How do I get him to try the strap on ?

[hilltopper69]

Don't tempt me, folks. I just might give him a " surprise rear-ender".

Go for it girl tell he begs for more.

 

[hilltopper69]

Go for it girl tell he begs for more.

better fix that till he begs for me,sorry getting excited.

 

[FurryFury]

Don't tempt me, folks. I just might give him a " surprise rear-ender".

LOL!

I wouldn't advise that but if you ever find yourself getting that first "crack" at him, go sloooow! Make it maddeningly slow. Get him so worked up he is dripping pre come constantly. Do whatever it takes to work him up.

Slowly open his ass with a small toy, tongue or fingers. Use TONS of lube. Open him up more and more while doing all the things that drive him nuts, a blow job that stops before he comes, a spanking, a rim job, whatever it is.

When you finally do enter him with a strap on know that the mind fuck part of this is what really gets both parties going the best. Physically you probably won't feel that much yourself it the mind fuck doesn't get to you.

Once you enter him and get through that first splinter, STOP!!! Wait for him to push back wanting more.

He will. He, if done correctly, will feel incredible pleasure. He may like being stroked into or he may not. He may, like my guy simply enjoy being filled or the side to side action or the cock moving in him rather than going in and out as I like him to do inside me.

Also remember, no dildo or butt plug on earth feels as good as a real cock. You've had the pleasure of a real cock but he might have to do with a fake one and it does feel different. It's good, just not as good.

Anyway that's my advice. Take it with a grain of salt.

(Salt is not recommended in the ass however. LOL! Okay, yes, I am feeling silly today!)

Fury

 

[PredatorSmile]

LOL!

I wouldn't advise that but if you ever find yourself getting that first "crack" at him, go sloooow! Make it maddeningly slow. Get him so worked up he is dripping pre come constantly. Do whatever it takes to work him up.

Slowly open his ass with a small toy, tongue or fingers. Use TONS of lube. Open him up more and more while doing all the things that drive him nuts, a blow job that stops before he comes, a spanking, a rim job, whatever it is.

When you finally do enter him with a strap on know that the mind fuck part of this is what really gets both parties going the best. Physically you probably won't feel that much yourself it the mind fuck doesn't get to you.

Once you enter him and get through that first splinter, STOP!!! Wait for him to push back wanting more.

He will. He, if done correctly, will feel incredible pleasure. He may like being stroked into or he may not. He may, like my guy simply enjoy being filled or the side to side action or the cock moving in him rather than going in and out as I like him to do inside me.

Also remember, no dildo or butt plug on earth feels as good as a real cock. You've had the pleasure of a real cock but he might have to do with a fake one and it does feel different. It's good, just not as good.

Anyway that's my advice. Take it with a grain of salt.

(Salt is not recommended in the ass however. LOL! Okay, yes, I am feeling silly today!)

Fury

You've just given me a library of ideas. Thanks. I'll let y' know how it goes.

 

[FurryFury]

You've just given me a library of ideas. Thanks. I'll let y' know how it goes.

Anytime! It's my new goal in life to help bring people to anal pleasure!

*winks*

Fury

 

[~Breathe~]

A similar experience

After reading this thread I had to tell you what has recently happened with me and my boyfriend. We are playing with the Domme/Sub relationship which he enjoys - and admittedly this has created permissions that may not have been there before- he may never have endured this to find out how much he would enjoy it.

He didnt mind me slipping a finger in his ass occassionally - although sometimes he flinched or removed my hand. So I went very slowly, with my goal being a vibe. Every few sessions I would slip in the finger again. Then he surprised me one day after many talks about what I like about anal sex and said he had tried it that very day with a soft anal plug and didnt mind it at all. I really think he had to do that on his own in our situation - to experiment by himself - perhaps it was embarrassing for him to do so in front of me.

Once he tried that, I moved things forward faster by utilising my Domme role to use a small butt plug on him which was very well lubed, he got used to that and so a few sessions later I introduced a small anal vibe - again well lubricated and gently and slowly.

Just prior to Valentines Day I responded to a pic of a womna with a strap on with lots of interest, which he picked up on and that ensued in a conversation about me doing that as his Domme. Valentines Day was a trip to the local sex shop and my new strap on! I couldnt wait to get home and try it on him - which I did, carefully after readying him with the vibe first.

