Helping out a friend

HanSoleOh

Scoundrel
Joined
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I searched around and didn’t see a discussion on the topic, but apologies if it has already come up.

Hypothetically, if a friend came to you asking for you to help them with something of a sexual nature, something they could not get safely or discreetly without your participation, would you consider helping them out?

It doesn’t necessarily have to be sex, per se. Maybe they just haven’t had a good cuddle in a long time and need one. Or maybe they have a desire to touch you. Maybe they just want to watch you, or be watched by you? Maybe they have an unsatisfied fetish they are asking for your help in exploring.

If someone you know and trust, but is just a friend, not a romantic partner, asked you for a favor, would you consider it? I’m curious to hear what people would or wouldn’t do, or have done for a friend before. Or perhaps what “rules” would have to be in place for you to consider it.

Just an idea to ponder and have fun with.
 
I searched around and didn’t see a discussion on the topic, but apologies if it has already come up.

Hypothetically, if a friend came to you asking for you to help them with something of a sexual nature, something they could not get safely or discreetly without your participation, would you consider helping them out?

It doesn’t necessarily have to be sex, per se. Maybe they just haven’t had a good cuddle in a long time and need one. Or maybe they have a desire to touch you. Maybe they just want to watch you, or be watched by you? Maybe they have an unsatisfied fetish they are asking for your help in exploring.

If someone you know and trust, but is just a friend, not a romantic partner, asked you for a favor, would you consider it? I’m curious to hear what people would or wouldn’t do, or have done for a friend before. Or perhaps what “rules” would have to be in place for you to consider it.

Just an idea to ponder and have fun with.

Sure, why not? If the friend is being earnest about it. Not sure what it would entail though.
 
Sure, why not? If the friend is being earnest about it. Not sure what it would entail though.
I had a friend who asked to watch me stroke myself. She said she’d been curious and wanted to watch me. I enjoy being watched so I did it. In this case, I agreed to it but we both agreed it was just a one time thing to satisfy her curiosity.

That being said, I asked keeping it open ended for folks to interpret and explore as they like.
 
Many years ago, I was at a big party where I only knew a few people. It was fine. And then, out of nowhere, a woman comes up to me and tells me that her old boyfriend is at the party and asked if I would make out with her to show him that she has moved on. She was pretty good looking, so I just atarted making out with her non-stop for the next hour or two.

And I don’t think I ever saw her again. Nothing like that has ever happened to me before or since.
 
Many years ago, I was at a big party where I only knew a few people. It was fine. And then, out of nowhere, a woman comes up to me and tells me that her old boyfriend is at the party and asked if I would make out with her to show him that she has moved on. She was pretty good looking, so I just atarted making out with her non-stop for the next hour or two.

And I don’t think I ever saw her again. Nothing like that has ever happened to me before or since.
That’s fun. Perfectly in the spirit of the question!
 
Reversing the situation, I have a bit of a foot fetish and have friends that I would like to ask to help me explore my interest. I haven’t asked out of respect for them and the friendship, but I always kind of want to.
 
I had a friend who asked to watch me stroke myself. She said she’d been curious and wanted to watch me. I enjoy being watched so I did it. In this case, I agreed to it but we both agreed it was just a one time thing to satisfy her curiosity.

That being said, I asked keeping it open ended for folks to interpret and explore as they like.

I'm not sure a friend has ever asked me that. Would be a nice experience.
 
This actually happened to me. One day, out of the blue, a woman I knew but didn't consider to be a close friend, called me and asked if I would help her practice something she had read about in a book. It was about a man masturbating a woman by using the position and techniques presented in the book. She said her husband was too straight-laced to even talk about it, that it must be a total secret between she and i, and that it can never lead to anything more than following the instructions in the book. I told her I'd consider it and let her know.

I did think about it for a while, mindful of the negative consequences if things got out of control. And I ordered the book and read it. I guess the small head won out because I called her back and agreed to try it. She came over one day, stripped naked (I stayed clothed per the book's instructions), and we assumed the somewhat complicated but very intimate position the book called for. We did everything we had read and sure enough she reached orgasm in less than the 15 minutes the book predicted. She soaked the absorbent pad she had brought with her, noting that she squirted - sometimes a lot. Afterward she cleaned up, dressed, thanked me, and left.

That was one of the strangest sexual things I have ever experienced.
 
This actually happened to me. One day, out of the blue, a woman I knew but didn't consider to be a close friend, called me and asked if I would help her practice something she had read about in a book. It was about a man masturbating a woman by using the position and techniques presented in the book. She said her husband was too straight-laced to even talk about it, that it must be a total secret between she and i, and that it can never lead to anything more than following the instructions in the book. I told her I'd consider it and let her know.

