't feel comfortable in the masculine role.
As far as the fingers versus the toy, the Feeldoe has a distinct penis shape to it. I am putting a plastic penis into his butt  . He does somethings that make it easier for me to feel submissive about the act, but the bottom line is that it is what he wants, he is the boss and I have to get over my discomfort  . 
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01-21-2013, 08:54 PM
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#19
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Experienced
2ServeWoman is offline
Join Date: Mar 2008
Location: Chicago MDW Area
Posts: 50
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ill let you practice on me!
You sound like he's gonna miss some intense erotically charged moments, I have toys, too!
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01-22-2013, 11:36 AM
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#20
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Literotica Guru
Riles is offline
Join Date: Apr 2002
Posts: 16,493
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Quote:
Originally Posted by Kim_Burly
Yes, it's true that he is telling me to do that, but as a woman, I have always been the one penetrated, when I penetrate him, we are reversing the roles. It may be silly, but it messes with my mind, I don't feel comfortable in the masculine role.
As far as the fingers versus the toy, the Feeldoe has a distinct penis shape to it. I am putting a plastic penis into his butt  . He does somethings that make it easier for me to feel submissive about the act, but the bottom line is that it is what he wants, he is the boss and I have to get over my discomfort  . 
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Granted, I am no 'sub', and only play at parts of this world...but this phrase doesn't sound right to me - for ANY kind of intimate relationship. And from my understanding, a successful D/s pairing isn't likely to take a "YOU deal with it" attitude to an uncertainty about your roles. I bet if you talked to him, he'd be willing to at least try to inspire the right mindset for you.
I also bet if you posed this issue in the bdsm forum, you would get much better advice than my clumsy attempts. 
__________________
"I can be changed by what happens to me. But I refuse to be reduced by it.” -Maya Angelou-
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01-22-2013, 09:36 PM
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#21
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Really Experienced
Kim_Burly is online now
Join Date: Jan 2010
Location: Chicago, IL
Posts: 203
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I don't mean to be rude, but I don't think you read my reply. First as a sub, I must submit to his will and desires. If I only do things that are pleasant for me, that is a boring, vanilla, 50/50 realtionship.
Second, I said that he does things to make it easier for me to feel submissive about the act, things he does not have to do.
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01-23-2013, 11:47 AM
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#22
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Literotica Guru
Riles is offline
Join Date: Apr 2002
Posts: 16,493
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Quote:
Originally Posted by Kim_Burly
I don't mean to be rude, but I don't think you read my reply. First as a sub, I must submit to his will and desires. If I only do things that are pleasant for me, that is a boring, vanilla, 50/50 realtionship.
Second, I said that he does things to make it easier for me to feel submissive about the act, things he does not have to do.
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I didn't phrase it properly perhaps as I put the "you deal with it" as though that came from him. Clearly that's your own viewpoint and not his.
I don't presume to know how to help a thought process when the person rejects feeling secure mentally about deed before acting on it. But that's likely why I would make the world's worst sub.
Good luck with your adventure. 
__________________
"I can be changed by what happens to me. But I refuse to be reduced by it.” -Maya Angelou-
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01-24-2013, 08:31 PM
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#23
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Simple but Impressive
crazy4cock is offline
Join Date: Jan 2013
Location: Canada
Posts: 3,072
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i like to use a vibrating anal dildo it really makes him hot
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01-24-2013, 09:10 PM
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#24
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Really Really Experienced
123Josh is offline
Join Date: Jan 2010
Location: Minnesota
Posts: 363
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Keep experimenting..You'll know when you've hit the sweet spot! 
__________________
2013 Nicest Ass On Lit Award Recipient
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01-24-2013, 10:04 PM
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#25
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Literotica Guru
Mr. Briggs is offline
Join Date: Aug 2001
Posts: 1,690
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Quote:
Originally Posted by 123Josh
Keep experimenting..You'll know when you've hit the sweet spot! 
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Agreed!
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