Strapon relationship

[MartasBoy]

Thanks Roxy.
Ive never touched his penis before. I was thinking of keeping it this way. I kind of like how this distance has kept us close.

My wife only touches my pee pee when she gives me an occasional handjob. She always wears a pair of kitchen dishwashing gloves. She says that she finds the mess I make from my little dribblings of cum, disgusting.

[Ghalilaeus]

I've been ass fucked by a lot of men. Appart from a few of them, they weren't tender or soft with me, or really considerate for that matter. The just wanted to pleasure their penises.
They wanted to tickle their penis with by ass and get the pleasure.
I've noticed how eager they are to get their penis inside me and pleasure themselves. It is about taking pleasure- that seems to be what a penis is for.
While I do enjoy the fact that they lust me and use me for pleasure- I am really intrigued by the flip side of it. Being the one with the penis and using it like a man to take pleasure.

I'm not really attracted to women- but the thought of fucking a girl's pussy or ass like a man does.
I have sucked some pussies before. I didn't like it. Its just dirty, sour and smelly.. sucking a penis is so much more pleasant- and I don't enjoy sucking a penis or drinking sperm either. I like the feeling of being made to do something however... being dominated.

I'd love to be able to stand strong like you described and fuck like a real man with a cock.
Fuck a man or woman hard and strong.

To men fucking is not just tickling the penis and feel pleasure. Physical pleasure is present but to men is not as important as to women and it is less intense: during sex men do not lose notion of their surroundings as many women do, for example. Fucking is more than anything else an act of self affirmation, domination, possess, this is what actually tickles the male brain.

[Paradox2001]

Namitha, you are a fabulous woman! You wrote “I'm excited about the strapon. Not sure about chastity yet.”

You don’t need to use a chastity device on him, but you should understand what effect it would have. When you lock up a man’s cock you will immediately notice him being more attentive and more anxious to please you. It’s automatic for most men. He’s doing it in hopes of earning a release from the cage so he can masturbate. Once he cums he will lose that attentive attitude until he is locked up again.

If you control the cock you control the man. You use release of his cock from chastity only as a reward for good behavior. In your case you might release him to masturbate only after you have fucked him X many times with your strap on. If that is your rule you will find him begging you to fuck him every day. Similarly for other rules you impose.

For example: Some hot wives release cage their cuckolds and release them only after servicing their bull and eating his cum. Some make a long list of chores that her cuck must complete. The opportunities are endless. Releasing you boy from chastity is an earned reward only.

Roxy

[Maddie_Hippychick]

The rule is simple. The only time he can touch himself or cum is when he has a cock in his ass, either the strap-on or a real one. Keep him in chastity until then. Make unlocking and releasing a part of foreplay, but don’t allow him to start masturbating until you’re fucking him. Use a lot of teasing until he’s begging for a cock in his ass so he can play with himself and cum. You always want to reinforce this. Tell him how sexy he looks bent over with a cock in his ass. Tell him that any guy would love to fuck that sweet ass. Tell him you catch guys checking out his ass all the time. Tell him to wear clothes that really show it off. When you’re fucking him, tell him how much better the real thing feels. How amazing it feels when a man grabs your hips and pushes deep inside of you and cums hard, how you can feel his intensity, his strength and passion. How sexy it feels when his cum leaks out if you. Make him beg you to let him fuck a real cock. Teach him to suck cock like a pro, so he can get a man ready to fuck his ass. Once he associates getting fucked in the ass with his own sexual pleasure, he’ll crave it. He’ll fantasize about it. He won’t be able to get it out of his mind.

[Maddie_Hippychick]

Oh, one more thing. After a while, start putting a time limit on how long you’ll fuck him. Maybe start with like 30 minutes. If he can’t cum within 30 minutes, stop. Tell him he can try again later, maybe later that day, maybe the next. Play with the duration inbetween tries. The key is to encourage him to learn to cum quickly. Gradually shorten that duration of the try. Try to get him cumming within 5 minutes of starting to fuck him.

Next, work on multiple orgasms per session. Or at least to be a good slut and continue to take it with enthusiasm after an orgasm.

[namitha157]

This is really interesting.
I thought not touching him or allowing him sexual access to me would have this effect.

