Go Back   Literotica Discussion Board > Main Literotica Forums > GLBT Chatter

Reply
 
Thread Tools

Old 07-23-2015, 09:37 AM   #1
hfernandez1983
Really Experienced
 
hfernandez1983 is offline
Join Date: Sep 2014
Location: Dubai
Posts: 287
guys...has a girl ever dressed you in lingerie and fucked you with a strapon?

Hi,

This question is for the men. Has a woman ever dressed you in lingerie and fucked your ass with a strapon? If yes tell us about it
  Reply With Quote

Old 07-23-2015, 09:45 AM   #2
willbethere
Literotica Guru
 
willbethere's Avatar
 
willbethere is offline
Join Date: Dec 2009
Location: central ma
Posts: 1,097
Quote:
Originally Posted by hfernandez1983 View Post
Hi,

This question is for the men. Has a woman ever dressed you in lingerie and fucked your ass with a strapon? If yes tell us about it
Unfortunately no - but I would so love to have it happen.
__________________
Proud and honored to be Willingtobeused's sissy slave!

Thank you Mistress for my name - from now on I am Melissa.

"I will never be passable - but it sure is fun"
  Reply With Quote

Old 07-23-2015, 09:59 AM   #3
hfernandez1983
Really Experienced
 
hfernandez1983 is offline
Join Date: Sep 2014
Location: Dubai
Posts: 287
my first time being dressed up was with an escort. she suggested it. i had already seen her 2 times to get fucked in the ass with a strapon. she suggested a roleplay scenario. she dressed me up in really slutty lingerie, a small skirt and a tight top with some breast forms in. she in turn wore male clothing. then we pretended that i was a hooker while she was the male "john". god damn it was the best strapon sex i ever had. she fucked me so hard my ass was sore the next few days.
  Reply With Quote

Old 07-23-2015, 05:30 PM   #4
jakelc
Really Really Experienced
 
jakelc is offline
Join Date: Sep 2012
Location: Manchester, England
Posts: 415
My first time was with an ex girlfriend who knew I was bi and liked to crossdress. It was my first time crossdressed in front of a woman and the first time I had seen a real strap on outside of porn. When we split up there was a long period until I met my wife and then things got interesting, cross dressing, strap ons and double ended dildos.
  Reply With Quote

Old 07-23-2015, 10:16 PM   #5
Trimjob69
Literotica Guru
 
Trimjob69 is offline
Join Date: Apr 2012
Location: Wisconsin
Posts: 3,839
Yes

My 1st wife
  Reply With Quote

Old 07-23-2015, 10:39 PM   #6
hfernandez1983
Really Experienced
 
hfernandez1983 is offline
Join Date: Sep 2014
Location: Dubai
Posts: 287
Quote:
Originally Posted by Trimjob69 View Post
My 1st wife
how was is @Trimjob69??
  Reply With Quote

Old 07-23-2015, 10:52 PM   #7
Trimjob69
Literotica Guru
 
Trimjob69 is offline
Join Date: Apr 2012
Location: Wisconsin
Posts: 3,839
Quote:
Originally Posted by hfernandez1983 View Post
how was is @Trimjob69??
I loved it. We were into all things anal. It started with fingers and progressed.
  Reply With Quote

Old 07-23-2015, 10:58 PM   #8
hfernandez1983
Really Experienced
 
hfernandez1983 is offline
Join Date: Sep 2014
Location: Dubai
Posts: 287
i find it that a guy who likes a finger up his butt will pretty much eventually say yes to a butt plug which can evolve into a dildo or a strapon :P
  Reply With Quote

Old 07-23-2015, 11:00 PM   #9
Trimjob69
Literotica Guru
 
Trimjob69 is offline
Join Date: Apr 2012
Location: Wisconsin
Posts: 3,839
Quote:
Originally Posted by hfernandez1983 View Post
i find it that a guy who likes a finger up his butt will pretty much eventually say yes to a butt plug which can evolve into a dildo or a strapon :P
I would agree with that
  Reply With Quote

Old 07-23-2015, 11:04 PM   #10
tonysure
Virgin
 
tonysure is offline
Join Date: Jul 2015
Posts: 3
I've wanted to be taken with a strap on for a long time, I think I might be bi,some off the fantasies I have some times hmmm
  Reply With Quote

Old 07-23-2015, 11:16 PM   #11
hfernandez1983
Really Experienced
 
hfernandez1983 is offline
Join Date: Sep 2014
Location: Dubai
Posts: 287
Quote:
Originally Posted by tonysure View Post
I've wanted to be taken with a strap on for a long time, I think I might be bi,some off the fantasies I have some times hmmm
@tonysure tell me your fantasies.....
  Reply With Quote

Old 07-24-2015, 09:11 AM   #12
willbethere
Literotica Guru
 
willbethere's Avatar
 
willbethere is offline
Join Date: Dec 2009
Location: central ma
Posts: 1,097
There are some very lucky guys here, I wish my girlfriend had an interest but that will never happen.
__________________
Proud and honored to be Willingtobeused's sissy slave!

