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Possible future event ( strapon female to male sex )

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Tobie

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Nov 15, 2006, 1:01:35 AM11/15/06
to
I may have mentioned this already but I don't see where I made an
actual post about it so here goes...

After I beat my sweetie recently, he was laying over the ottoman in a
surrendered state and I was standing close behind him and gently
raking his back. I keep very long fingernails and he loves them on his
skin.
I leaned further over and my hands were up on his shoulders and my
pelvis was against his sweet ass.
I had the sudden strong hunger to fuck him.
Ehhhh??????
I ws shocked at the thought. I'd never thought that before about any
one. I'd never considered doing it or even had a fantasy about it.
Then suddenly there I was thinking about taking my sweetie with a
strap on.

Well what about that? *shakes head in wonder*
So after I processed it, I told him. After we talked about it, he said
we could try that.

So, obviously I need clues here! I know all the standard stuff about
anal sex because I like anal sex myself, but is there something I need
to know about taking a man with a strap on that isn't common sense and
concerned caring?

Tobie
The Dip in the Dip Corps
SSBB Diplomatic Corps
Portland Oregon

Troia

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Nov 15, 2006, 3:22:44 AM11/15/06
to
Tobie wrote:
> I may have mentioned this already but I don't see where I made an
> actual post about it so here goes...
...

You did post about it, I remember it. (Then again, I could not find the
post yesterday where you mentioned going to the vendor fair, though I am
sure I read it here and someone else mentioned it to me.)

I don't know why you have not gotten responses here, but you haven't
gotten one from me only because I can't relate well. Is it perhaps an
uncommon response in a female with a male?

I am not one to know, I am far too thoroughly submissive, but I would
conjecture possibly so, especially as so many of the female doms I know
are either gay or avoid sex with any male they Top.

-- Troia

jacqui{JB}

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Nov 15, 2006, 4:42:11 AM11/15/06
to
"Tobie" <mizte...@yahoo.com> wrote in message
news:urall2504nic1tllg...@4ax.com...

> I leaned further over and my hands were up
> on his shoulders and my pelvis was against
> his sweet ass.
> I had the sudden strong hunger to fuck him.
> Ehhhh??????

*chuckle* This is a long-standing fantasy of mine (has been, probably since
before I came back from my first Leatherfest and, well-inspired by Bert
Hermann, fisted the now-ex-husband >:)). Unfortunately, WH won't let me go
there -- it's one of the (thankfully few) Great Unfulfilled Things I'd Like
To Do.

> So, obviously I need clues here! I know all the
> standard stuff about anal sex because I like anal
> sex myself, but is there something I need to know
> about taking a man with a strap on that isn't common
> sense and concerned caring?

Not that I can think of.
-j


Brian G (Upstairs)

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Nov 15, 2006, 5:50:16 AM11/15/06
to
Well, you have already covered one of the main ones in that not all men
would want to do it, or ever be persuaded to try it, and as yours seems
receptive...


Not my kink, but many do enjoy it.


Brian

--

--
___________________________________________________________________________
I hope I grow on you....
I'm a Fungi!!!
Blind User, no pictures please!
mildew...@blueyonder.co.uk
___________________________________________________________________________


"Tobie" <mizte...@yahoo.com> wrote in message
news:urall2504nic1tllg...@4ax.com...

Stephen Harris

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Nov 15, 2006, 9:49:20 AM11/15/06
to
Tobie <mizte...@yahoo.com> wrote:

> I may have mentioned this already but I don't see where I made an
> actual post about it so here goes...

I'm a little behind in this group, but only 70 messages or so, and don't
recall seeing a mention of this one. "Man in the middle", yes :-)

> Well what about that? *shakes head in wonder*

This is something that Tori wants to do to me. She's done it once,
successfully, and once we had to abort. Unfortunately I have a tight
arse :-( I can take a small buttplug but a medium can hurt; the
thinnest dildo Tori has is still a little too wide for me :-(

> So, obviously I need clues here! I know all the standard stuff about
> anal sex because I like anal sex myself, but is there something I need
> to know about taking a man with a strap on that isn't common sense and
> concerned caring?

Other than the prostate, I'm not sure there's anything. I'm not an
expert here (or anywhere, to be honest; I just say what I've done). I've
heard good things about 'Bend Over, Boyfriend' as an education video,
but never seen it myself. No doubt others can weigh in on that!

