| 3/27/2009 1:43:30 PM |
Most Painful Position you've ever pulled off |
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1dizzygirl
Gettysburg, PA
25, joined Oct. 2008
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be honest! 
Did the one you were with know it was uncomfortable for you and was it worth it?
Meet singles at DateHookup.dating, we're 100% free! Join now!
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| 3/27/2009 1:47:04 PM |
Most Painful Position you've ever pulled off |
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evileddy
Ottawa, ON
42, joined Jan. 2008
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Painful?
I'd say a few times some women while in the cowgirl position f**kup the rhythm and slam down on my junk and I have to push them off and curl up into the fetal position and scream "DON'T TOUCH ME" when they ask what's wrong.
Could be why I now only date skinny women.
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| 3/27/2009 1:50:46 PM |
Most Painful Position you've ever pulled off |
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1dizzygirl
Gettysburg, PA
25, joined Oct. 2008
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slam down? ouch...it hurts me just reading it...Id think thatd b painful for a women doing that!
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| 3/27/2009 2:18:32 PM |
Most Painful Position you've ever pulled off |
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leftyl8
Waverly, NY
50, joined Apr. 2008
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had a girl riding on top of me and she thought it would be cool to do a backbend. omfg, it bout ripped my d*ck off.
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| 3/27/2009 2:20:12 PM |
Most Painful Position you've ever pulled off |
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cocopuffs375
Suffern, NY
29, joined Mar. 2009
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| 3/27/2009 3:03:16 PM |
Most Painful Position you've ever pulled off |
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kandiluv4u
Sunnyvale, CA
38, joined Feb. 2009
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had a girl riding on top of me and she thought it would be cool to do a backbend. omfg, it bout ripped my d*ck off.
that is too funny!! poor baby
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| 3/27/2009 3:04:34 PM |
Most Painful Position you've ever pulled off |
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lifetimeskier
Olympia, WA
54, joined Nov. 2007
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had a girl riding on top of me and she thought it would be cool to do a backbend. omfg, it bout ripped my d*ck off.
OMG I will have to remember not to do that next time...
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| 3/27/2009 3:24:50 PM |
Most Painful Position you've ever pulled off |
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beverduster
La Feria, TX
51, joined Apr. 2008
online now!
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at the zoo trying to mate a giraff by the use of a 20' ladder, when i was getting into the ready position, she moved, the ladder fell, causing me to land on my head. i have been crazy ever since
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| 3/27/2009 11:27:29 PM |
Most Painful Position you've ever pulled off |
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rowdyraven
Columbia, MO
52, joined Mar. 2009
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at the zoo trying to mate a giraff by the use of a 20' ladder, when i was getting into the ready position, she moved, the ladder fell, causing me to land on my head. i have been crazy ever since
roflmao...squirting tears and laughing hysterically!
Now that's funny...I don't care who ya are!
Painful position...well I love doggie style, but some guys are really bad about the whole "leverage" thing, feels like the are splitting you apart literally!...yes I will let thm know...first I'll scream like a school girl, then I'll back hand them right off the bed and tell them to get some manners! When they draw blood-that is bad....that is going too far.
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| 3/27/2009 11:47:16 PM |
Most Painful Position you've ever pulled off |
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retired_fireman
Louisville, KY
66, joined Mar. 2008
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It during a summer drive in a convertable. She was driving and I was sucking on those mellons of hers while playing between her legs with my hand. She was really getting hot. My wand was laying out and standing straight up. She went to shift gears really fast and slammed my rod into the dashboard. OOOOOOCH. Yea she knew right away that she done wrong cause I bit down hard.
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| 3/28/2009 5:35:24 AM |
Most Painful Position you've ever pulled off |
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sammael
Colorado Springs, CO
40, joined Jun. 2008
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Wheel barrel , her hands slid out from uner her . She landed on her face , and took my pride and joy with her , and left me standing there in dumb founded pain .
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| 3/28/2009 7:34:01 AM |
Most Painful Position you've ever pulled off |
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goodgato
Fort Lauderdale, FL
51, joined Feb. 2009
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I dunno, when I have sex I'm going for maximum pleasure, not maximum pain...and my partner is kinda riding that wave too...
