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

Being with another man and me completely dressed up for the occasion. Never happened yet but it's for sure getting closer to reality.
 
EmilyMiller said:
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:


https://asnim.com/img/vicats-shemale-tranny-tgirl-girls-cock-dick-trans-ladyboy-femboy-penis-trap.jpg

—

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

https://literotica.com/s/something-has-come-up
Click to expand...
this is actually something I really want to do, suck a passing shemale, I would savor every taste, every lick, and swallow that hot load, love every drop of hot cum.
 
Be tied up bent over and roughly used in front of my wife - the guys all cum in my ass. Shes masturbating while watching
 
I’ll try to keep this relatively short…

1. Get together with a younger woman (maybe 20s), and role play the student/teacher fantasy. This may need to be done twice, first where the teacher seduces the student, and then where the student seduces the teacher. Would require the schoolgirl outfit.

2. FFM. Do I need to say more?

3. CFNM. Not from a dom/sub viewpoint or humiliation, but being treated as a sexual toy by a group of women, fondling me, jerking me, sucking me… having me go down on them… and more.

4. MMF (variations). One version of this has the male in a couple picking me to fuck his wife, either he won’t be there when it happens or he will watch. One version has us all naked and playing, while the final one has a bi male and we all play with each other.

5. Being with another male. Been trying to make this happen for a while, starting with getting blown to see if that works for me one-on-one, and then after experiencing that a few times topping. Maybe bring with a passable CD is a variation.

6. Being with a trans woman. Maybe this should be classified as a fetish, but I find the idea to be very exciting. I’m sure I would absolutely reciprocate anything and everything.

7. Being with a group of men and women and being tied up and blindfolded and they take turns (timed) playing with me, jerking me, sucking me, riding me, while the rest watch. Not knowing who was doing what would be the most exciting part of this. Whoever makes me cum gets to be next!
 
Lick my wife’s ass. Have her return the favor.
It’s definitely something I want, but not sure about going through with it, and mostly not sure how she would react.
 
Two things.
1. Have an orgasm during sex.
2. Have a man who knows what he's doing go down on me.

Please don't judge or fell bad. I've had great sex, just sadly one of those women who never seems to be able to achieve orgasm during great sex.
 
I want to get together with the young woman I’ve been chatting with on the other side of the country and do everything we’ve talked about doing even if it kills me!
 
WanderingSarah said:
Two things.
1. Have an orgasm during sex.
2. Have a man who knows what he's doing go down on me.

Please don't judge or fell bad. I've had great sex, just sadly one of those women who never seems to be able to achieve orgasm during great sex.
Click to expand...
Oh Sarah, if you were here I’d be more than happy to at least take care of #2 for you!
 
mpeters said:
I’ll try to keep this relatively short…

1. Get together with a younger woman (maybe 20s), and role play the student/teacher fantasy. This may need to be done twice, first where the teacher seduces the student, and then where the student seduces the teacher. Would require the schoolgirl outfit.

2. FFM. Do I need to say more?

3. CFNM. Not from a dom/sub viewpoint or humiliation, but being treated as a sexual toy by a group of women, fondling me, jerking me, sucking me… having me go down on them… and more.

4. MMF (variations). One version of this has the male in a couple picking me to fuck his wife, either he won’t be there when it happens or he will watch. One version has us all naked and playing, while the final one has a bi male and we all play with each other.

5. Being with another male. Been trying to make this happen for a while, starting with getting blown to see if that works for me one-on-one, and then after experiencing that a few times topping. Maybe bring with a passable CD is a variation.

6. Being with a trans woman. Maybe this should be classified as a fetish, but I find the idea to be very exciting. I’m sure I would absolutely reciprocate anything and everything.

7. Being with a group of men and women and being tied up and blindfolded and they take turns (timed) playing with me, jerking me, sucking me, riding me, while the rest watch. Not knowing who was doing what would be the most exciting part of this. Whoever makes me cum gets to be next!
Click to expand...
4,5 &7 sound great. Ive done 5 but still all sound fun!
 
screwher said:
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.
Click to expand...
Could you arrange that for me too, please?
 
WanderingSarah said:
Two things.
1. Have an orgasm during sex.
2. Have a man who knows what he's doing go down on me.

Please don't judge or fell bad. I've had great sex, just sadly one of those women who never seems to be able to achieve orgasm during great sex.
Click to expand...
Those are my favorite women. Had one and after time got her squirting. Yummm
 
allthetimeitsthere said:
You have to try it! Like you I was attracted to to fem/pre op ladyies.
Click to expand...
Yes, you have to try it......fem pre/op
EmilyMiller said:
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:


https://asnim.com/img/vicats-shemale-tranny-tgirl-girls-cock-dick-trans-ladyboy-femboy-penis-trap.jpg

—

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

https://literotica.com/s/something-has-come-up
Click to expand...
Yes, try it! Sex with a fem/pre op lady is fun and erotic, the big cock is a plus. I was lucky enough to have the chance a few times on my own and in a relationship with GF who enjoyed meeting shemale ladies for 3ways. Always a good experience......
 
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