Your Most Taboo Sexual Fantasy

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I have many taboo fantasies, here are two:

1. I have had a long time fantasy of giving oral sex to a Nun in her full outfit. In church or wherever she lives, like a convent. It would be cool if she was a head Nun and had an office to do it in. But not some sultry 20 yr old with big tits dressed in a habit. I am talking about a real typical older woman type Nun with glasses. In my fantasy our oral relationship continues for over a year meeting once a month.

2. Being fucked by a maid at a 5 star hotel. I am with a lady friend who ties me naked face up on the bed in a hotel. She leaves to go shopping for a while and leaves me tied up. Later the maid knocks on the door and says, "Housekeeping." I am tied up and gagged so I can't reply. She comes into the room and sees me. I can't see her because I am blind folded. She uses this to her advantage and fucks me for about 20 min and then leaves. As a result, I dont know who the maid is or what she looks like.

ES

#2 is hot. What if your lady friend sent one of her friends over to you (and you didn't know it wasn't the maid).
 
For all those not in the LIT "loop", any threads with over 5000 posts have been closed in order to facilitate issues with the servers.

Please feel free to visit my new thread (just search by name) or start your own. That may explain why some of you aren't getting updates from some of your more frequently-visited forums.

BrettJ in Canada
 
Brett: Do you mean you started a new "Your most taboo sexual fantasy" thread? If so, can you reply with a link to it? That way the last message before the thread is locked will be a link to it.

Thanks.
 
No Curious, I started a new thread based on another one I used to visit. The person who started that thread co-hosts it with me. It is called "Brett's Bar & Lounge". I was just letting people know who might post in various threads that theirs may be gone. This one is not quite halfway to 5000 posts and will be fine until it reaches that mark.

Visit if you'd like, it wouldn't take you long to catch up.

BrettJ in Canada
 
Forgive my brain, fighting off a migraine and I seem to have failed basic math. =) I'll check out your thread, sounds like fun.
 
I do know migraines (I have had a few and mine are the true, violent, you will be sick variety)

Anyone is welcome to visit, exchange thoughts and ideas. We don't allow Cyber, but SRP links may be posted and sexual discussions are allowed.

BrettJ in Canada
 
Reluctant sex

I've really been getting off in my head lately at the idea of reluctant sex. As in, she has no real interest in fooling around with me at all, but agrees fully to do so for whatever reason. Situations vary, but they are usually something like:

1. I do an estimate to do work in her house, but it's more expensive than she thought, so she makes up the difference by fucking me every day that I'm working there.

2. She needs some sort of assistance from me and agrees to fuck me to get my help.

3. She wants to get back at someone else by fucking me, the other person's enemy.

4. She doesn't like me, but she's so horny and needs to be fucked so badly that she'll agree even to let me do it.

5. I found out information about her, and even though I haven't threatened to turn her in in any way, she's so fearful that she offers to do anything I want for me to stay silent.


So you see - it's not any kind of rape. They're being completely consensual, but they have no real interest in it because they're hot for me. In fact, it's better if they would truly prefer NOT to do anything with me, so it's more against what they want, but they agree anyway.
 
A lot of layers

I've really been getting off in my head lately at the idea of reluctant sex. As in, she has no real interest in fooling around with me at all, but agrees fully to do so for whatever reason. Situations vary, but they are usually something like:

1. I do an estimate to do work in her house, but it's more expensive than she thought, so she makes up the difference by fucking me every day that I'm working there.

2. She needs some sort of assistance from me and agrees to fuck me to get my help.

3. She wants to get back at someone else by fucking me, the other person's enemy.

4. She doesn't like me, but she's so horny and needs to be fucked so badly that she'll agree even to let me do it.

5. I found out information about her, and even though I haven't threatened to turn her in in any way, she's so fearful that she offers to do anything I want for me to stay silent.

So you see - it's not any kind of rape. They're being completely consensual, but they have no real interest in it because they're hot for me. In fact, it's better if they would truly prefer NOT to do anything with me, so it's more against what they want, but they agree anyway.

Thanks for sharing. There are a lot of layers to this, I find it very interesting. It seems all about sexual control. Where 1 and 2 is a kind of sexual control to get you to give her a break on prices. While it seems like she is giving up sex to get something, I see it still as she has the control and uses her sexual skill to get what she wants vs you using her to get what you want.

3 and 4 are clearly about her control of you and using you for her purpose.

5 seems like your control of her, but it still feels like she takes control since you do not act on the info you have in any way.

Just my thoughts....some very cool stuff.

ES
 
Or perhaps you work long enough at her house that she feels comfortable in gathering some rays on the pool deck. As she casually returns to the house topless, you follow her and take full advantage.
 
Thanks for sharing. There are a lot of layers to this, I find it very interesting. It seems all about sexual control. Where 1 and 2 is a kind of sexual control to get you to give her a break on prices. While it seems like she is giving up sex to get something, I see it still as she has the control and uses her sexual skill to get what she wants vs you using her to get what you want.

3 and 4 are clearly about her control of you and using you for her purpose.

5 seems like your control of her, but it still feels like she takes control since you do not act on the info you have in any way.

Just my thoughts....some very cool stuff.

ES

Ooooo - interesting insights. Though with my 'reluctance' kink, even if the control aspect of it got her worked up, I wouldn't want to know about it till after. I am purely about the knowledge that she is not interested in me sexually and not only is she not interested, but she honestly would rather NOT be doing it. Yet agrees fully and is completely engaged in what she's doing. From my point of view, it's not so much about my control as her submission. Not about my taking, but about her giving freely and enthusiastically what she does not wish to give.
 