Thank you Mistress for my name - from now on I am Melissa.

"I will never be passable - but it sure is fun"
  Reply With Quote

Old 07-24-2015, 05:51 PM   #13
nick4671
Literotica Guru
 
nick4671 is offline
Join Date: Nov 2011
Posts: 624
Have been both dresses up and fucked with a strap on but the two unfortunately never overlap
  Reply With Quote

Old 07-24-2015, 11:55 PM   #14
bobhuff
Virgin
 
bobhuff is offline
Join Date: Jul 2011
Location: So Cal
Posts: 18
My first wife, who we discovered was bisexual led me down that path. Started with oral sex and her fingering me. Moving on to a small dildo, it made for some awesome orgasms for both of us. After our first FMF threesome with one of her girl friends opened the door to some other playing. She met a girl named Samantha, or Sam for short. She wasn't really into guys, but tolerated me after we came to the understanding that I wasn't going to do anything with her. She introduced a strap-on to my wife during one of our sessions, and was pretty hot to witness. It was a while later when my wife was sucking on me but not making me cum that she said she wanted to try something. At that point I was so hard and wanted to cum...I would have agreed to most anything. She wanted to dress me up in her clothes and put makeup on me, which she did. Then back to the sucking on me, after partially undressing me. She kept me close but not letting me cum.. She had been fingering me and moved to the small vibrator she had used before. After a bit she pulled that out and moved up to kiss me. She told me she wanted to fuck me about the same time I felt something pressing into my ass and pretty much slid right in. She was wearing that strap-on of Sam's. She then proceeded to pretty much fuck me. She hit a rhythm that made me cum so hard without having my cock touched, shooting all over my chest and stomach. She told me that when I came it made her come too...
  Reply With Quote

Old 07-25-2015, 12:51 AM   #15
jays78
Literotica Guru
 
jays78's Avatar
 
jays78 is offline
Join Date: Mar 2007
Location: Canada
Posts: 8,501
Quote:
Originally Posted by bobhuff View Post
My first wife, who we discovered was bisexual led me down that path. Started with oral sex and her fingering me. Moving on to a small dildo, it made for some awesome orgasms for both of us. After our first FMF threesome with one of her girl friends opened the door to some other playing. She met a girl named Samantha, or Sam for short. She wasn't really into guys, but tolerated me after we came to the understanding that I wasn't going to do anything with her. She introduced a strap-on to my wife during one of our sessions, and was pretty hot to witness. It was a while later when my wife was sucking on me but not making me cum that she said she wanted to try something. At that point I was so hard and wanted to cum...I would have agreed to most anything. She wanted to dress me up in her clothes and put makeup on me, which she did. Then back to the sucking on me, after partially undressing me. She kept me close but not letting me cum.. She had been fingering me and moved to the small vibrator she had used before. After a bit she pulled that out and moved up to kiss me. She told me she wanted to fuck me about the same time I felt something pressing into my ass and pretty much slid right in. She was wearing that strap-on of Sam's. She then proceeded to pretty much fuck me. She hit a rhythm that made me cum so hard without having my cock touched, shooting all over my chest and stomach. She told me that when I came it made her come too...
Mmmmm.......almost made me cum
  Reply With Quote

Old 07-25-2015, 07:17 AM   #16
willbethere
Literotica Guru
 
willbethere's Avatar
 
willbethere is offline
Join Date: Dec 2009
Location: central ma
Posts: 1,097
Quote:
Originally Posted by bobhuff View Post
My first wife, who we discovered was bisexual led me down that path. Started with oral sex and her fingering me. Moving on to a small dildo, it made for some awesome orgasms for both of us. After our first FMF threesome with one of her girl friends opened the door to some other playing. She met a girl named Samantha, or Sam for short. She wasn't really into guys, but tolerated me after we came to the understanding that I wasn't going to do anything with her. She introduced a strap-on to my wife during one of our sessions, and was pretty hot to witness. It was a while later when my wife was sucking on me but not making me cum that she said she wanted to try something. At that point I was so hard and wanted to cum...I would have agreed to most anything. She wanted to dress me up in her clothes and put makeup on me, which she did. Then back to the sucking on me, after partially undressing me. She kept me close but not letting me cum.. She had been fingering me and moved to the small vibrator she had used before. After a bit she pulled that out and moved up to kiss me. She told me she wanted to fuck me about the same time I felt something pressing into my ass and pretty much slid right in. She was wearing that strap-on of Sam's. She then proceeded to pretty much fuck me. She hit a rhythm that made me cum so hard without having my cock touched, shooting all over my chest and stomach. She told me that when I came it made her come too...
Very hot
__________________
Proud and honored to be Willingtobeused's sissy slave!