Everything you describe is what I want- but to perfection.

I remember this to a similar effect when we masturbates and I pull his hands away before he can cum and ruin it.
The look of straining agony on his face as sperm leaks from his penis slowly.
He is very submissive after that.

Namitha, you are a fabulous woman! You wrote “I'm excited about the strapon. Not sure about chastity yet.”

You don’t need to use a chastity device on him, but you should understand what effect it would have. When you lock up a man’s cock you will immediately notice him being more attentive and more anxious to please you. It’s automatic for most men. He’s doing it in hopes of earning a release from the cage so he can masturbate. Once he cums he will lose that attentive attitude until he is locked up again.

If you control the cock you control the man. You use release of his cock from chastity only as a reward for good behavior. In your case you might release him to masturbate only after you have fucked him X many times with your strap on. If that is your rule you will find him begging you to fuck him every day. Similarly for other rules you impose.

For example: Some hot wives release cage their cuckolds and release them only after servicing their bull and eating his cum. Some make a long list of chores that her cuck must complete. The opportunities are endless. Releasing you boy from chastity is an earned reward only.

Roxy

[namitha157]

I'd love to have one of my bfs fuck his ass. And another fuck mine next to him.

I want to get him to only cum when he is getting fucked in the ass. Not rubbing his little penis.

The things you said sound really hot. I'll try it when I fuck him and see how much it turns him on.

The rule is simple. The only time he can touch himself or cum is when he has a cock in his ass, either the strap-on or a real one. Keep him in chastity until then. Make unlocking and releasing a part of foreplay, but don’t allow him to start masturbating until you’re fucking him. Use a lot of teasing until he’s begging for a cock in his ass so he can play with himself and cum. You always want to reinforce this. Tell him how sexy he looks bent over with a cock in his ass. Tell him that any guy would love to fuck that sweet ass. Tell him you catch guys checking out his ass all the time. Tell him to wear clothes that really show it off. When you’re fucking him, tell him how much better the real thing feels. How amazing it feels when a man grabs your hips and pushes deep inside of you and cums hard, how you can feel his intensity, his strength and passion. How sexy it feels when his cum leaks out if you. Make him beg you to let him fuck a real cock. Teach him to suck cock like a pro, so he can get a man ready to fuck his ass. Once he associates getting fucked in the ass with his own sexual pleasure, he’ll crave it. He’ll fantasize about it. He won’t be able to get it out of his mind.

[namitha157]

This is intersting.
How long does it usually take to make a man orgasm through anal alone? Without touching his penis?

Oh, one more thing. After a while, start putting a time limit on how long you’ll fuck him. Maybe start with like 30 minutes. If he can’t cum within 30 minutes, stop. Tell him he can try again later, maybe later that day, maybe the next. Play with the duration inbetween tries. The key is to encourage him to learn to cum quickly. Gradually shorten that duration of the try. Try to get him cumming within 5 minutes of starting to fuck him.

Next, work on multiple orgasms per session. Or at least to be a good slut and continue to take it with enthusiasm after an orgasm.

[coastalkid]

The rule is simple. The only time he can touch himself or cum is when he has a cock in his ass, either the strap-on or a real one. Keep him in chastity until then. Make unlocking and releasing a part of foreplay, but don’t allow him to start masturbating until you’re fucking him. Use a lot of teasing until he’s begging for a cock in his ass so he can play with himself and cum. You always want to reinforce this. Tell him how sexy he looks bent over with a cock in his ass. Tell him that any guy would love to fuck that sweet ass. Tell him you catch guys checking out his ass all the time. Tell him to wear clothes that really show it off. When you’re fucking him, tell him how much better the real thing feels. How amazing it feels when a man grabs your hips and pushes deep inside of you and cums hard, how you can feel his intensity, his strength and passion. How sexy it feels when his cum leaks out if you. Make him beg you to let him fuck a real cock. Teach him to suck cock like a pro, so he can get a man ready to fuck his ass. Once he associates getting fucked in the ass with his own sexual pleasure, he’ll crave it. He’ll fantasize about it. He won’t be able to get it out of his mind.

Damn! It sounds like you've had some success at this! I'll bet you have some awesome stories to tell.