--
rgds, Stephen "Pleasure, little treasure"
An Englishman in New York, and loving slave to his Mistress, Tori.

BDSM thoughts, writings, poems and stuff: http://bdsm.spuddy.org/
Newsgroup charter, FAQs etc at http://bdsm.spuddy.org/newsgroups/

Alcore

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Nov 15, 2006, 12:39:36 PM11/15/06
to

This post has been bcc'd to Mistress... (This header line is so that
Mistress will not wonder what's up with the message addressed to somebody
else in her mailbox.)

On Tue, 14 Nov 2006, Tobie wrote:

[snip]


> I leaned further over and my hands were up on his shoulders and my
> pelvis was against his sweet ass.
> I had the sudden strong hunger to fuck him.
> Ehhhh??????
> I ws shocked at the thought. I'd never thought that before about any
> one. I'd never considered doing it or even had a fantasy about it.
> Then suddenly there I was thinking about taking my sweetie with a
> strap on.

[snip]

Mistress recently told me the same thing. And she tried it... There were
a variety of logistical problems, and compounding it is a core fear I
have with the activity relating to childhood abuse...

So mechanically it just didn't work.

Spiritually... well, it was transformative for me. I hope it was for
Her... though we've not really had the chance to talk about it.

I have to *really* surrender to go there. And that's powerful.

You are not alone.

It can be powerful. (Which is probably why you aren't alone.)

Gene P. <alc...@uurth.com>

Tobie

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Nov 15, 2006, 3:48:50 PM11/15/06
to
On Wed, 15 Nov 2006 00:22:44 -0800, Troia
<troia....@gmail.removethis.com> wrote:


>I don't know why you have not gotten responses here, but you haven't
>gotten one from me only because I can't relate well. Is it perhaps an
>uncommon response in a female with a male?

I'm guessing it's not as common as porn stuff would make you think.
However, that being said:
I want to overwhelm his sense, I want to rob him his inhibitions and I
want to take him in every way humanly possible and I want him to drown
in the sensations.
*shewwww* my lip just curled, I think I'm getting rizzed just thinking
about it!


>
>I am not one to know, I am far too thoroughly submissive, but I would
>conjecture possibly so, especially as so many of the female doms I know
>are either gay or avoid sex with any male they Top.

I don't combine sex with the bottoms I play with. He's the only one.
He grins and says I've got him right where he wants me.
*laughing*

Tobie

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Nov 15, 2006, 3:57:42 PM11/15/06
to
On Wed, 15 Nov 2006 10:42:11 +0100, "jacqui{JB}"
<shining_o...@ME.hotmail.com> wrote:


>*chuckle* This is a long-standing fantasy of mine (has been, probably since
>before I came back from my first Leatherfest and, well-inspired by Bert
>Hermann, fisted the now-ex-husband >:)). Unfortunately, WH won't let me go
>there -- it's one of the (thankfully few) Great Unfulfilled Things I'd Like
>To Do.

Woah...fisting him. Ok, I'm not ready for that...I still have a lot to
learn before I attempt to fist a man.
Wow, though. Yup, ummmhum.

He gave over his kitchen to me, really everything else is a matter of
time, I'll get in that sweet ass yet *grin*


>Not that I can think of.

I need to learn more about the prostate.

I've heard massaging that is a real thrill for some fellows.

Troia

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Nov 15, 2006, 4:04:21 PM11/15/06
to
Tobie wrote:
> On Wed, 15 Nov 2006 00:22:44 -0800, Troia
> <troia....@gmail.removethis.com> wrote:
...

>> I am not one to know, I am far too thoroughly submissive, but I would
>> conjecture possibly so, especially as so many of the female doms I know
>> are either gay or avoid sex with any male they Top.
>
> I don't combine sex with the bottoms I play with. He's the only one.
> He grins and says I've got him right where he wants me.
> *laughing*

Oh, just to be clear, I didn't mean to imply anything untoward. We know
he is QUITE special to you (and we know a bit of why, too *g*, though
I'm sure there's more to it.)

And besides ... we're getting all these lovely fringe benefits as you
share your thoughts so ... um ... deliciously.

And I ain't talking pancakes this time, either!

-- Troia

Tobie

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Nov 15, 2006, 4:03:18 PM11/15/06
to
On Wed, 15 Nov 2006 10:50:16 GMT, "Brian G \(Upstairs\)"
<mildew...@blueyonder.co.uk> wrote:

>Well, you have already covered one of the main ones in that not all men
>would want to do it, or ever be persuaded to try it, and as yours seems
>receptive...