Thank you Mistress for my name - from now on I am Melissa.

"I will never be passable - but it sure is fun"
  Reply With Quote

Old 07-26-2015, 05:43 PM   #17
little cletus
Literotica Guru
 
little cletus is offline
Join Date: Nov 2005
Posts: 580
My wife used to humor me and do this, but not so much anymore. This is pretty much my biggest fetish and I'd do it all the time if I could. I think that her refusal to participate has lead to my fantasies getting more and more bi. I used to fantasize about dressing for her and being pegged. Now I fantasize about fucking and sucking real cocks.
  Reply With Quote

Old 08-09-2015, 03:26 PM   #18
blade_rocknut
Literotica Guru
 
blade_rocknut's Avatar
 
blade_rocknut is offline
Join Date: Oct 2009
Posts: 21,770
I'm a willing participant in just such scenarios, though I usually dress myself. . Being switchy, though; I may wind up on top before long.
  Reply With Quote

Old 08-09-2015, 05:44 PM   #19
betabrad
Really Really Experienced
 
betabrad is offline
Join Date: Dec 2012
Location: GA
Posts: 354
Quote:
Originally Posted by hfernandez1983 View Post
Hi,

This question is for the men. Has a woman ever dressed you in lingerie and fucked your ass with a strapon? If yes tell us about it
I've never had this happen , but I would love to find a woman who would do this to me.
  Reply With Quote

Old 08-09-2015, 07:36 PM   #20
bobhuff
Virgin
 
bobhuff is offline
Join Date: Jul 2011
Location: So Cal
Posts: 18
I have been looking for that to happen again, also. Never have found the right woman...yet...LOL
  Reply With Quote

Old 08-09-2015, 09:55 PM   #21
allennow
Really Experienced
 
allennow is offline
Join Date: Nov 2008
Location: california
Posts: 156
my wife wants to fuck me.

We already use a little rubber cock in my ass and talk about it being a real cock that I suck and fuck. We are now considering buying a strapon. Just haven't found the exact one online. I think we will go to an ADB store soon.
  Reply With Quote

Old 08-10-2015, 12:18 AM   #22
Mr. Briggs
Literotica Guru
 
Mr. Briggs's Avatar
 
Mr. Briggs is offline
Join Date: Aug 2001
Posts: 3,171
Quote:
Originally Posted by hfernandez1983 View Post
Hi,

This question is for the men. Has a woman ever dressed you in lingerie and fucked your ass with a strapon? If yes tell us about it
ive been fucked with a strapon but there was no dressing up
__________________
If you like my posts or my story please contact me. Let's chat

Check out my story ---> Wife's Birthday Present --- Check out My Favourite Stories
Check Out My Thread Straight Men Who Crave Cock Club! and Cocks That Would Turn a Straight Man....
  Reply With Quote

Old 08-10-2015, 05:40 AM   #23
Stephan1515
Really Really Experienced
 
Stephan1515 is offline
Join Date: Oct 2013
Location: NE Florida
Posts: 339
A former GF dressed me in a baby doll nighty, stockings, makeup and wig. We made love and I was certainly the bottom she filled me with a dildo. loved every minute of it and wish I could do it again.
  Reply With Quote

Old 08-10-2015, 11:21 AM   #24
newhere2learn
Literotica Guru
 
newhere2learn is offline
Join Date: Jan 2015
Location: UK
Posts: 987
Not yet

But had an offer, and want it bad
  Reply With Quote

Old 08-10-2015, 03:14 PM   #25
OpenMouth
Literotica Guru
 
OpenMouth's Avatar
 
OpenMouth is offline
Join Date: Dec 2002
Location: Secret CD land!
Posts: 1,424
Quite a while ago now. My wife did me with an 11" black strapon while I was wearing a black, frilly Gstring and a leather 'slut' collar. She swore she had the whole length in me.

She got me off with her had while she did my, calling me a bitch the whole time.

I'd love to be completely sissified in a french maid dress or pink patent heels, pink lipstick and babydoll while she does me. Can't see it happening though...
  Reply With Quote
Reply


Thread Tools

Posting Rules
You may not post new threads
You may not post replies
You may not post attachments
You may not edit your posts

vB code is On
Smilies are On
[IMG] code is On
HTML code is Off
Forum Jump



All times are GMT -4. The time now is 12:11 PM.

Copyright 1998-2013 Literotica Online. Literotica is a registered trademark.