He was very apprehensive about it, so I reassured him I would be gentle and would never push him further than he cared for - ok, just a little

I thoroughly enjoyed it and he said he loved the feeling of submission coming from my hips banging against his ass cheeks and my hands on his hips guiding him back into me, he loved the fact that I was "humping ' him. And so did I !

So 12 months ago he wouldnt have dreamed he would have allowed me to use a strap on with him - I never dreamed it would eventuate - so there is hope! Communication is so very essential though - and, with us, it heightens the eroticism of what we get up to.

Good luck!

 

[PredatorSmile]

After reading this thread I had to tell you what has recently happened with me and my boyfriend. We are playing with the Domme/Sub relationship which he enjoys - and admittedly this has created permissions that may not have been there before- he may never have endured this to find out how much he would enjoy it.

He didnt mind me slipping a finger in his ass occassionally - although sometimes he flinched or removed my hand. So I went very slowly, with my goal being a vibe. Every few sessions I would slip in the finger again. Then he surprised me one day after many talks about what I like about anal sex and said he had tried it that very day with a soft anal plug and didnt mind it at all. I really think he had to do that on his own in our situation - to experiment by himself - perhaps it was embarrassing for him to do so in front of me.

Once he tried that, I moved things forward faster by utilising my Domme role to use a small butt plug on him which was very well lubed, he got used to that and so a few sessions later I introduced a small anal vibe - again well lubricated and gently and slowly.

Just prior to Valentines Day I responded to a pic of a womna with a strap on with lots of interest, which he picked up on and that ensued in a conversation about me doing that as his Domme. Valentines Day was a trip to the local sex shop and my new strap on! I couldnt wait to get home and try it on him - which I did, carefully after readying him with the vibe first.

He was very apprehensive about it, so I reassured him I would be gentle and would never push him further than he cared for - ok, just a little

I thoroughly enjoyed it and he said he loved the feeling of submission coming from my hips banging against his ass cheeks and my hands on his hips guiding him back into me, he loved the fact that I was "humping ' him. And so did I !

So 12 months ago he wouldnt have dreamed he would have allowed me to use a strap on with him - I never dreamed it would eventuate - so there is hope! Communication is so very essential though - and, with us, it heightens the eroticism of what we get up to.

Good luck!

Thanks. I'm glad your guy is open-minded. You two sound like you can have a lot of fun together. Mine just doesn't want to be anally penetrated. He's bi, which makes that even more awkward. I respect his wishes. He doesn't mind toying with my bottom, though. I absolutely love it when he's going inside my bottom with his manhood. I love the feel of him inside me. I love looking into his eyes as he is doing it to me. I think he's got a deep phobia of being anally penetrated.
I decided to push things a little, once. While sucking him off, my finger 'accidentally' wandered near his butthole. You would have thought he'd been electrocuted. He had a wild look of fear in his eyes.
He shrank from me like I was a viper, then the swearing began. I apologized over and over. Yep, I learned my lesson. I think that someone might have done something to him which makes him fear being penetrated. He doesn't want to talk about it. His past is a closed book.

 

[~Breathe~]

Thanks. I'm glad your guy is open-minded. You two sound like you can have a lot of fun together. Mine just doesn't want to be anally penetrated. He's bi, which makes that even more awkward. I respect his wishes. He doesn't mind toying with my bottom, though. I absolutely love it when he's going inside my bottom with his manhood. I love the feel of him inside me. I love looking into his eyes as he is doing it to me. I think he's got a deep phobia of being anally penetrated.
I decided to push things a little, once. While sucking him off, my finger 'accidentally' wandered near his butthole. You would have thought he'd been electrocuted. He had a wild look of fear in his eyes.
He shrank from me like I was a viper, then the swearing began. I apologized over and over. Yep, I learned my lesson. I think that someone might have done something to him which makes him fear being penetrated. He doesn't want to talk about it. His past is a closed book.

Well thats a real shame, for both of you but I understand those sort of fears and maybe one day he will feel ready to give it a try or maybe he just wont ever go down that path - either way Im sure there are other things that you do and can do, to give you both as much pleasure

 

[PredatorSmile]

Well thats a real shame, for both of you but I understand those sort of fears and maybe one day he will feel ready to give it a try or maybe he just wont ever go down that path - either way Im sure there are other things that you do and can do, to give you both as much pleasure

Oh, yeah. He loves my new, very short haircut and loves the fact that I like to dress up like a guy. If anything, our lovemaking is rougher and more passionate when I'm "dressed up as his 'boy' ready for fucking'. Yeah, he's bi. I love him though. Here's to hoping that someday he will open up.....in more ways than one.