I'm not into the pretend I don't want to do it and pretend you're
going to force me to, OR I really do not want this, tough shit I'm
going to do it any way..... kinks.
If he can't fess up to wanting something, he's not getting it. If he
fesses up to wanting something that was obviously hard for him to fess
up to, I'm going to make sure it happens if at all possible.

I see this as a rewards thing.
We reward each other by sharing our lives and kink, and reward each
other by talking honestly about *everythng* and by making every
possible effort not to limit each other.

It's all going to be fun, even if he doesn't like something right at a
particular moment in time.

Tobie

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Nov 15, 2006, 5:00:34 PM11/15/06
to
On Wed, 15 Nov 2006 11:39:36 -0600, Alcore <alc...@uurth.com> wrote:

>
>This post has been bcc'd to Mistress... (This header line is so that
>Mistress will not wonder what's up with the message addressed to somebody
>else in her mailbox.)

That works for me.

>Mistress recently told me the same thing.

And what did you feel when she told you that? What were your thoughts
when she broached something you hadn't talked of before? ( maybe the
childhood abuse issues messed up how your mind responded to this,
don't answer it if it's painfull )

> And she tried it... There were
>a variety of logistical problems, and compounding it is a core fear I
>have with the activity relating to childhood abuse...

I'm sad to hear that you suffered through childhood abuse :/


>
>So mechanically it just didn't work.

That's understandable


>
>Spiritually... well, it was transformative for me. I hope it was for
>Her... though we've not really had the chance to talk about it.

*nods*
Philip and I have our little routines, we both have busy schedules so
if we know we're talking or being with each other at set times taking
is easier. We do extensive de-briefing on almost everything we do.
( Talk a little fuck a little talk a little fuck a little cheep cheep
cheep cheep ...ohh wrong musical )


>
>I have to *really* surrender to go there. And that's powerful.

It is indeed. He's only gone there twice but we're still a very new
couple. When his eyes meet mine though and they are so ...sooo
vulnerable and raw in that state.
I just melt and get all mooshy and want to hurt him really really bad
and kiss him and suck him and hurt him really bad some more.
Ohhhh yum.
And luckily for me, that works for him! Yay!
>
>You are not alone.

Yeah, as we're trying new things I know I'm lucky to have ssbb to get
other views and opinions from. It's so helpfull.

Thank you Gene

Tobie

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Nov 15, 2006, 5:10:18 PM11/15/06
to
On Wed, 15 Nov 2006 09:49:20 -0500, bd...@spuddy.org (Stephen Harris)
wrote:


>I'm a little behind in this group, but only 70 messages or so, and don't
>recall seeing a mention of this one. "Man in the middle", yes :-)

Yeah..he's going to love that. I might try to swing it at the big play
party here after Vendors Fair on Saturday. And I ain't telling him
it's going to happen either! YeeHAW!
( It's Wednesday, which means Thursday is tomorrow and that's our
first day of the week together after the last Saturday or Sunday, so I
get happygoofy on Wednesdays. )

>This is something that Tori wants to do to me. She's done it once,
>successfully, and once we had to abort. Unfortunately I have a tight
>arse :-( I can take a small buttplug but a medium can hurt; the
>thinnest dildo Tori has is still a little too wide for me :-(

If you feel comfortable explaining it, since you are so tight there,
how did you get past that problem the first time?


>Other than the prostate, I'm not sure there's anything.

I did a different post on that so I can get more information, thank
you.

> I'm not an
>expert here (or anywhere, to be honest; I just say what I've done). I've
>heard good things about 'Bend Over, Boyfriend' as an education video,
>but never seen it myself. No doubt others can weigh in on that!

I was chatting with a gal last night who highly reccomended that, she
said it was a great first timers video.

Alcore

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Nov 15, 2006, 7:14:13 PM11/15/06
to

On Wed, 15 Nov 2006, Tobie wrote:

> On Wed, 15 Nov 2006 11:39:36 -0600, Alcore <alc...@uurth.com> wrote:
>
>> Mistress recently told me the same thing.
>
> And what did you feel when she told you that? What were your thoughts
> when she broached something you hadn't talked of before? ( maybe the
> childhood abuse issues messed up how your mind responded to this,
> don't answer it if it's painfull )

I realize that given the way I presented it, it sounded like she said she
wanted to do it and then just did. This was not the case.