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| 3/28/2009 7:47:26 AM |
Most Painful Position you've ever pulled off |
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thymekiller
Castle Rock, CO
50, joined Oct. 2008
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My ex was on top gettin busy. Really busy. In her athletic gyrations she moved too far back. I heard a pop. She broke my d*ck. I couldn't even speak the pain was so bad, so she kept going. Think torture so heinous they banned it at Gitmo.
lesson learned; Never allow a woman to have uncontrolled access to your junk, they don't have a pain receptor, especially when they are going for their O.
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| 3/28/2009 9:13:08 AM |
Most Painful Position you've ever pulled off |
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gun82
Paris, TX
33, joined Mar. 2009
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twisting my back when getn up. ouch
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| 3/28/2009 11:31:02 AM |
Most Painful Position you've ever pulled off |
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lukus41
Spring City, PA
52, joined Feb. 2009
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THEY ALWAYS GET PAIN WHEN I PUT MY MONSTER IN!!!
[Edited 3/28/2009 11:34:50 AM ]
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| 3/28/2009 11:54:04 AM |
Most Painful Position you've ever pulled off |
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spankdemnky
Florence, MS
60, joined Nov. 2008
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I was going on vacation with my g/f and her folks when I was 14. She and I were in the back part of a stationwagon, very little room, and we were cutting while riding down the road and her parents up front not knowing. really difficult.
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| 3/28/2009 2:00:34 PM |
Most Painful Position you've ever pulled off |
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eimi
Jacksonville, FL
43, joined Jan. 2009
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roflmao...squirting tears and laughing hysterically!
Now that's funny...I don't care who ya are!
Painful position...well I love doggie style, but some guys are really bad about the whole "leverage" thing, feels like the are splitting you apart literally!...yes I will let thm know...first I'll scream like a school girl, then I'll back hand them right off the bed and tell them to get some manners! When they draw blood-that is bad....that is going too far.
pssst could you give me his number...JK  *blushing*
Lefty OUCH my god I didn't know that could hurt a guy if bend back ...note to self never do that.
Bever the giraffe comment made me have to run and pee from laughter.
I was almost 16 and did it in the front seat of a Pinto and I am 5ft 9 and he was 6ft 4 ...need I say more. It was awful cramped and when he hit his peak slammed my head on the ceiling of the car. OUCH but it was worth it because he hit my G...can you say waterfallllll
[Edited 3/28/2009 2:01:15 PM ]
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| 3/28/2009 3:46:58 PM |
Most Painful Position you've ever pulled off |
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bigguy1964
Plains, MT
52, joined Jun. 2008
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Out in the woods one early spring day years ago. I thought it would be a warm day (very cool instead), and there was a spot on the ground where there was a hole under a log where my foot slid...I had the woman doggy style as she wanted and my foot was not doing well....though I wasn't going to stop and have her pleasure (or mine) be interrupted by a temporary set back. It worked out, though the foot was sore and bruised for several days.
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| 3/28/2009 6:58:33 PM |
Most Painful Position you've ever pulled off |
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lvnthlake
Albemarle, NC
59, joined Mar. 2009
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Yes getting it on in a brass bed you know one with the rails in the headboard.Well I was on top, really dark room,she was doing alot of moaning,groaning,and wiggling,thought I was really getting the job done until,I realized her head was stuck between the rails in pain. 
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| 3/28/2009 7:12:01 PM |
Most Painful Position you've ever pulled off |
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lvnthlake
Albemarle, NC
59, joined Mar. 2009
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This is a story told to me by an old friend Jim.Well Jim was on a date one night in his model T.Jim said his date and he parked by a cornfield that night.He got to fooling around got the girl`s top off.started playing with and sucking on what he thought was a nipple.Jim really thought he was exciting her,with all her moans and twisting around.Finally the girl pushes Jim away and says Jim you`ve got to stop that boil is about to kill me.TRUE STORY
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| 3/29/2009 12:50:35 PM |
Most Painful Position you've ever pulled off |
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uglybeast
Spokane, WA
59, joined Jan. 2009
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Had my back arched so much the bottom of my hand was touching the heal of my foot. We were in a Datsun station wagon and I pinned her to the roof. She came hard several times, I came, and the farmer that drove by I don't know how many times probably came several times and his wife might of even came for the next week or so. Memories like those ars so worth the pain.