 

[rosco rathbone]

Just learned about this person in the voice today:

buck angel

An extremely butch, pre-op FTM transsexual. According to Mike Musto, gay men who tend to hate the vagina love her/him. This seemed apropos.

 

[Samuelx]

Interesting ! We often hear about MTF transsexual but rarely do we hear about their FTM counterparts. I checked Buck Angel out online. I had trouble believing the macho-looking dude was once a chick. Damn !!!

 

[FurryFury]

Just learned about this person in the voice today:

buck angel

An extremely butch, pre-op FTM transsexual. According to Mike Musto, gay men who tend to hate the vagina love her/him. This seemed apropos.

Very interesting, I'm curious about "built" cocks and vaginas which this guy doesn't have.

Fury

 

[stepdaddy]

Hog-tie a 6'4, 235-pound dude ? Do I look like Xena to you ?

For what it's worth, I'm about that size and it is precisely why this sort of play is such a turn on. With guys our size, we pretty much go through life with people respecting our size because that's kind of the caveman/instinctual thing to do. People respect size and strength weather they admit it or not. As you can imagine, that gets old after a while and you'd like to see how the other half lives. What's the most oppisate thing of being a large, intimidating guy who always is in charge? Being at the mercy of a smaller woman Honestly he's probably thought about it, maybe even wants to do it but it's so against his instincts that he doesn't even want to admit it to himself, let alone you. Just tell him how sexy you think it is, how much it turns you on, make sure he knows that YOU'RE okay with it and most of all, that nobody will ever find out. Lastly, make sure to hit the prostate

 

[A_Kefka]

I know I've thought about it. Even though I was very thin at one time I'm rather tall, and its a bit intimidating for most people to look up at someone. I'd love a woman to take control like that with me.

 

[PredatorSmile]

Here is my IMAGINARY strap on experience :


I come home from school, to find my sexy boyfreind waiting for me. He is looking handsome and very eager to please me and receive pleasure in return. I grab a bottle of syrup and drip its contents all over his sexy body. I lick him from head to toe. I am ready to give that man some serious sexing. He wants me quite badly. I look at that gorgeous dick of his and take it into my mouth. I suck him until he cums, and I drain those big balls of his. He is happy, smiling and looking lovingly into my eyes. I lean over and whisper something into his ear. He smiles and nods. I run out of the room and fetch my precious toy. It's a strap-on. A slim blue one. I grab some lube and gently, adoringly lube up my man's sexy ass. He is ready and tells me so. I fasten the strap on around myself and get ready to enter him. Slowly, I slide my dildo into him. He is hesitant at first but I whisper to him that I love him and want only to please him. He relaxes and enjoys what i am doing to him. Slowly but surely, my dildo slides deep into his ass. He begs me for more. I give it to him, thrusting mightily. He screams in pleasure. I give him all I have.
He lies on the bed, on his back. Slowly, I remove the dildo from him. He is looking at me with a strange expression on his face. He is surprised, but happy. I smile and tell him that it's my turn. I give him a big kiss on the lips and assume the position that he loves the most. I get on my hands and knees, facing away from him. My butt cheeks are spread wide open by my slim hands and I am waiting for him. He comes up behind me, holding his long, thick cock. He is ready to fuck my ass with that big cock of his. He lubes me up and enters me. I feel his thick tool deep inside me. I push back and beg him for more. He thrusts inside me. Hard and deep, just the way i liked it. I've never done this sex act with anyone other than him. Out of all the lovers I've had, he's the one I love the most. I open up to him and welcome him inside me. He is thrusting in my nether regions, and my tender ass-flesh yields to his mighty thrusts. I feel his cock spasm inside me and I can feel what is coming. It's him. He is cumming deep in my ass. I would never allow anyone else to do this to me but i love him and trust him with my life.
I feel his hot semen deep inside me. I used to think that I'd have to be a lowly type of woman to let a man do this to me. But i no longer think of this sex act as dirty. This is just one more way a woman in love gives herself to the man she loves. He removes himself from me, sighs in pleasure. I lie on the bed, flat on my back. I look at him. He looks at me. He smiles and pulls me into his arms. Now I know that he loves me. We belong to each other. Forever.