We had talked about my wanting to surrender this limit. She had talked
about her mooshy power rush from the idea of fucking her boy.

She prepared me. Carefully. It was wonderful and terrible and good.

As to the abuse item, again a clarification: When I was 10, I was anally
raped by a 16 year old. I still don't have full recovery of the memory
and don't really want it. But I also don't like the power that the trauma
of that event continued to have over me.

That is largely gone now, thanks to Mistress.

It's not so much the event. It's the love she poured into it. What she
did was the opposite of rape. And it was good.


[snip]


>>
>> You are not alone.
>
> Yeah, as we're trying new things I know I'm lucky to have ssbb to get
> other views and opinions from. It's so helpfull.
>
> Thank you Gene

You share. I share. Others share. ssbb has been very good for me over
the years.

Gene P.

fnordikins

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Nov 15, 2006, 7:22:17 PM11/15/06
to
On Wed, 15 Nov 2006 18:14:13 -0600, Alcore wrote:

(good stuff snipped)


>
> It's not so much the event. It's the love she poured into it. What she
> did was the opposite of rape. And it was good.
>


What a wonderful outcome for a wonderful scene!

Sunnie

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Nov 15, 2006, 8:20:20 PM11/15/06
to
Tobie wrote:

> I'm not into the pretend I don't want to do it and pretend you're
> going to force me to, OR I really do not want this, tough shit I'm
> going to do it any way.....

Thats the way we are. Of course like they say, payback is hell. LOL!!

> It's all going to be fun, even if he doesn't like something right at a
> particular moment in time.

Same for us. There are some things one of us would never do. But when
tied in a position with no choice ... well ... some things we learn to
like. Or maybe we learn to like doing it back to the other one. VBG!!

L

Sunnie

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Nov 15, 2006, 8:44:23 PM11/15/06
to
Tobie wrote:
> I may have mentioned this already but I don't see where I made an
> actual post about it so here goes...
>
> After I beat my sweetie recently, he was laying over the ottoman in a
> surrendered state and I was standing close behind him and gently
> raking his back. I keep very long fingernails and he loves them on his
> skin.
> I leaned further over and my hands were up on his shoulders and my
> pelvis was against his sweet ass.
> I had the sudden strong hunger to fuck him.
> Ehhhh??????
> I ws shocked at the thought. I'd never thought that before about any
> one. I'd never considered doing it or even had a fantasy about it.
> Then suddenly there I was thinking about taking my sweetie with a
> strap on.

It came to me when I was tied bent over a chair taking it like a woman
naturally from behind, if you know what I mean. That's when my wheels
started turning. The next week I had my new strap on. Little did he
know, VBG!!

> Well what about that? *shakes head in wonder*
> So after I processed it, I told him. After we talked about it, he said
> we could try that.
>
> So, obviously I need clues here! I know all the standard stuff about
> anal sex because I like anal sex myself, but is there something I need
> to know about taking a man with a strap on that isn't common sense and
> concerned caring?

I started using a knobby vibrator in his behind. He thought I enjoyed
giving him an internal massage. He didn't know they were stretching
exercises for what was to come from behind someday, LOL!!

You mentioned bending over the ottoman. That's how I had him tied,
too. I spent a long time at it and he couldn't move ANYTHING an inch.
I came at him with the vibrator and he thought it was another massage.
No it was just a warm up.

I left the room fully dressed. I cam back wearing only black heels and
the never seen before black leather strap-on. I slowly sipped the
martini in my hand and watched him squirm. The look on his face was
priceless!! I know how to use the self timer on his camera. It made
for some beautiful couple shots, VBG!!

Oh yeah one more thing. He took it like a woman. LOL!!

L

Stephen Harris

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Nov 15, 2006, 11:36:21 PM11/15/06
to
Tobie <mizte...@yahoo.com> wrote:
> On Wed, 15 Nov 2006 09:49:20 -0500, bd...@spuddy.org (Stephen Harris)
> >arse :-( I can take a small buttplug but a medium can hurt; the
> >thinnest dildo Tori has is still a little too wide for me :-(

> If you feel comfortable explaining it, since you are so tight there,
> how did you get past that problem the first time?