Being beckoned over from where I've just been watching him plough my girl's tight arse; he grabs my head and pushes me roughly downward, and forces his still hard meat into my mouth. "Get that cock nice and clean," he says, "it has to go in her pussy next."
 
I've really been getting off in my head lately at the idea of reluctant sex. As in, she has no real interest in fooling around with me at all, but agrees fully to do so for whatever reason. Situations vary, but they are usually something like:

1. I do an estimate to do work in her house, but it's more expensive than she thought, so she makes up the difference by fucking me every day that I'm working there.

2. She needs some sort of assistance from me and agrees to fuck me to get my help.

3. She wants to get back at someone else by fucking me, the other person's enemy.

4. She doesn't like me, but she's so horny and needs to be fucked so badly that she'll agree even to let me do it.

5. I found out information about her, and even though I haven't threatened to turn her in in any way, she's so fearful that she offers to do anything I want for me to stay silent.


So you see - it's not any kind of rape. They're being completely consensual, but they have no real interest in it because they're hot for me. In fact, it's better if they would truly prefer NOT to do anything with me, so it's more against what they want, but they agree anyway.


I've actually done number 3. Not sure if I should be embarrassed or proud? :rolleyes:
 
And I am hoping that this post is on page 101.

Ah.............Guess not.

But anyways. I have a taboo sexual fantasy that I am not yet sure that I should share.
Well, it's not exactly taboo, but more oddball in a classical sense. Yet very sexual to put most of us guys out of our rocking chairs.
 
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I've really been getting off in my head lately at the idea of reluctant sex. As in, she has no real interest in fooling around with me at all, but agrees fully to do so for whatever reason. Situations vary, but they are usually something like:

1. I do an estimate to do work in her house, but it's more expensive than she thought, so she makes up the difference by fucking me every day that I'm working there.

2. She needs some sort of assistance from me and agrees to fuck me to get my help.

3. She wants to get back at someone else by fucking me, the other person's enemy.

4. She doesn't like me, but she's so horny and needs to be fucked so badly that she'll agree even to let me do it.

5. I found out information about her, and even though I haven't threatened to turn her in in any way, she's so fearful that she offers to do anything I want for me to stay silent.


So you see - it's not any kind of rape. They're being completely consensual, but they have no real interest in it because they're hot for me. In fact, it's better if they would truly prefer NOT to do anything with me, so it's more against what they want, but they agree anyway.

Sometimes, I wish #1 were an actual payment option. Especially with the guy who trims my trees!
 
Sometimes, I wish #1 were an actual payment option. Especially with the guy who trims my trees!

I'm pretty sure it is. It's more likely that he'll accept that then that for example he will take American Express.

Although if he does like landscaping he might prefer a full bush. Just something to think about.
 
No prob with smooth, Em. Think of it as a well tended Japanese garden of serenity.
 
No prob with smooth, Em. Think of it as a well tended Japanese garden of serenity.

that sounds very sexy in a zen sort of way, but wouldn't the sand and pebbles be a little abrasive? (That's why I maintain a sleek, thigh-friendly shave on my head)
 
Possible

#2 is hot. What if your lady friend sent one of her friends over to you (and you didn't know it wasn't the maid).

True, that is possible and sounds hot also. In this fantasy, (I have never actually done it but it is clear in my mind like I did.) my gf leaves a note on the night stand for her gf to do just that. BUT unfortunately she also left an envelope for the maid with some money in it on the same stand. The maid sees her envelope with the money but mistakes the note for the girl friend to "use" me as she sees fit and enjoy herself as meant for her. My gf was planning on hand delivering the envelope to the maid but she never got the chance.

When my gf got back from shopping, she tells me that her gf did not make it due to something coming up at the last minute. (Shocked look on my face.) She asks me if I was okay being alone all that time and I tell her I was okay but the maid came in, freaked out, and ran. Not telling her that she fucked me of course.

This fantasy centers around being fucked by someone you never expected to.

ES
 
I see now

Ooooo - interesting insights. Though with my 'reluctance' kink, even if the control aspect of it got her worked up, I wouldn't want to know about it till after. I am purely about the knowledge that she is not interested in me sexually and not only is she not interested, but she honestly would rather NOT be doing it. Yet agrees fully and is completely engaged in what she's doing. From my point of view, it's not so much about my control as her submission. Not about my taking, but about her giving freely and enthusiastically what she does not wish to give.

My mind is coming from a different point of view, so I am seeing things through my own eyes. I do see now, and your explanation does help. Any further discussion I may PM you.

ES
 
True, that is possible and sounds hot also. In this fantasy, (I have never actually done it but it is clear in my mind like I did.) my gf leaves a note on the night stand for her gf to do just that. BUT unfortunately she also left an envelope for the maid with some money in it on the same stand. The maid sees her envelope with the money but mistakes the note for the girl friend to "use" me as she sees fit and enjoy herself as meant for her. My gf was planning on hand delivering the envelope to the maid but she never got the chance.

When my gf got back from shopping, she tells me that her gf did not make it due to something coming up at the last minute. (Shocked look on my face.) She asks me if I was okay being alone all that time and I tell her I was okay but the maid came in, freaked out, and ran. Not telling her that she fucked me of course.

This fantasy centers around being fucked by someone you never expected to.

ES

That's hot. Now I have think of a situation were the genders would be reversed. I've never seen a male maid at a hotel.
 
Mine is still very much My girl being with her dad or sister sexually.

It is an instant turn on for me.
 
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