Now...what is your fantasy? (II)

I go out with a woman on a first date after a lot of texting, email and phone calls. We get along really well. We've had a couple of drinks and it is getting to that time of the night where we are either going home with each other or alone.

She: "What do you think about anal sex?"
Me: "Giving or receiving?"
She: "Both."
Me: "I'm not as experienced in either one as I want to be. How about you?"
She: "More experienced giving than receiving."
Me: "Is this going to be a deal breaker?"
She: "I hope hot."

We go to her place and start making out. I have her stand up and peel her skirt off. She is commando under her skirt, wearing suspenders and stockings. I kneel in front of her and go down on her. She starts to moan and tells me that she needs to lean against the wall because she is afraid she will fall over when she cums. We move to the wall and I go back to work on my knees, bring her to orgasm with my tongue and fingers.

She pulls me to my feet and tells me that now would be a good time to work on my experience base for receiving anal. We go into the bed room and she strips me, puts me face down on the bed. I feel her fingers at my anus and open my legs. She lubes me up slowly, then pulls me up and fucks me.
 
My wife is a regional sales manager for a large corporation. Every three months she has to go to Hartford to meet with her boss, who flies in for the week for meetings. This time she is meeting her boss for dinner and she said he invited me along. I've met him before. He's a really nice guy. He's in his late 40's, african american and very good looking. He played college football and he is still in great shape. However, I never worry about my wife meeting with him or traveling with him, because I've known that he is gay for as long as we've known him. My wife is trying to land a very important account that could set her up for a few years of great bonuses. Her boss is the one who will eventually decide who gets the account, and its between her, the Boston rep and the NYC rep.

We meet for dinner and things seem to be going great. But they don't talk about the big account. When my wife brings it up he tells her they can discuss it later and not to worry about it. After dinner we start to say goodbye, but he asks us to come up to his hotel room for a drink. Its still early and he knows no one in town. We gladly go up with him.

In his room he opens up the mini bar and sets up some drinks. My wife asks him again about the account and his face gets serious. He says that its still up in the air, but NYC rep has some more experience, but maybe there is a way we can still win the account. My wife asks him if a blowjob will win her the account. I almost spit out my drink, but he calmly says that it wouldn't hurt. But, not from her...and he looks at me. He's serious.

I laugh, but it becomes very apparent that I'm the only one laughing. My wife grabs me and pulls me into the bathroom. Please, she says. If he's really serious, this could mean everything for us. She'll repay me with doing anything I ask. But this is important. She's been working for years to get here. I walk out of the bathroom and ask him if he's serious. He unzips his pants and says dead serious.

Fuck it. Why not I say. I walk over to him and he pushes me down on my knees. I'm face to face with his unzipped zipper. He tells me to take it out. I reach in and feel around. I feel a thick cock getting harder in my hand. I guide it out of the zipper and let it dangle in front of his pants. If she wants the account, this better be a good blowjob. I start stroking the shaft and kissing the head. With my other hand I unbuckle his belt and undo his pants. I lick the head, teasing his now rock hard cock. I take the head in my mouth, feeling it press against my tongue and roof of my mouth. He starts pumping and fucking my mouth. I'm working the balls with my hand and using my middle finger to creep towards his asshole. He is moaning and writhing in his chair. I look back at my wife and see her staring wildly as I suck his cock with as much passion as she sucks mine. I take his cock out of my mouth and ask him if he wants to cum on my face or in my mouth. He says on my face. He pushes me back and stands over me. I jerk his cock fast aimed at my face and I feel him spasm as hot cum splashes my nose and mouth. I lick off my lips and pop his cock back in my mouth to drain him.

Wow he says. My wife is speechless. He says that the account is hers. I say I know. I saw the email he sent to my wife yesterday giving her the account and setting me up for this. I ask him how long it will take him to get hard again, because I think I can get my wife the free trip to Hawaii if I let him fuck me in the ass.
 
I currently have this fantasy where my wife gradually brings her sister into our sex life. It starts off with her asking me if I mind being sexual with her in front of her sister, at first relatively innocent things like deep kissing and fondling through clothes, and gradually progresses over time until her sister watches us doing oral and fucking, and she is naked too, masturbating while she watches us going at it.
 
Lucky Bastard

I tell my girlfriend that I have been getting hard to gay porn for years and she says she likes it to. We start to check out gay porn before initiating sex. She starts telling me that she wants to fuck my ass. I say that I'll let her.