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| 3/29/2009 1:02:11 PM |
Most Painful Position you've ever pulled off |
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garyguitar
Franklin, NJ
60, joined Feb. 2009
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Only once, not from a position, but from doing it in the woods and we both got poison ivy....ALL OVER. Painful memory.
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| 3/29/2009 3:04:47 PM |
Most Painful Position you've ever pulled off |
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allcountry09
Porter, TX
29, joined Mar. 2009
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id have to say doggie style when my shit came out and hit sumthing hard thought it broke
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| 3/30/2009 7:02:33 PM |
Most Painful Position you've ever pulled off |
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howardc42
Greeley, CO
49, joined Sep. 2008
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I had a girl jerk me off with her fist!My d*ck was soar for two months!OUCH!
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| 3/30/2009 8:29:41 PM |
Most Painful Position you've ever pulled off |
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rowdyraven
Columbia, MO
52, joined Mar. 2009
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pssst could you give me his number...JK *blushing*
I think was 1-800-bnd-over...roflamo!
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| 3/31/2009 12:19:50 AM |
Most Painful Position you've ever pulled off |
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junior1977
High Ridge, MO
38, joined Dec. 2008
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frogy style,killz the legs...
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| 3/31/2009 12:29:54 AM |
Most Painful Position you've ever pulled off |
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superluv
Freeport, IL
51, joined Feb. 2009
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my x and i were going at it very heavy duty one time in a very rampant sex session. the bed broke, head board tipped forward, large alarm clock cracked the back of my head. sure was good sex though.
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| 3/31/2009 4:38:48 AM |
Most Painful Position you've ever pulled off |
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nathanrocks88
Tenino, WA
28, joined Feb. 2009
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I had a 4'11 girlfriend and it didn't matter what position we were in I had to be careful that I made short strokes or else!!
also, totally agree on the "I pulled too far out then slammed into something hard"
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| 3/31/2009 11:40:47 AM |
Most Painful Position you've ever pulled off |
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_mw_
Norwalk, CA
27, joined Feb. 2009
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standing with knees bent in a sort of doggy position kills my legs..
i can think of one where i was worried about being hurt...
reverse cowgirl/cowgirl...when they go up a li'l too far so it slips out and come back down with that body weight...*bend...break* OUCH!
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| 4/1/2009 1:43:35 AM |
Most Painful Position you've ever pulled off |
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tfac2d
Taunton, MA
57, joined Nov. 2008
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in my pick up truck..bucket seats on pass. side she was 6 ft tall. i got a cramp.
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| 4/1/2009 9:55:11 AM |
Most Painful Position you've ever pulled off |
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lostlibra
Hickory, NC
43, joined Dec. 2007
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Roof Top of Apt bldg. Had Shingle rash on my back and heels from Hanging on... Little steep. Good Times. 
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| 4/1/2009 10:09:27 AM |
Most Painful Position you've ever pulled off |
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badpet
Jonesboro, GA
51, joined Mar. 2009
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when thinking about this topic a chair in a club in palma,spain. comes to mind I was ssssooooo DRUNK
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| 4/2/2009 7:25:01 AM |
Most Painful Position you've ever pulled off |
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1dizzygirl
Gettysburg, PA
25, joined Oct. 2008
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roof top? OUCH! These are pretty good guys!
My most painful sex was with this guy I starteed dating. He was alittle too excited and instead of easing in, he forced it all in at once and damn near killed me. I let out a painful scream and a tear ran down my face. OUCH!
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| 4/2/2009 9:41:43 AM |
Most Painful Position you've ever pulled off |
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markwaswonderin
Piedmont, SC
37, joined Feb. 2009
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in tha front seat of a 2005 nissan sentra. im six foot six mind you that was rough
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| 4/2/2009 3:58:13 PM |
Most Painful Position you've ever pulled off |
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ajfkdem
Fresno, CA
61, joined Feb. 2009
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missionary position. wasn't the position, it was the getting carried away...missing...and bending it in half against the carpet! 