[Maddie_Hippychick]

As for how long it takes to train a man to cum from anal alone, I don’t know for sure. I suspect that some men will simply never get there and others will quite easily. I’m sure there are a ton of variables like age, weight, health, overall attitude about sex, homophobia, past abuse, mental health, etc. If a man’s only release is masturbation during pegging, and he’s constantly being teased and denied, it won’t take long at all for him to be begging for a cock in his ass. And if the sessions get progressively shorter and longer inbetween he’ll learn to cum quicker, especially if you ratchet up the intensity. I think it definitely sets the stage for him to cum hands-free. Don’t forget, the most powerful sex organ is the mind. You have to keep his mind engaged. You can’t let it become too familiar. It has to remain naughty and taboo, but also playful and fun. Just don’t bee too disappointed if he never gets there. I think most don’t. Still, it’s fun trying.


Remember too, this is your partner. You need to give him plenty of aftercare, cuddles, affirmations. He’s giving you a great gift. Take good care of him.

[Maddie_Hippychick]

@Coastalkid Not in real-life, but I have a vivid imagination. Lol

I DO have some stories, but most aren’t really aligned with this forum. I’m transgender, have been my whole life. I’ve been in a dead bedroom marriage for decades. It’s just over the last few years that I refused to be celibate any longer and entered the swinger lifestyle. I have a BFF/FWB that has other partners, but I don’t really consider myself a cuckold (or a hot trans girlfriend )

I don’t want to hijack Namitha’s thread so I won’t go into great detail, but last weekend I went to a lifestyle party. I’ve been to this place several times before. The Luxe, a bit south of Chicago. Nice place. They do a good job. Anyways, my BFF, AKA Goddess, got there a little earlier with a mutual male friend of ours. They weren’t having a lot of luck connecting with other couples, but did talk with some. So we were going to go upstairs to one of the playrooms and play with just the three of us. As we were headed up, Goddess saw the female half of one of the couples they talked to earlier and invited them up. They accepted, so there we are, five of us on this big bed. I had not met this other couple yet, so I was thinking they might not want to play with a transgirl. So, I was not really engaging right away. I introduced myself, but that was it. AT THAT POINT, I kinda felt like a cuck. I wasn’t sure if I was going to just sit and watch, or what. Turns out, I spent most of the rest of the night with either his cock or her pussy in my mouth. lol He couldn’t stay hard with a condom on, and the list of people I fuck raw is very small, so I didn’t get fucked that night. Hopefully, soon.

[sconesy73]

This is intersting.
How long does it usually take to make a man orgasm through anal alone? Without touching his penis?

When S has used a 7" dildo on my ass before I had my prostate removed I could be ejaculating within 3 to 4 minutes without any contact on my penis. Now she'll use a bigger dildo on me just because she likes seeing me uncomfortably full.

[airhorn]

This is intersting.
How long does it usually take to make a man orgasm through anal alone? Without touching his penis?

When S has used a 7" dildo on my ass before I had my prostate removed I could be ejaculating within 3 to 4 minutes without any contact on my penis. Now she'll use a bigger dildo on me just because she likes seeing me uncomfortably full.

'Uncomfortably full'... my wife wants to see me take a variety of sizes, from 'barely fits' to 'almost fits'.

[sconesy73]

This is intersting.
How long does it usually take to make a man orgasm through anal alone? Without touching his penis?

When S has used a 7" dildo on my ass before I had my prostate removed I could be ejaculating within 3 to 4 minutes without any contact on my penis. Now she'll use a bigger dildo on me just because she likes seeing me uncomfortably full.

'Uncomfortably full'... my wife wants to see me take a variety of sizes, from 'barely fits' to 'almost fits'.

I couldn't think of a better way to describe the feeling really Achingly empty once she's finished and removed the dildo!

It's funny really, the first time she used a couple of her fingers in my ass they felt huge and a bit painful tbh.. Now it's a big dildo and it's not painful..

[namitha157]

Would a real penis feel more natural for you to enjoy then?

This is intersting.
How long does it usually take to make a man orgasm through anal alone? Without touching his penis?

When S has used a 7" dildo on my ass before I had my prostate removed I could be ejaculating within 3 to 4 minutes without any contact on my penis. Now she'll use a bigger dildo on me just because she likes seeing me uncomfortably full.