I'm not sure. I believe we tried the same position, lots of lube, etc
etc. It may just have been luck; a point in time where my arse was more
"sane" (counterpoint: I currently have a haemorhoid; I frequently
suffer "anal fissures" from shitting; etc). Really, my arse probably
isn't a model to base anything on :-(

The second time was hot; I was dressed in my maids outfit, tied down;
she was about to "take her maid"... and it just failed. It hurt; I felt
too stretched. Failure :-(

Tobie

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Nov 16, 2006, 1:30:00 AM11/16/06
to
On 15 Nov 2006 17:44:23 -0800, "Sunnie" <beac...@usa.com> wrote:


>Oh yeah one more thing. He took it like a woman. LOL!!

That's one thing I don't want.
I enjoy his masculinity.
I revel in him giving that to me the way that he does.

I want him to take it like a man.

jacqui{JB}

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Nov 16, 2006, 1:29:50 AM11/16/06
to
"Tobie" <mizte...@yahoo.com> wrote in message
news:nivml2do6gj81pge6...@4ax.com...

> >*chuckle* This is a long-standing fantasy of mine
> >(has been, probably since before I came back from
> >my first Leatherfest and, well-inspired by Bert Hermann,
> >fisted the now-ex-husband >:)). Unfortunately, WH
> >won't let me go there -- it's one of the (thankfully few)
> >Great Unfulfilled Things I'd Like To Do.

> Woah...fisting him. Ok, I'm not ready for that...I still have
> a lot to learn before I attempt to fist a man.
> Wow, though. Yup, ummmhum.

It's *such* a rush. >:) T'warn't nuttin' wrong with our sex life, me 'n
the ex ... well, except for that bothersome "OMG SHE'S GOING TO BE THE
MOTHER OF MY CHILDREN!!! I CAN'T DO THAT WITH HER!!!!!" In some respects,
that's really too bad (for him), because he really had/has the makings of a
sensation junkie. Generally, though, we're *way* better off not being
together.

> He gave over his kitchen to me, really everything
> else is a matter of time, I'll get in that sweet ass yet *grin*

Having the run of *two* kitchens. I'm beyond jealous. :)
-j


Tobie

unread,
Nov 16, 2006, 2:01:22 AM11/16/06
to
On Thu, 16 Nov 2006 07:29:50 +0100, "jacqui{JB}"
<shining_o...@ME.hotmail.com> wrote:

>It's *such* a rush. >:)

Well it's good to have goals I say! *grin*

> T'warn't nuttin' wrong with our sex life, me 'n
>the ex ... well, except for that bothersome "OMG SHE'S GOING TO BE THE
>MOTHER OF MY CHILDREN!!! I CAN'T DO THAT WITH HER!!!!!"


Ohhh...well yes, I can see where that would become an issue.

> In some respects,
>that's really too bad (for him), because he really had/has the makings of a
>sensation junkie.

Philip is one, well I'm one too for that matter.

>Generally, though, we're *way* better off not being
>together.

Most of us with ex's come to the same conclusion after a while.

>Having the run of *two* kitchens. I'm beyond jealous. :)
> -j

I'm one lucky woman. I make sure he knows that too. I'm very lucky to
have found him.

Lusus Naturae

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Nov 16, 2006, 10:30:56 PM11/16/06
to
Tobie <mizte...@yahoo.com> wrote:

>I need to learn more about the prostate.
>
>I've heard massaging that is a real thrill for some fellows.

I expect that the degree and nature of that thrill can vary. You'll
have to explore how it affects him.

I've never done anal sex with a partner, but I've done a lot of solo
play over the years. Erotically, I benefit more from short plugs with
broad bases which can take a lot of pressure and manipulation without
reaching the prostate.

For me, prostate massage can be a very intense and quick route to
ejaculation, but it inevitably leaves me disappointed. It not only
doesn't require the mental build-up that other routes involve, it seems
actively to short-circuit the process; and since the mind is the most
highly erogenous zone, prostate massage is just less erotic for me than
other masturbatory methods.

Of course, for your purpose, this may be just what is wanted -- quick
and hard, and on your terms rather than his.
--

Lusus Naturae

Sunnie

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Nov 17, 2006, 7:26:51 AM11/17/06
to
Tobie wrote:
> On 15 Nov 2006 17:44:23 -0800, "Sunnie" <beac...@usa.com> wrote:
>
>
> >Oh yeah one more thing. He took it like a woman. LOL!!
>
> That's one thing I don't want.
> I enjoy his masculinity.
> I revel in him giving that to me the way that he does.
>
> I want him to take it like a man.
>
> Tobie

That was a joke. I meant he took it in the butt like I do.