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| 4/4/2009 10:58:59 PM |
Most Painful Position you've ever pulled off |
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razz_crush
Flossmoor, IL
27, joined Apr. 2009
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doggy style. i had her over the bed and i was standing on the floor givin it 2 her from behind. we were gettin rough and my thigh hit my nightpost on which i had conveniently placed a candle to "spice up the mood". needless to say i knocked the candle over and got hot wax all down my leg. OUCH!!!! now that i think of it, the candle on the nightstand wasn't a good idea to begin with 
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| 4/5/2009 1:54:29 AM |
Most Painful Position you've ever pulled off |
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splash03
Bronx, NY
36, joined Mar. 2009
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the most pain i ever had was a couple of carpet burns, no im lying the most painful sex act was recieving oral sex and she used her teeth more than her lips.
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| 4/5/2009 7:27:02 PM |
Most Painful Position you've ever pulled off |
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gun82
Paris, TX
33, joined Mar. 2009
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THEY ALWAYS GET PAIN WHEN I PUT MY MONSTER IN!!!
hahahahahaha funny sign, you got that one posted at your house?
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| 4/6/2009 3:47:29 PM |
Most Painful Position you've ever pulled off |
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tess450
Kingston, IL
52, joined Jan. 2009
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superluv: none of your business. you're a stranger.
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| 4/7/2009 8:02:08 PM |
Most Painful Position you've ever pulled off |
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luvaluva84
Washington, DC
31, joined Apr. 2009
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up side down in a plane restroom on the way to Florida. Yes it was well worth it and would do it again
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| 4/7/2009 8:39:59 PM |
Most Painful Position you've ever pulled off |
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sir_enge
Minneapolis, MN
56, joined Apr. 2009
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ANY position w/ my Exxx 
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| 4/8/2009 4:50:04 PM |
Most Painful Position you've ever pulled off |
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tess450
Kingston, IL
52, joined Jan. 2009
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LMAO!! Good one. But I'd have to say, not painful but boring. Thanks for the laugh!!!!
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| 4/8/2009 5:17:05 PM |
Most Painful Position you've ever pulled off |
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robtest
Norcross, GA
55, joined Sep. 2008
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Post Hernia repair, there is much scar tissue in that area. I like a woman on top. Sometimes they bounce a little too hard. Reminds me of the song "Save a horse, ride a cowboy"... LOL, but I deal with it as best I can, since many women find it an easy way to find just the right spot.
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| 4/8/2009 6:21:22 PM |
Most Painful Position you've ever pulled off |
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tcman1953
Traverse City, MI
62, joined Mar. 2007
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Wasnt real painful for me, when I bottomed out...but I had to listen to her screams when I heard her ribs crack..Oh well 
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| 4/8/2009 8:46:37 PM |
Most Painful Position you've ever pulled off |
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ic2beyurs2
Kingman, AZ
55, joined Mar. 2009
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roflmao...squirting tears and laughing hysterically!
Now that's funny...I don't care who ya are!
Painful position...well I love doggie style, but some guys are really bad about the whole "leverage" thing, feels like the are splitting you apart literally!...yes I will let thm know...first I'll scream like a school girl, then I'll back hand them right off the bed and tell them to get some manners! When they draw blood-that is bad....that is going too far.
ok now
I am having visions
I should never have without you
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| 4/9/2009 7:50:53 AM |
Most Painful Position you've ever pulled off |
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wendirayne
La Place, LA
32, joined Mar. 2009
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this happened to a friend of mine.....when he was in highschool him and his girlfriend were doing a 69...when she had her 1st orgasm...and she bite down on his d*ck........he had stitches and everything....still has a nasty scar on it....and now nobody is alowed to put their mouth anywhere near his d*ck (understandably) which is too bad...... can't even kiss his booboo...
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| 4/9/2009 8:40:18 AM |
Most Painful Position you've ever pulled off |
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afrodude2010
Everett, PA
27, joined Mar. 2009
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never had a painful moment except for when the girl drags her teeth
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| 4/9/2009 3:27:42 PM |
Most Painful Position you've ever pulled off |
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j30r
Mc Henry, MD
36, joined Apr. 2009
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Couple of years ago got a book that had some stuff in it...
That did not end well...
There were some positions I could not attempt anymore, I know my limitations....now!