'Uncomfortably full'... my wife wants to see me take a variety of sizes, from 'barely fits' to 'almost fits'.

I couldn't think of a better way to describe the feeling really Achingly empty once she's finished and removed the dildo!

It's funny really, the first time she used a couple of her fingers in my ass they felt huge and a bit painful tbh.. Now it's a big dildo and it's not painful..

[namitha157]

I've had girls use a strapon on me before.
The real penis is by far better in every way.
Feeling it throb and pulse with every slide.

This is intersting.
How long does it usually take to make a man orgasm through anal alone? Without touching his penis?

When S has used a 7" dildo on my ass before I had my prostate removed I could be ejaculating within 3 to 4 minutes without any contact on my penis. Now she'll use a bigger dildo on me just because she likes seeing me uncomfortably full.

'Uncomfortably full'... my wife wants to see me take a variety of sizes, from 'barely fits' to 'almost fits'.

I couldn't think of a better way to describe the feeling really Achingly empty once she's finished and removed the dildo!

It's funny really, the first time she used a couple of her fingers in my ass they felt huge and a bit painful tbh.. Now it's a big dildo and it's not painful..

[namitha157]

Yes. I think I will start softly and tender.
I want to make it enjoyable for both of us.
Sounds like the best way to normalize it.
I will take care of him. As he takes care of me with love and affection.

As for how long it takes to train a man to cum from anal alone, I don’t know for sure. I suspect that some men will simply never get there and others will quite easily. I’m sure there are a ton of variables like age, weight, health, overall attitude about sex, homophobia, past abuse, mental health, etc. If a man’s only release is masturbation during pegging, and he’s constantly being teased and denied, it won’t take long at all for him to be begging for a cock in his ass. And if the sessions get progressively shorter and longer inbetween he’ll learn to cum quicker, especially if you ratchet up the intensity. I think it definitely sets the stage for him to cum hands-free. Don’t forget, the most powerful sex organ is the mind. You have to keep his mind engaged. You can’t let it become too familiar. It has to remain naughty and taboo, but also playful and fun. Just don’t bee too disappointed if he never gets there. I think most don’t. Still, it’s fun trying.


Remember too, this is your partner. You need to give him plenty of aftercare, cuddles, affirmations. He’s giving you a great gift. Take good care of him.

[sconesy73]

Would a real penis feel more natural for you to enjoy then?

When S has used a 7" dildo on my ass before I had my prostate removed I could be ejaculating within 3 to 4 minutes without any contact on my penis. Now she'll use a bigger dildo on me just because she likes seeing me uncomfortably full.

'Uncomfortably full'... my wife wants to see me take a variety of sizes, from 'barely fits' to 'almost fits'.

I couldn't think of a better way to describe the feeling really Achingly empty once she's finished and removed the dildo!

It's funny really, the first time she used a couple of her fingers in my ass they felt huge and a bit painful tbh.. Now it's a big dildo and it's not painful..

Good question but "I doubt it " is my honest answer. I've got no prostate now so there's no stimulation there and my penis is completely non-functional, permanently soft and shrinking. When S uses a dildo on me it's for her amusement and for her demonstrating her control - it's nothing to do with my enjoyment. I imagine at some point if she has a willing bull then it will undoubtedly happen but it won't be for my benefit.

[namitha157]

I am sorry to hear.
I am glad you are ok and still enjoy with your wife this way.

Would a real penis feel more natural for you to enjoy then?

'Uncomfortably full'... my wife wants to see me take a variety of sizes, from 'barely fits' to 'almost fits'.

I couldn't think of a better way to describe the feeling really Achingly empty once she's finished and removed the dildo!

It's funny really, the first time she used a couple of her fingers in my ass they felt huge and a bit painful tbh.. Now it's a big dildo and it's not painful..

Good question but "I doubt it " is my honest answer. I've got no prostate now so there's no stimulation there and my penis is completely non-functional, permanently soft and shrinking. When S uses a dildo on me it's for her amusement and for her demonstrating her control - it's nothing to do with my enjoyment. I imagine at some point if she has a willing bull then it will undoubtedly happen but it won't be for my benefit.

[sconesy73]

I am sorry to hear.
I am glad you are ok and still enjoy with your wife this way.

