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Helping out a friend

Isinlarsa said:
I don't think my wife and her co-worker went on a date. She had told me she wanted to date other men, and placed an internet ad soliciting interested men. However, I guess she didn't want to wait to "cross" that rubicon, so when I took our daughter out of town for the weekend she had him over and they spent the weekend in bed.
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Good for you! I’m a firm believer that a husband should do everything he can to help his wife when she’s made arrangements for Sex with other men. I’m sure your wife appreciated your efforts and she had a fantastic weekend.

I hope they used your marital bed.
 
Yes, I would. And I'd love beeing asked for.

Many, many years ago, my wife went on vacation alone with a group of people. Later, she told me there was a really shy boy in the group whom she felt truly sorry for. I asked her if she hadn’t wanted to help him. She immediately understood what I meant. But no, she didn’t help him.
I would have loved for her to have!
https://qph.cf2.quoracdn.net/main-qimg-9983c08da387bf20992c06333ecb6443-lq
 
YourSecretDesires said:
Sure, why not? If the friend is being earnest about it. Not sure what it would entail though.
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Yes, and I have over the years. Two different female friends.

First was in my early twenties. She has never had a man really eat, lick and tease her. She complained of it often. I offered. She thought joking. We met up as fwb for months. Purely oral for her, HJ for me.

Then the last couple of years, a female friend. Toxic relationship. She was used to pump and dump guys, again oral for her was something she'd never had. She also wanted to try anal. And having her ass eaten. He also wouldn't fuck her while she was pregnant. And wouldn't let her suck him off. Needless to say for the last couple of years, I've obliged.
 
A really good friend of mine when we were in our late 20s

His wife apparently wanted a threesome and they couldn’t find anybody that they thought they could trust

So they invited me

I obliged

We lived in different towns, but we always seem to find the time a couple times a year for a little while and then I moved away
 
I met a guy in London just after the COVID apocalypse started to come to an end, we started to meet regularly if we were both going to the football. That continued for about 18 months, then ahead of an important game he messaged and asked if I was going which I was. He replied and said I could crash at his after the game if we were having a drink after as it was on a Saturday night and my last train is just after midnight.

We went for drinks and then went back to his and had another drink and we were lounging on his sofa and he got his iPad and put some porn on, 2 guys jerking together and he asked if I wanted to copy. I had no idea that he was bi so it was a nice surprise. We ditched our bottoms and underwear and sat next to eachother and then I reached over and started stroking him and he did the same. Ever since then we get together before or after a game and have a play, and I usually end up sucking him off
 
I frequently work on cars and motorcycles in my garage. I was working on my Vette and a neighbor's wife (about ~35 years old) came in the garage asking for some help. She thought the battery was dead, but turned out the alternator had died, and luckily in the driveway. Her husband was out of town for business, and she called and I talked to him briefly, and said I could change it out. I got the old one out, and went to the store to get a new one and put a new belt on at the same time. She asked if she could pay me cash, and I said no problem and went in the house. I never take labor for helping neighbors, and gave her back the $100 extra she tried to give me. She said, you have no idea how you much you got me out of a jam, grabbed my cock and got on her knees and gave me to this date the best BJ in a long time. She swallowed my load. Almost wanted to ask what it would take if I gave her all the money back. They moved out about a month later and never saw her again.
 
Bigboobbabe said:
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.
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This was spectacularly arousing to me. Thank you for sharing.
 
I've had this happen with a friend, it went on for almost a year, thing's started to get out of control, knew way too much about what she'd been through, made a mistake in thinking she really had everything under control, she didn't, and eventually I saw a side of her she was pretty good at keeping away from me for several years. Almost got ugly. Haven't spoken to her in years despite living only a few blocks away. Probably for the best anyway.

I thought my wife wasn't all that well wrapped, but this woman took Crazy to a whole new level. Though she USUALLY had it under control.
 
I would be that friend and could use a friend like that. Within some limits, but I would be a good shoulder for just about anything at the very least.
 
smoothwiener said:
I've had this happen with a friend, it went on for almost a year, thing's started to get out of control, knew way too much about what she'd been through, made a mistake in thinking she really had everything under control, she didn't, and eventually I saw a side of her she was pretty good at keeping away from me for several years. Almost got ugly. Haven't spoken to her in years despite living only a few blocks away. Probably for the best anyway.

I thought my wife wasn't all that well wrapped, but this woman took Crazy to a whole new level. Though she USUALLY had it under control.
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Isn't it weird how attracted we can be to crazy women?
 
I've never fully "helped" out a friend but there was one instance a long time ago where I helped one out a bit. It was a guy I'd been friends with for a couple of years who I knew was attracted to me. It was actually mutual but our timing was never right. One night after a couple of drinks he asked me to describe what my tits looked like naked. I believe he thought I was going to be really embarrassed and laugh it off, instead I described them in detail using my finger to trace my areolas over my shirt. Then I described my nipples, how thick they get when fully hard and admitted that I'd had orgasms from strictly breast play. He utterly froze. The next time I saw him he told me he went home and jerked off while recalling my description. I believe at that point I was expected to offer more but it never happened.
 
Gone_and_Back said:
I've never fully "helped" out a friend but there was one instance a long time ago where I helped one out a bit. It was a guy I'd been friends with for a couple of years who I knew was attracted to me. It was actually mutual but our timing was never right. One night after a couple of drinks he asked me to describe what my tits looked like naked. I believe he thought I was going to be really embarrassed and laugh it off, instead I described them in detail using my finger to trace my areolas over my shirt. Then I described my nipples, how thick they get when fully hard and admitted that I'd had orgasms from strictly breast play. He utterly froze. The next time I saw him he told me he went home and jerked off while recalling my description. I believe at that point I was expected to offer more but it never happened.
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🥵
 
HanSoleOh said:
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.
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My friends are "my friends" because I'm sexual with them at some point. Must be my upbringing and being open, but I think mostly its because of my time as escort in the past that made it easier for my friends to ask
 
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