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

[BusDee276]

I've had a very adventurous sex life since my divorce in 1985 and I have done lots of things (sexually), but I have never had BBC.

Ditto

 

[albertaboy]

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

I just saw this thread and I have a similar fantasy

 

[Mature4P]

I've had a very adventurous sex life since my divorce in 1985 and I have done lots of things (sexually), but I have never had BBC.

Get yourself a license Betty or watch ITV

 

[Deleted member 1405174]

I am intrigued about giving head to a cd. I do not know how to find a willing and disease free participant. I want to end the experience with a full CIM and swallow but may need some way to keep me from whipping out. I have fantasized about on my knees with my head held there, doing a 69, sitting on my face and my favorite would be handcuffed or tied in a chair. This is unlikely to happen but I have masturbated many times to thoughts of this.

 

[JBoy1952]

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.

I never had any desire to do anal when there was a perfectly beautiful vagina to access.
In the same token, in my sexual experience with what I would call a significant number of females, I never had one ask me to do her anal. I believe that may have been because of size. I am not small, either--above average length but in the over 95th%tile girth. I understand your frustration wanting but girth prevents. Tonguing assholes, yes; pecker no.
Until my long-time, live-together GF told me she wanted me to try to fuck her in the ass.
And one thing I ALWAYS try to do is please my partner foremost during our sex act because my pleasure is then never disappointing.

The funny thing is, like me, my GF had been married for about 25 years and then divorced. However, her husband was the ONLY MAN she had ever had sex with. The first time we ended up in bed together she almost freaked out when she found out my size---especially the girth. Her husband, she said, had been much smaller. From her description, he was under average in both dimensions. After the first time and over a couple years together with me, she had become really turned on to sex. I couldn't keep up with her wants!!! (We were in our 50s). I suggested we started swinging to help satisfy some of her desire. She reluctantly agreed at first, but once in the lifestyle, she loved fucking other men of all sizes. She had come to find out she just plain loved cock! At a swinger party, she let a guy fucked her in the ass. When I asked how big his cock was, she would just shrug her shoulders and say she didn't know. It was a cock in the ass----and she loved it and got off on it. She pleaded with me to do her in the ass. After many unsuccessful attempts using various lubes, it finally happened. It drove her wild going in slowly, but she froze. I couldn't stroke at all, even as lubed as her ass and my cock were. She just froze until I withdrew. There are just some things some of us guys just can't perform at.

 

[Bbl87]

I never had any desire to do anal when there was a perfectly beautiful vagina to access.
In the same token, in my sexual experience with what I would call a significant number of females, I never had one ask me to do her anal. I believe that may have been because of size. I am not small, either--above average length but in the over 95th%tile girth. I understand your frustration wanting but girth prevents. Tonguing assholes, yes; pecker no.
Until my long-time, live-together GF told me she wanted me to try to fuck her in the ass.
And one thing I ALWAYS try to do is please my partner foremost during our sex act because my pleasure is then never disappointing.

The funny thing is, like me, my GF had been married for about 25 years and then divorced. However, her husband was the ONLY MAN she had ever had sex with. The first time we ended up in bed together she almost freaked out when she found out my size---especially the girth. Her husband, she said, had been much smaller. From her description, he was under average in both dimensions. After the first time and over a couple years together with me, she had become really turned on to sex. I couldn't keep up with her wants!!! (We were in our 50s). I suggested we started swinging to help satisfy some of her desire. She reluctantly agreed at first, but once in the lifestyle, she loved fucking other men of all sizes. She had come to find out she just plain loved cock! At a swinger party, she let a guy fucked her in the ass. When I asked how big his cock was, she would just shrug her shoulders and say she didn't know. It was a cock in the ass----and she loved it and got off on it. She pleaded with me to do her in the ass. After many unsuccessful attempts using various lubes, it finally happened. It drove her wild going in slowly, but she froze. I couldn't stroke at all, even as lubed as her ass and my cock were. She just froze until I withdrew. There are just some things some of us guys just can't perform at.

Ya, for me I think it's more just as part of the experience of exploring. It's something I've never done and it's reasonably achievable, or at least try-able. She has also enjoyed the little bit of anal play and stimulation we have done, so I think she may enjoy it if done properly. But, when I can barely get sex 2-3 times a month as things are, it's not an issue I'm willing to push.

I'm definitely am jealous of getting into swinging. I'd like to at least explore it and learn more. I've talked to quite a few people who were in the lifestyle, past and present, so I feel like I have as good a handle as I can without exploring it in person. I'd be open to swinging, an open marriage, cuckqueaning, basically everything except a straight up cuckold scenario. But the hints I've dropped have been met with a solid no, and I'm not going to step out of my marriage IRL. My sexual happiness aside, I won't break things up for the sake of our kids, so I'd like to find something that would keep us together and somehow have both of us happy sexually.

 

[JBoy1952]

Ya, for me I think it's more just as part of the experience of exploring. It's something I've never done and it's reasonably achievable, or at least try-able. She has also enjoyed the little bit of anal play and stimulation we have done, so I think she may enjoy it if done properly. But, when I can barely get sex 2-3 times a month as things are, it's not an issue I'm willing to push.

I'm definitely am jealous of getting into swinging. I'd like to at least explore it and learn more. I've talked to quite a few people who were in the lifestyle, past and present, so I feel like I have as good a handle as I can without exploring it in person. I'd be open to swinging, an open marriage, cuckqueaning, basically everything except a straight up cuckold scenario. But the hints I've dropped have been met with a solid no, and I'm not going to step out of my marriage IRL. My sexual happiness aside, I won't break things up for the sake of our kids, so I'd like to find something that would keep us together and somehow have both of us happy sexually.