Would a real penis feel more natural for you to enjoy then?

I couldn't think of a better way to describe the feeling really Achingly empty once she's finished and removed the dildo!

It's funny really, the first time she used a couple of her fingers in my ass they felt huge and a bit painful tbh.. Now it's a big dildo and it's not painful..

Good question but "I doubt it " is my honest answer. I've got no prostate now so there's no stimulation there and my penis is completely non-functional, permanently soft and shrinking. When S uses a dildo on me it's for her amusement and for her demonstrating her control - it's nothing to do with my enjoyment. I imagine at some point if she has a willing bull then it will undoubtedly happen but it won't be for my benefit.

Thank you

In a strange way, it's been a blessing - I now no longer have to even think about my "performance" and our sexual relationship is now based on her pleasure- be that her having sex with other men or her using/ humiliating me. That's what arouses me but mentally rather than physically.

The brain is our biggest and most powerful sexual organ and is often overlooked..

Personally, I think your relationship with your partner sounds fantastic and I wish you both a long and happy life together

[Paradox2001]

Namatha, you wrote:
“I remember this to a similar effect when we masturbates and I pull his hands away before he can cum and ruin it.
The look of straining agony on his face as sperm leaks from his penis slowly.
He is very submissive after that.“

Yes, giving your boy a ruined orgasm will make him desperately submissive because he wants to have a real orgasm where his penis pulsates. The trick is to make his cum dribble our without the penis convulsing. You do this by stroking his prostate through his rectum.

Try inserting your finger in his a rectum and see if you can feel his prostate. If you’re lucky you might be able to reach it. This is the surest way to milk him. If you can’t quite reach it, buy a prostate massager. This is an anal insert device specially designed with a curve and a large knob that will press on his prostate. Your strap on cock is too long and straight and may miss his prostrate or not press directly on it.

A ruined orgasm, I.e. milking, is the most frustrating thing for the poor boy. Done right he may burst into tears. Comfort him and promise him he will get a real orgasm soon if he behaves properly and pampers you. Best if you can then lock up his cock so he doesn’t cheat on you by jacking off as soon as he is alone.

Roxy

[namitha157]

So we did it..

Left home with my 5" cock strapped onto me.
We kissed once we got inside. He tried to push up against my pussy and noticed my bulge. We kept kissing as I told him I want him to suck my cock.
He got down on his knees and smiled and I pulled my cock out through the fly. I grabbed his hair as he gave me a passionate blowjob. (Looked like he sucked cock better than me)

We moved to the room- I kept my cock out as we kissed and grinded.

[sconesy73]

So we did it..

Left home with my 5" cock strapped onto me.
We kissed once we got inside. He tried to push up against my pussy and noticed my bulge. We kept kissing as I told him I want him to suck my cock.
He got down on his knees and smiled and I pulled my cock out through the fly. I grabbed his hair as he gave me a passionate blowjob. (Looked like he sucked cock better than me)

We moved to the room- I kept my cock out as we kissed and grinded.

This is fantastic progress, congratulations!

[Kycouple]

So we did it..

Left home with my 5" cock strapped onto me.
We kissed once we got inside. He tried to push up against my pussy and noticed my bulge. We kept kissing as I told him I want him to suck my cock.
He got down on his knees and smiled and I pulled my cock out through the fly. I grabbed his hair as he gave me a passionate blowjob. (Looked like he sucked cock better than me)

We moved to the room- I kept my cock out as we kissed and grinded.

Before you know it he will be bending over begging you to take his anal cherry.

[Maddie_Hippychick]

I’ve been thinking about this relationship. There’s a pitfall I think you should watch for that hasn’t come up yet. That’s you not having an orgasm when you’re pegging your boyfriend. I’m afraid that, while you may enjoy pegging your boyfriend, eventually he’ll start to feel bad for no being able to give you an orgasm.

An amazing couple that I’ve played with in the past, he had a huge cock that got rock hard. She was a gorgeous sexual dynamo. She had a vibrating double dildo that allowed her to orgasm while she was fucking my ass, while I had his cock halfway down my throat. Lol. Anyways, you should look for one of these vibrating double dildos that are designed specifically for a woman to peg a man. You’ll both appreciate it.

Google “strapless strapon”