 

[FurryFury]

Here is my IMAGINARY strap on experience :


I come home from school, to find my sexy boyfreind waiting for me. He is looking handsome and very eager to please me and receive pleasure in return. I grab a bottle of syrup and drip its contents all over his sexy body. I lick him from head to toe. I am ready to give that man some serious sexing. He wants me quite badly. I look at that gorgeous dick of his and take it into my mouth. I suck him until he cums, and I drain those big balls of his. He is happy, smiling and looking lovingly into my eyes. I lean over and whisper something into his ear. He smiles and nods. I run out of the room and fetch my precious toy. It's a strap-on. A slim blue one. I grab some lube and gently, adoringly lube up my man's sexy ass. He is ready and tells me so. I fasten the strap on around myself and get ready to enter him. Slowly, I slide my dildo into him. He is hesitant at first but I whisper to him that I love him and want only to please him. He relaxes and enjoys what i am doing to him. Slowly but surely, my dildo slides deep into his ass. He begs me for more. I give it to him, thrusting mightily. He screams in pleasure. I give him all I have.
He lies on the bed, on his back. Slowly, I remove the dildo from him. He is looking at me with a strange expression on his face. He is surprised, but happy. I smile and tell him that it's my turn. I give him a big kiss on the lips and assume the position that he loves the most. I get on my hands and knees, facing away from him. My butt cheeks are spread wide open by my slim hands and I am waiting for him. He comes up behind me, holding his long, thick cock. He is ready to fuck my ass with that big cock of his. He lubes me up and enters me. I feel his thick tool deep inside me. I push back and beg him for more. He thrusts inside me. Hard and deep, just the way i liked it. I've never done this sex act with anyone other than him. Out of all the lovers I've had, he's the one I love the most. I open up to him and welcome him inside me. He is thrusting in my nether regions, and my tender ass-flesh yields to his mighty thrusts. I feel his cock spasm inside me and I can feel what is coming. It's him. He is cumming deep in my ass. I would never allow anyone else to do this to me but i love him and trust him with my life.
I feel his hot semen deep inside me. I used to think that I'd have to be a lowly type of woman to let a man do this to me. But i no longer think of this sex act as dirty. This is just one more way a woman in love gives herself to the man she loves. He removes himself from me, sighs in pleasure. I lie on the bed, flat on my back. I look at him. He looks at me. He smiles and pulls me into his arms. Now I know that he loves me. We belong to each other. Forever.

That is a lovely fantasy!

*smiles*

Fury

 

[PredatorSmile]

That is a lovely fantasy!

*smiles*

Fury

Thank you. I hope to realize it someday. It doesn't sound scary , does it ?

 

[FurryFury]

Thank you. I hope to realize it someday. It doesn't sound scary , does it ?

Well not to me, but I do know of some ways it wouldn't work for me and mine like that. The reality is often not the same as the dream. That's part of the interesting thing about actually doing it.

Oh and it sounds sooo sticky with that syrup! *smiles* I gotta wonder what flavor you favor.

Fury

 

[PredatorSmile]

Well not to me, but I do know of some ways it wouldn't work for me and mine like that. The reality is often not the same as the dream. That's part of the interesting thing about actually doing it.

Oh and it sounds sooo sticky with that syrup! *smiles* I gotta wonder what flavor you favor.

Fury

I like Maple syrup but generally like any brand or flavor, as long as it's sweet and sticky.

 

[FurryFury]

I like Maple syrup but generally like any brand or flavor, as long as it's sweet and sticky.

I'd have to say yum!!

*grins*

Fury

 

[PredatorSmile]

Yep ! I have a little secret to confess. My BF tells me that on my next birthday, he will do ANYTHING I ask of him. It's coming up in a few months. I really want to hold him to his word. I just hope he won't chicken out once he finds out what I have planned. You guys already know. We're talking about a "surprise rear-ender".

 

[FurryFury]

Yep ! I have a little secret to confess. My BF tells me that on my next birthday, he will do ANYTHING I ask of him. It's coming up in a few months. I really want to hold him to his word. I just hope he won't chicken out once he finds out what I have planned. You guys already know. We're talking about a "surprise rear-ender".

Wow! Something to look forward to then!

Well remember to go slow and open him up with lots of lube. I hope it's wonderful for you both!

Fury