The swinging part had to end when it created controversy. It was amazing how she could love fucking all the guys she did separately but get pissed when I'd fuck women when she wasn't present. We generally desired couple play together-same room. She loved same room with couples, together with me, AND independence, but didn't think I should have any independence. It takes a common mindset. Getting into it was for her. Getting back out of it was for me if I was going to hold on to the GF.

 

[Bbl87]

The swinging part had to end when it created controversy. It was amazing how she could love fucking all the guys she did separately but get pissed when I'd fuck women when she wasn't present. We generally desired couple play together-same room. She loved same room with couples, together with me, AND independence, but didn't think I should have any independence. It takes a common mindset. Getting into it was for her. Getting back out of it was for me if I was going to hold on to the GF.

Makes sense, and you definitely need to be on the same page. Probably the single biggest thing I've learned in my discussions with those who have done it or are doing it.

I've also never understood the independence for me but not for you kinda thing. Not the first time I've heard it. That starts to creep into the realm of cuckolding to me, which if that is what someone wants more power to them but I don't think that's what guys like you (by the sounds of it) and I would be interested in.

 

[Katch123]

Ideally, I'd like to experience everything related to sex once, a sexual bucket list. Im pretty open minded , that being said my hard No' s are not up to debate.

 

[pussyhammer2021]

Have fun with a woman. As a straight woman I've always been curious how being with a woman would feel like

Im down to watch

 

[eomerson]

Always wanted to take a partner to a big outdoor sculpture park just south of the city and fuck her on this giant metal snake there.

 

[screwher]

So many things:
1. A high class, formal hotwife party. Couples attend party at a mansion also attended by a large number of highly desirable single men. Wives get to fuck whoever they want and husbands get to watch and sip wine.
2. being tied to a chair while 2-3 studs ravage my more than willing wife, then getting to fuck her when they leave
3. Full on couple swapping, including sleepovers, weekends away, etc.
4. gangbang, watch wife in gangbang, MFM

Count me in for any of these. But my wife would never go me participating in #3.

 

[scposteel]

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

I would certainly add having sex with a trans person on my list. Another would be being in an orgy

 

[screwher]

Watch my wife get creampied by multiple guys

Mmm yes! My wife naked on our marital bed. Her legs spread. One by one a man enters our room. His cock hard and ready. Climbs between her legs and slides his cock into her pussy. Then he fucks her! Cums in her cunt! Pulls out then quickly replaced by another guy and his hard cock!

 

[aya_amano]

A threesome. I don't care if it's with 2 men or a woman and a man.
I recently masturbated together with a (girl) friend and now I want more.

 

[bondandmoneypenny]

Threesomes are fun

 

[Islander55]

Quite a few situations I found myself in with various men/women when I was in my late teens & twenties that I didn't pursue or just backed out of which (with the hindsight of age) I now wish that I'd followed through.

I do believe that life's biggest regrets are about the things we did not do as opposed to the dumb things we may have done. We can look back and say, I should not have done that but "Oh Well". But the things we did not do leave us wondering what might have been.

 

[Toffer_Guy]

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

Not sure if she would be to your taste. The trans-woman pornstar Sabrina Suzuki is pretty hot with curves and a pretty huge cock. No pictures or vids I’ve seen of her with cis-women. Either solo scenes or her with cis-men.

Among some of my fantasies I’d like to experience - but likely won’t. It’s been a fantasy for me to fuck a real mother and daughter in a threesome.

I‘d like to fist fuck a woman and make her cum like that. Never tired it before. I’ve also never had the nerve to ask yet but lowkey tested the waters with a few girlfriends. Used three fingers before she’s said that was enough. So I’d stop at three.
Honestly, should have just asked. Just never want to kill the mood in the moment or scare her, and hard to find a time to ask that question outside of a sexual context

Another unlikely situation. I’d like to be part of a double pussy penetration. Either me and another guy, woman with a strap-on, or a trans-woman. I’d want to be under her, so I can see the look on her face. Seen that in a few porns, and the look on a woman’s face is intense.

 

[LIDiver]

I’d love to do a cam show with my wife: both of us being totally exhibitionistic, giving each other head, fucking each other, masturbating each other …

We’d watch you.

 

[SweetieGinger69]

I have a few…
One is going to the local adult theater. I’ve never been and know that nearly anything I can envision would be possible, so if would have to be wherever the wind takes me I suppose.
Second would be a similar situation in visiting the theater, but letting myself be a cum slut and having a bunch of guys jerk off and cum all over my body.
Another is a rape fantasy. I had a friend years back that offered to act it out, but I didn’t feel I could trust him to stop if I actually did ask to stop with a safe word. It’s something I’ve thought about for many years, but I absolutely need the trust to be there.
I’m also very curious about being with a trans woman (best of both worlds) or fucking another woman. I’ve only made out with women and nothing more.

 

[Toffer_Guy]

Another is a rape fantasy. I had a friend years back that offered to act it out, but I didn’t feel I could trust him to stop if I actually did ask to stop with a safe word. It’s something I’ve thought about for many years, but I absolutely need the trust to be there.

It’s very wise to never engage in a CNC roleplay unless you absolutely trust the other person to respect your safeword. That is a non-negotiable issue when dealing with roleplay. Play is fun, but a dom must always respect your limits and safety.
Hope you do find someone you can trust to act out that fantasy.

 

[Lady_Libra_]

Be with a woman

 

[Ifyouwanttowecan13579]

I have always wanted to have a dp in the public where everyone including kids can see me. Want to have the cocks cum inside me with everyone watching.

Well, that is incredibly bold!

 

[Ifyouwanttowecan13579]

Well, that is incredibly bold!

And sexy as hell

 

[lovedoublepenetration]

And sexy as hell

Thank you. Always wanted to do it without getting arrested and spending rest of my life behind bars.