Next night we are going to bed and she is in bed with a laptop computer open. She is looking at gay porn and guys are fucking each other. She says that one guy on the bottom looks a lot like me. She has me get on all fours and hang my head down like the guy in the porn. I do. She says I look just like him.

She pulls the covers back and she is wearing a harness and dildo. She says stay right there and gets in back of me. She tells me that I'm about to lose my cherry.

She fucks me.

Want this so bad.
 
Fuck me like a slut

I keep fantasizing about a women taken my ass cherry with a strap on and fucking me like a dirty slut.

I want to feel what it was like for all those girls I fucked like little whores and destroyed .
 
dressing with a fellow cross dresser and getting made up and everything. looking sexy as hell. then learning to fellate.

fairly run of the mill I guess but that's it right now
 
dressing with a fellow cross dresser and getting made up and everything. looking sexy as hell. then learning to fellate.

fairly run of the mill I guess but that's it right now

Sounds like a great fantasy to me. I can just picture going to a TG Glamor studio & getting professional pictures done. The photographer offering a shot of liquor or two help the two CDs relax. The suggested poses would be innocent at first, but would grow more risque. All suggest in good fun. All working to reduce inhibition and turn the two on until the couldn't help giving into the temptation. The photographer would just fade into the back ground, snapping away, as the action heated up! The photo evidence of the wild time would keep the two CDs excited for weeks to come until they could get together & try to relive the experience!
 
little cletus, That was a wonderful fantasy. I can see that as an outline for a full fledged story. Thanks for sharing that. Very exciting!
 
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I concur !

little cletus, That was a wonderful fantasy. I can see that as an outline for a full fledged story. Thanks for sharing that. Very exciting!

I agree with you Jenna2641,very hot fantasy ! Maybe her boss could make her come over to watch hubby suck his cock,then when her boss is close to cumming she can take over and wank him onto hubbys face ?
 
I'm in Las Vegas for a trade show and decide to check out a gay bar. I'm by myself and it seems that most people are with someone. I'm about to leave and a couple of guys join me at the bar. We start talking and they ask if I'm by myself. I say yes, and they ask me to join them on a little bar hopping.

We go to a couple of bars and we start dancing with each other. After a while, they ask me if I want to go back to their hotel room. I do.

In the hotel room, they make out with me and I'm soon naked on the bed. They join me and we take turns going down on each other while making out. I can cum, but the other two guys do. They ask me what I want and I say that I'm more of a bottom.

They both end up fucking me.
 
I'm in Las Vegas for a trade show and decide to check out a gay bar. I'm by myself and it seems that most people are with someone. I'm about to leave and a couple of guys join me at the bar. We start talking and they ask if I'm by myself. I say yes, and they ask me to join them on a little bar hopping.

We go to a couple of bars and we start dancing with each other. After a while, they ask me if I want to go back to their hotel room. I do.

In the hotel room, they make out with me and I'm soon naked on the bed. They join me and we take turns going down on each other while making out. I can cum, but the other two guys do. They ask me what I want and I say that I'm more of a bottom.

They both end up fucking me.

You have some hot sexy ideas, Hon! Definitely could see this drawn out to story as well!
 
little cletus, That was a wonderful fantasy. I can see that as an outline for a full fledged story. Thanks for sharing that. Very exciting!

Thank you very much. :)

I'm currently working on part 2 in my head. I want that free trip to Hawaii.
 
I have this recurring fantasy where I get to have hot sex with this guy I know. He is older and handsome. I know this will never happen in real life but I do rub my tight pussy while thinking of all the naughty things I would do to him.
 
I have this recurring fantasy where I get to have hot sex with this guy I know. He is older and handsome. I know this will never happen in real life but I do rub my tight pussy while thinking of all the naughty things I would do to him.

Sounds like fun to me - perhaps you'd like to tell us more :devil::devil:
 
Those two hot Mormon young guys who stopped by our house yesterday. They were very handsome and I could not help but have my mind flash to letting them come in and attempting to seduce them. Having one fucking me while the other kneeling next to me on the bed while I suck his cock.

We sent them away..but my husband smiled and said he KNEW what I was thinking. Did I blush, wellll maybe a little;)
 
To meet a beautiful woman at a party, hit it off and start making out, run my hand up her thighs and under her skirt only to find a large, hard cock...
 
public fun

lately, i have been fantasizing about a lot of public sex with older men. meeting for car blow jobs in the park or a parking lot...sucking him off and drinking his cum while people walk around us, not knowing what is happening inside...or maybe being taken in a bathroom stall at a mall or a dressing room at walmart. sitting on a hard old cock and riding it to completion while people walk around just outside the door.
 
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