I did think about it for a while, mindful of the negative consequences if things got out of control. And I ordered the book and read it. I guess the small head won out because I called her back and agreed to try it. She came over one day, stripped naked (I stayed clothed per the book's instructions), and we assumed the somewhat complicated but very intimate position the book called for. We did everything we had read and sure enough she reached orgasm in less than the 15 minutes the book predicted. She soaked the absorbent pad she had brought with her, noting that she squirted - sometimes a lot. Afterward she cleaned up, dressed, thanked me, and left.

That was one of the strangest sexual things I have ever experienced.
What was the technique?
 
What was the technique?
It involved me sitting up in bed with her half sitting on my lap and half lying down. I had one arm around her as in cuddling and holding her, and the other was down towards her crotch so I could use a finger to massage up and down along her clit. There was some preliminary activity like me admiring her body and specifically commenting on the desirability of her vulva. But no oral, no kissing, and she wasn't supposed to touch me in any sexual way. I simply, and softly, caressed the side of her clit - up and down - until she came. I think it was supposed to be an exercise that made her comfortable, made her feel wanted and cared for, but helped her achieve her own climax by concentrating only on the pleasuring I was doing, with no thought about pleasuring me. Very interesting, and it certainly worked.

BTW, the book also presented exercises by which she could have pleasured me, but that was out of bounds for her.
 
I searched around and didn’t see a discussion on the topic, but apologies if it has already come up.

Hypothetically, if a friend came to you asking for you to help them with something of a sexual nature, something they could not get safely or discreetly without your participation, would you consider helping them out?

It doesn’t necessarily have to be sex, per se. Maybe they just haven’t had a good cuddle in a long time and need one. Or maybe they have a desire to touch you. Maybe they just want to watch you, or be watched by you? Maybe they have an unsatisfied fetish they are asking for your help in exploring.

If someone you know and trust, but is just a friend, not a romantic partner, asked you for a favor, would you consider it? I’m curious to hear what people would or wouldn’t do, or have done for a friend before. Or perhaps what “rules” would have to be in place for you to consider it.

Just an idea to ponder and have fun with.
I would consider helping a friend out - but with an understanding that is I need help they would help me if they could.
 
I searched around and didn’t see a discussion on the topic, but apologies if it has already come up.

Hypothetically, if a friend came to you asking for you to help them with something of a sexual nature, something they could not get safely or discreetly without your participation, would you consider helping them out?

It doesn’t necessarily have to be sex, per se. Maybe they just haven’t had a good cuddle in a long time and need one. Or maybe they have a desire to touch you. Maybe they just want to watch you, or be watched by you? Maybe they have an unsatisfied fetish they are asking for your help in exploring.

If someone you know and trust, but is just a friend, not a romantic partner, asked you for a favor, would you consider it? I’m curious to hear what people would or wouldn’t do, or have done for a friend before. Or perhaps what “rules” would have to be in place for you to consider it.

Just an idea to ponder and have fun with.
Isn't that what friends are for xx
 
Had a fuck friend text me outta the blue a few years back asking if I could DH. We had hooked up only twice but stayed in touch to keep the possibility open when schedules aligned.

Anyways, she texts me with a proposition. I was thinking she wanted to get laid again so imagine my surprise when she instead told me that an old bf she was still friends with was coming into town with his wife. Both mid 50s. The husband wasn’t sexually gratifying the wife and he wanted to help her out by scheduling a fuck date with a stud while they were visiting. Give her some good cock to get properly fucked by on vacation, no strings.

He had asked my fuck friend if she knew anybody and I came to mind right away, lol. She must have properly identified me as a fuck boi and she wasn’t wrong. She felt bad for the wife since she wasn’t getting good dick and vouched to her hubby I could help make her night memorable. Hubby was willing if I’d agree. Her plan was while I was plowing the wife in their hotel, my friend would keep hubby company at the bar so we’d have a few hours to play.

I was half surprised, half curious, and 100% cocky my friend was basically working to pimp me out. I asked for pics of the wife and a day to think it over. She was a little on the heavy side, but the thought of making her stay memorable with a night of hot sex she wasn’t getting at home was too appealing as I loved the thought of being an outlet for her and the fact my friend was all for setting me up made it even hotter. Hell, maybe she had other friends in similar situations she could pass me on to!

I agreed to fuck the wife.

However, as you may have guessed, as often happens in these situations, one of the two got cold feet. I think the husband got flakey and so pulled out last min from the arrangement, his poor wife condemned to a boring night with him over a memorable evening with me.