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| 4/12/2009 7:23:08 PM |
Most Painful Position you've ever pulled off |
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crazzywolf23
Greenback, TN
31, joined Mar. 2009
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sitting on a pole and she was on top and the pole was in my a** and i couldnt but she did and yes it was worth it
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| 4/12/2009 9:38:19 PM |
Most Painful Position you've ever pulled off |
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marydoran2009
Ray City, GA
28, joined Jan. 2009
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front seat of car doggy style but i got car seat burn like hell honestly it left a scar ... was a while a while ago
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| 4/27/2009 6:42:12 PM |
Most Painful Position you've ever pulled off |
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foghat420
Louisville, KY
59, joined Apr. 2009
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Well I did not really pull it off !! Missionarey style !! Got a charlie horse in leg !! Had to be worst !! I have had 2 past girl friends say when they put legs over my shoulders and I am all in it hurts them and did not like that position !! 
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| 4/27/2009 6:51:23 PM |
Most Painful Position you've ever pulled off |
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dont_panic
Waterboro, ME
35, joined Apr. 2009
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Well I was with this girl one time and she said make it bigger so I folded over my hard-on and went at it. Hurt like hell. She didnt care if it hurt though.
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| 4/27/2009 8:35:41 PM |
Most Painful Position you've ever pulled off |
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nightfalfer
Paducah, KY
65, joined Feb. 2009
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horse back honest
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| 4/28/2009 4:08:43 PM |
Most Painful Position you've ever pulled off |
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xxxsoul
Sacramento, CA
29, joined Apr. 2009
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anal with huge junk.....i mean honestly NO it just dosnt work. unless i stretch. and i mean im down for anything that allows me to still go to work the next day.
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| 4/28/2009 4:40:14 PM |
Most Painful Position you've ever pulled off |
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kinkycapitalist
Atlanta, GA
61, joined Nov. 2007
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In college, getting her braces detatched from my zipper and my  while driving my Vette. We lost some teeth on that one. Luckily for both, they were zipper teeth.
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| 5/4/2009 7:12:02 PM |
Most Painful Position you've ever pulled off |
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iamhere1970
Trenton, NJ
46, joined Feb. 2008
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two men..one in both holes
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| 5/4/2009 7:23:34 PM |
Most Painful Position you've ever pulled off |
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septjan
Lake Benton, MN
56, joined Jan. 2009
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doggie style got carpets burns on my knees but worst of all my buddie got a BJ from his girl friend and when he was ready to go off she blew as hard as she could it crippled him up for three days he said never again
[Edited 5/4/2009 7:24:14 PM ]
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| 5/5/2009 7:53:37 PM |
Most Painful Position you've ever pulled off |
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nellegirl
Oregon, IL
30, joined Apr. 2009
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The main one I remember off hand; I was on top, but outside in someones' backyard late at night! This guy could go forever and I was determend to keep up with him. So I kept to myself the grassburn I was getting on my knees and feet from my riding on top. So by the time we FINALLY finished, I had worn away the skin on my feet and knees. So bleeding, and a long walk back to his car...Yeah!... It was fun, but worth it. HE HE HE, I still have the scars!!!
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| 5/6/2009 6:57:49 AM |
Most Painful Position you've ever pulled off |
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goodwithwood
Columbia, KY
59, joined Jan. 2009
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This is a story told to me by an old friend Jim.Well Jim was on a date one night in his model T.Jim said his date and he parked by a cornfield that night.He got to fooling around got the girl`s top off.started playing with and sucking on what he thought was a nipple.Jim really thought he was exciting her,with all her moans and twisting around.Finally the girl pushes Jim away and says Jim you`ve got to stop that boil is about to kill me.TRUE STORY
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| 5/6/2009 7:07:14 AM |
Most Painful Position you've ever pulled off |
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goodwithwood
Columbia, KY
59, joined Jan. 2009
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Hmmm, ya'll reminded me of some things besty left untold but I'll tell this one: Back in college I had a gf who was DTERMINED to stay a virgin until; marriage and that was ok to me, I respected that but like all teenagers I had to have help getting it down so we were 69 fanatics and one morning when we got up she looked at my face and screamed "OMG!!!!!!!!!!!"- her whisker biscuit had worn the skin off my chin and I had scabs that the whole campus figured out were from our/her enthusiasm. I still don't keep my tongue to myself, but I'm more aware now.
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