Is there something sex-related that you have not done in real life, that you would like to do?

[EmilyMiller]

I have done a lot of things in my 25 years. Something I have often thought about, but never even tried to act on, is being with a shemale / ladyboy / female transsexual. To be clear, I mean pre-op.

In my fantasy, they are very feminine, but also with a big, hard cock. So I guess I want it both ways.

What about you?

Em

—

UPDATE #1: This is sort of what I had in mind:

—

UPDATE #2: My related Futanari story has now been published:

https://literotica.com/s/something-has-come-up

 

[Bbl87]

My biggest, and theoretically easiest one to do, would be anal. Both women I have been with were/are a hard pass; ex just was just a no, wife had tried it and had a bad experience with an ex so isn't keen, but said there's no way she could take my girth anyway. So, it shall remain a pipedream.

My realistic one is to have sex on a balcony, outdoors, at a hotel. Not super public, maybe just a private balcony overlooking something. But I've never had sex outside a bedroom/living room. Super vanilla, I know.

 

[BrendaD]

…ta shemale / ladyboy / male transsexual.

In my fantasy, they are very feminine, but also with a big, hard cock. So I guess I want it both ways.

That would be a trans female… JS

And there are too many things I would like to do to list...

 

[EStaccato]

Someday, not right now, I would like to sneak away to a dungeon. I have some sexual hangups. I wonder if a professional dominatrix would be able to force me through them, emphasis on force.

 

[Bbl87]

Someday, not right now, I would like to sneak away to a dungeon. I have some sexual hangups. I wonder if a professional dominatrix would be able to force me through them, emphasis on force.

It's not at the top of my list, but being one that's always in the dom role when we play at home, I'm very intrigued at the thought of something similar just to experience the other side of the coin.

 

[screwher]

I’d love to arrange a gang bang for my wife. She’d never go for one of those porno gangbangs, with a bunch of guys circling her looking for a hole to stick his cock in. More like staggering four or five men individually into our bedroom With her. Each guy has a full on sex session with her. Both giving and receiving oral. And screwing to a number of positions. When he cums, he’s gone. Then she readies herself for the next guy.

 

[Bbl87]

I’d love to arrange a gang bang for my wife. She’d never go for one of those porno gangbangs, with a bunch of guys circling her looking for a hole to stick his cock in. More like staggering four or five men individually into our bedroom With her. Each guy has a full on sex session with her. Both giving and receiving oral. And screwing to a number of positions. When he cums, he’s gone. Then she readies herself for the next guy.

So, running a train on her? I think that's the term. That would be alot of fun to take part in.

 

[screwher]

So, running a train on her? I think that's the term. That would be alot of fun to take part in.

Running a train is more like all the guys in the room together. Their cocks hard and ready. As soon as one guy fucks her and cums, he gets off and another replaces him right away.

 

[Bbl87]

Running a train is more like all the guys in the room together. Their cocks hard and ready. As soon as one guy fucks her and cums, he gets off and another replaces him right away.

I guess I'm out of date on my terminology. Guess I need to brush up.

 

[haventdonethat]

So, running a train on her? I think that's the term. That would be alot of fun to take part in.

Running a train is more like all the guys in the room together. Their cocks hard and ready. As soon as one guy fucks her and cums, he gets off and another replaces him right away.

Been involved in one train. So hot!

 

[Jcam1980s]

Sex with a pregnant woman. What I'd give!

 

[PFWilly]

Sex with my sister in law and her husband. She’s doing 69 with me, while his cock is deep in my ass.

Simple, eh?

 

[CarlyAnn]

Suck a guy‘s cock completely nude while other guys watch (but cant touch).

 

[CarlyAnn]

So naughty

But you liked it

 

[CarlyAnn]

I'd love to talk with you about your kinky side

Just talk? Ha ha

 

[Elite_Goblin]

1. A threesome MFF.
2. Couples sex (sex with SO, but in same room (or bed) as a hot couple)

 

[EmilyMiller]

That would be a trans female… JS

You are right - insensitive of me. Will fix. Thanks for pointing this out.

Em

 

[Justfantasies]

I have shared a GF with another man in the past, but never with more than one man

 

[falkor207]

Not in any particular order but I can't see a path to making any of these real

Visit a dominatrix

Threesome, any but no mmf

Group sex with 1 or 2 other couples in same room (not intended as swap)

 

[Replicant2018]

Suck a guy‘s cock completely nude while other guys watch (but cant touch).

I’d volunteer.

 

[BrendaD]

You are right - insensitive of me. Will fix. Thanks for pointing this out.

Em

I just wanted you to find what you wanted, A trans male wouldn’t scratch that itch at all.

 

[KuhBummKunt]

Yes, there are a few things I've not gotten around to just yet. One would be being pegged.

 

[nfsunbum]

Being on the receiving end of a pegging. It's been on my list for quite some time but becoming reality seems no closer now than it ever has. However, hope remains!

 

[Erosfan]

My biggest, and theoretically easiest one to do, would be anal. Both women I have been with were/are a hard pass; ex just was just a no, wife had tried it and had a bad experience with an ex so isn't keen, but said there's no way she could take my girth anyway. So, it shall remain a pipedream.

My realistic one is to have sex on a balcony, outdoors, at a hotel. Not super public, maybe just a private balcony overlooking something. But I've never had sex outside a bedroom/living room. Super vanilla, I know.

Sex outdoors is amazing. I've had some incredible experiences.

 

[ukcouple4play]

I've enjoyed being on the receiving end of a pegging the few times it has happened to me. A lot. I would love to find out what a real cock feels like.