L

Nena and Al

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Nov 17, 2006, 7:57:50 PM11/17/06
to
On Tue, 14 Nov 2006 22:01:35 -0800, Tobie <mizte...@yahoo.com>
wrote:

>So, obviously I need clues here! I know all the standard stuff about
>anal sex because I like anal sex myself, but is there something I need
>to know about taking a man with a strap on that isn't common sense and
>concerned caring?

I've had pretty varied results with the strap on. I was surprised at
how different a skill it was being on the other end of the dick. For
me, unless the fellow likes it rough, I prefer not to use a strap on.
Since the dildo isn't hooked to my nervous system (dammit), it's more
difficult to feel when there's some resistance than if I have the toy
in my hand. I don't have a lot of fine control with the strap on so
may push a little harder or deeper than I intended. I may become
quite enthusiastic, which may not be appreciated by my partner. If I
have to avoid becoming enthusiastic, there's not really much point.

Position is really important. The boyfriend and I had a hell of a
time the first couple times I fucked him because he was too low or too
high. He wasn't sure he'd be into it, but he's turned out to be a
total slut about it so we kept trying. I don't like using a bed
because it's too squooshy - makes the control thing even worse when
folks are bouncing around some. I feel that I have more control when
I'm on my feet than on my knees, and prone positions don't work for
me. My Al built me a step so that the exam table is just right, bless
his heart. Tying the boyfriend to the bondage frame made him very
fuckable, too. He was able to bend and push and such. The boy got
so enthusiastic he almost knocked me over. We'd rigged up the
supports for a swing on the frame, but the kids moved in and put that
project on hold. Ah, well.

Have fun!

Nena

http://www.madamegiggles.com/

Bladerunner

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Nov 25, 2006, 2:16:51 AM11/25/06
to
Tobie wrote:

> After I beat my sweetie recently, he was laying over the ottoman in a
> surrendered state and I was standing close behind him and gently
> raking his back. I keep very long fingernails and he loves them on his
> skin.
> I leaned further over and my hands were up on his shoulders and my
> pelvis was against his sweet ass.
> I had the sudden strong hunger to fuck him.
> Ehhhh??????
> I ws shocked at the thought. I'd never thought that before about any
> one. I'd never considered doing it or even had a fantasy about it.
> Then suddenly there I was thinking about taking my sweetie with a
> strap on.


There's a couple of books, including The Strap-On Book, you might find
helpful. I haven't seen more than a clip of "Bend Over Boyfriend", but
I've heard rave reviews.

I've mostly been guided by the men I've fucked. We go really slow at
least the first time, with lots of lube and lots of talking about what
exactly is going on where. I've had occasion to get comfortable with
what's going on and let loose a bit, getting to actually "fuck" and not
worry too much about how deep I am or how hard I thrust. That's been a
good time. One of the best times I had was where I could actually feel
his moans through his body, up through my dick into my own body. It's
only happened once, and that's been a while back. But... wow.

I'm not sure I could really make a starting recommendation beyond
"patience, lube, more patience, more lube", and I feel fairly sure you
know that already. :) With some guys, having them laying down, face
up or face down, is best. For some, on their knees is easiest. For the
first time with my fingers and hand, I like having the guy lay on his
back with his knees up a bit. It's a little harder to get at his ass,
but it's way easier for me to see his face and hear his voice. That's
especially helpful for when he loses the power of speech. It's also
handy to occasionally play with his dick to relax him or distract him a
bit. When it comes to the strap-on itself, sometimes it's easier for
me to lay on my back and let the guy ride me. That way he can control
the depth and speed, even if I'm still nominally in charge. Plus they
look so good up there! I am also fond of having the guy laying on his
back with his legs around my back & me up on top. That way he can pull
me in and push me away as he's ready for the thrusts.

It depends on what makes him comfortable enough to be able to take it
and also lets you both have the headspace you want. I've been "in
charge" both being physically on top of the guy and being flat on my
back under him while wearing the strap-on. I've been the bottom/sub in
both of those positions too, still wearing the strap-on.

Also to take into account - are you/he/both of you process-oriented or
result-oriented? I'm usually process-oriented - I don't care how long
it takes, even over multiple sessions before I achieve any penetration
whatsoever, as long as everyone involved is having a good time. But
once in a while... I just want to fuck hard and deep. Which can be
frustrating if it's not quite working for him that session. Or he
really wants it but things are just conspiring against it that day.
I've also had partners get ridiculously tight and frustrated because
they didn't think it was happening quickly enough for my enjoyment.
There's a mood-killer for ya.