Worked out cause my fuck friend came over the planned night and we instead spent it naked and fucking till late. She even took photos of her getting fucked to send to her friend so he saw what his wife was missing out on. Lol. Women can be so caddy!
 
I had a friend call one night, upset, depressed, etc. He said if it was earlier he would have asked if he could come over.
It was only 10PM so I told him to come over. I didn't need to be at work the next day until 11.

Sitting on the couch he told me about the anniversary of his dad's death, etc.
Around 1:30AM I told him I needed to get some sleep. He either needed to leave or join me.

We had never been intimate, so I was thinking just to crash.

He asked if he could take his sweats off to be comfortable. He was wearing boxers. I said sure.
Then he said he sleeps nude and these were uncomfortable. So he took them off.

Then he asked if I needed to wear my nightshirt. I usually sleep naked, so I removed it.

Both naked, friends who had kissed a few time and cuddled watching TV.
We cuddled while he was still upset. No action happening.
Slept until about 8:30.

Then he asked if he could suck on the breast he had been staring at all night.
Then he asked if he could taste the pussy that had been pressed on his leg after I dozed off cuddling.

That started 3 months of fairly regular sex.

He had a traumatic event at work and we lost touch.

Too bad, too. He had great technique.
 
I had a friend call one night, upset, depressed, etc. He said if it was earlier he would have asked if he could come over.
It was only 10PM so I told him to come over. I didn't need to be at work the next day until 11.

Sitting on the couch he told me about the anniversary of his dad's death, etc.
Around 1:30AM I told him I needed to get some sleep. He either needed to leave or join me.

We had never been intimate, so I was thinking just to crash.

He asked if he could take his sweats off to be comfortable. He was wearing boxers. I said sure.
Then he said he sleeps nude and these were uncomfortable. So he took them off.

Then he asked if I needed to wear my nightshirt. I usually sleep naked, so I removed it.

Both naked, friends who had kissed a few time and cuddled watching TV.
We cuddled while he was still upset. No action happening.
Slept until about 8:30.

Then he asked if he could suck on the breast he had been staring at all night.
Then he asked if he could taste the pussy that had been pressed on his leg after I dozed off cuddling.

That started 3 months of fairly regular sex.

He had a traumatic event at work and we lost touch.

Too bad, too. He had great technique.
A beautiful and tragic story. I’m sorry for the loss.
 
Good but hard question. I've always kept my inner circle quite small, preferring intensity and quality over quantity. So, on the one hand, yes, I would be open to consider many a thing, even if not everything, for a true friend. The closer the friend, the more I'd be open to engage in something that I'm not a big fan of, provided I'd judge that they'd really be helped.

Having said that, one extremely close friend became my owner many years ago, meaning that there is a great deal of things that I previously chose to have no freedom over without his prior consent. And since my owner is quite a private person himself, I might have a hard time explaining another friend why I cannot do something that they would (rightfully) expect me to be OK with, based on what they know about us.

And then there is that very good friend I'd really want to help in any and all circumstances if he were to call on me, just like he has helped me in the past (nothing sexual, but still some very intimate things), but...

Life can be complicated, but personal loyalty is a big topic to me – which in part explains why I'm picky about choosing friends and keeping my inner circle small. A mostly secret loyalty-involving choice has already been made, so...
 
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I searched around and didn’t see a discussion on the topic, but apologies if it has already come up.

Hypothetically, if a friend came to you asking for you to help them with something of a sexual nature, something they could not get safely or discreetly without your participation, would you consider helping them out?

It doesn’t necessarily have to be sex, per se. Maybe they just haven’t had a good cuddle in a long time and need one. Or maybe they have a desire to touch you. Maybe they just want to watch you, or be watched by you? Maybe they have an unsatisfied fetish they are asking for your help in exploring.

If someone you know and trust, but is just a friend, not a romantic partner, asked you for a favor, would you consider it? I’m curious to hear what people would or wouldn’t do, or have done for a friend before. Or perhaps what “rules” would have to be in place for you to consider it.

Just an idea to ponder and have fun with.
I’ve sent videos of my man fucking my pussy or ass or me sucking his dick to a friend in a sexless marriage he lives his wife but I recently learned that he also enjoys sex with men. I have no desire to be with him. But I’ve known him for 14 years and he does a lot for his family. I feel bad for him and he never is pervy about it.
 
I’ve sent videos of my man fucking my pussy or ass or me sucking his dick to a friend in a sexless marriage he lives his wife but I recently learned that he also enjoys sex with men. I have no desire to be with him. But I’ve known him for 14 years and he does a lot for his family. I feel bad for him and he never is pervy about it.
Honestly that’s really nice lol I think you’re going great work!!!
 
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