Oh, and my standard caveat becomes quite literal here: Shit happens -
It's what you do about it that makes the difference. Anal sex is
messy. Once in a while it's really messy. Me, I tend to get far more
worked up about what might happen than my partner will. Something that
helps me relax when I'm the receiver is to know that I'm laying on
something washable, whether it's my own bedsheets or a towel, and to be
reassured my partner really is aware of the possibility and promises
not to freak out about it happening. That, and having a bathroom and a
couple of washcloths nearby, helps me relax immeasurably during the
whole process.


Bladerunner
SSBB Diplomatic Corps: Portland, OR

Fledge...@gmail.com

unread,
Jan 6, 2007, 11:26:20 PM1/6/07
to
I actually posted something on LiveJournal that you might find useful.

So let me plagiarize myself.

The pet I currently keep was very eager indeed to be used this way, but
had a very tight little butt indeed. We had to do quite a bit of work
to get him in shape.

Resources I looked to:

* Bend Over Boyfriend: found this a lot less useful than I expected.
Definitely a rental instead of a purchase, I think.
* The Strap-On Book, by A. H. Dion: lovely illustrations by Donna Barr,
but less helpful than expected. Out-of-print and thus hard to find.
* The Ultimate Guide to Strap-On Sex, by Fairy Butch: moderately
helpful, and the very detailed rating of different lubes has been a
wonderful help (rated on viscosity and slipperiness)

As you're somewhat familiar with anal, you already know the most
important things, in my opinion:

* It shouldn't hurt. If it does, something's wrong.
* In the wise words of (I think) Pat Califia: "Too much lube is almost
enough."

I like to use water-based lube because I use latex condoms. I like
"Slippery Stuff," which I buy in 16 ounce pump containers. Though my
pet's ass is fairly experienced now, I still find it helpful to explore
the area a little bit with lubed gloved fingers first. If he's already
excited and relaxed, fucking him is much, much easier. (In fact, I no
longer push in - I make him come and get it.) And I've noticed the
configuration of his ass may change from day to day.

With him, I find it's easiest to hit the prostate reliably if he's on
his back. He likes that a lot.

R

{start self-plagiarism here}

Beginning strapon play; thoughts on the Feeldoe (look Ma, no harness!)
Let me just start off by saying my pet has the prettiest little pink
asshole.

I had some previous, fairly minimal, experience with strapon play
before starting on my pet. We had to spend quite some time teaching him
to relax and convincing his ass to come out and play, so we started him
off with, in addition to fingers and lots of lube, some very small
silicone toys - the smallest size Silk dildo and a Ripple (by Tantus, I
think) to see if he liked his toys smooth or "bloopy." As it happens,
he likes both.

His ass kind of laughs at toys that small now, but they were helpful at
the time.

Before getting down to actual strapon play, I consulted with a friend
whose wife is a professional sex worker as to what kind of dildo to
get. She strongly recommended the Feeldoe, a silicone toy which can be
worn without using a harness (it's an L-shaped double dildo with an
insertable bulb, and a more traditionally shaped phallus at slightly
less than a 90 degree angle to the bulb). Given my pet's lack of
experience, I selected a Feeldoe Slim. These can actually be purchased
very cheaply from drugstore.com, much to my surprise. (I didn't get
mine there but would have saved money if I had.) The Feeldoe also has
little ridges, so if a woman is wearing the bulb end, there's some
textural interest for her. Just putting it on and walking around feels
pretty good. I got the Feeldoe with a bullet vibrator, which feels
terrific but eats batteries like nobody's business.

The Feeldoe, due to the way it's worn, is slung a little lower than
most strapons, so, as one reviewer put it, "you fuck with your cunt
instead of with your hips." It takes some getting used to, but once you
do the thrusting feels pretty natural; the human penis is rooted in
approximately the same area on a man. It does make watching the dildo
slide in to the object of your attentions a little more difficult than
with a traditional strapon.

Since the other end of the Feeldoe's inserted in the wearer, there's no
worry about the dildo slipping sideways in the harness if the flange
and the O-ring on the harness aren't lined up just right. However, I
did have some issues with the Feeldoe actually popping right out,
notably when trying various positions which had me up on the bed with
the pet, mostly between his legs with him flipped this way or that - it
kept slipping out, even when I had both legs together. I got a lot more
security wearing it with a harness.

However, we've recently discovered that the Feeldoe works great without
a harness when the wearer has both feet on the floor. So I just bend
him over the bed and have him adjust the height (pillows under his
hips, etc.) until I'm happy. Great visibility of my initial target, no
dildo slippage and natural motion for me; what seems to be quite
effective penetration for him. I find this is less tiring than a more
traditional missionary or doggie-style position too: a greater
percentage of the thrust goes into the target and not into moving the
mattress.

So now I'm thinking about getting an Original in addition to the Slim.
However, my next purchase will probably be a traditional strapon dildo
for occasions when I just don't feel like being penetrated myself while
strapping on.

Tobie wrote:
> I may have mentioned this already but I don't see where I made an
> actual post about it so here goes...
>
> After I beat my sweetie recently, he was laying over the ottoman in a
> surrendered state and I was standing close behind him and gently
> raking his back. I keep very long fingernails and he loves them on his
> skin.
> I leaned further over and my hands were up on his shoulders and my
> pelvis was against his sweet ass.
> I had the sudden strong hunger to fuck him.

{snip}

DianaGddss

unread,
Jan 12, 2007, 11:21:43 AM1/12/07
to
Howdy!

I'm Diana, GeneP's dominant. I started reading ssbb shortly after
this topic began and have been lurking since. It's good to be here!

A little about me ...
I discovered TTWD about 8 years ago and got involved in public
life almost immediately. The Baton Rouge community has been good
to me. I have been married to my owner for over 5 years.
I created a New People Orientation program for my club, ran it
for several years, and presented it at LLCIX in New Orleans. With
Gene, I've discovered a strong Mistress side to my person and am
enjoying the heck out of it, and him.

Fledge...@gmail.com wrote:
> less than a 90 degree angle to the bulb). Given my pet's lack of
> experience, I selected a Feeldoe Slim. These can actually be purchased
> very cheaply from drugstore.com, much to my surprise. (I didn't get
> mine there but would have saved money if I had.) The Feeldoe also has

To Wings excellent list of resources, I would add _Anal Pleasure
and Health_. The author is somewhat saccharin and
self-actualizing, but he will help the reader become comfortable
with the word "anus".

I hopped over to drugstore.com because I'm in the market for a
Feeldoe Slim and wasn't impressed with the $85.99 price, so I did
a bit of research. The cheapest I've found is $53.98 at deep
memories (http://www.deepmemories.com/Feeldoe-Slim_p_18-94.html).
Anybody find a better price or have a recommendation about this
store?

THANKS!

Peace and Giggles,
Diana, , Diana...@bellsouth.net, www.SaltzScents.com
I belong to him -> Sol <Pleas...@bellsouth.net>
This one's mine -> Gene <bond...@uurth.com>
Life is Good. :)

Troia

unread,
Jan 12, 2007, 2:47:58 PM1/12/07
to
DianaGddss wrote:
> Howdy!
>
> I'm Diana, GeneP's dominant. I started reading ssbb shortly after this
> topic began and have been lurking since. It's good to be here!
>
> A little about me ...
> I discovered TTWD about 8 years ago and got involved in public life
> almost immediately. The Baton Rouge community has been good to me. I
> have been married to my owner for over 5 years.
> I created a New People Orientation program for my club, ran it for
> several years, and presented it at LLCIX in New Orleans. With Gene, I've
> discovered a strong Mistress side to my person and am enjoying the heck
> out of it, and him.

(nothing I can address on-topic)

> Peace and Giggles,
> Diana, , Diana...@bellsouth.net, www.SaltzScents.com
> I belong to him -> Sol <Pleas...@bellsouth.net>
> This one's mine -> Gene <bond...@uurth.com>
> Life is Good. :)

Just "Hi" and glad you posted. And d***, yes, I guess with such an
arrangement "Life is Good".

I'm not wired that way but ... boy, I sure can appreciate why you would
feel that way.

Which is to say: Welcome, and all that.

-- Troia

Bladerunner

unread,
Jan 13, 2007, 2:32:07 PM1/13/07
to

On Jan 12, 8:21 am, DianaGddss <dianagd...@bellsouth.net> wrote:
> Howdy!
>
> I'm Diana, GeneP's dominant.


Howdy back :)

Bladerunner

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