Home >> SheMale sex Stories >> Story : The Best of Both Worlds
     By Michael T. James. You can rate or review this story.

Michael had left to go shoot some hoops with his brother for a few hours. When he got back, he found his wife in front of the computer. He kissed her and looked at the screen to see what interesting things she had been surfing for. He was more than a little shocked when he noticed she was looking at pictures of she-males.
"What are you looking at pics of that kind of stuff for?" Michael asked, more than a little curious.

Barbie laughed. "Sorry, I guessed I should have warned you. I just was looking at some porn pics while you were gone and I happened to come across some links with she-males and I"ve been on those ever since. Does that freak you out?"

Michael shook his head. "No, I can"t say seeing you look at this kind of thing freaks me out, I just wonder why you are, that"s all"
"Well, not that I"m trying to freak you out, but I got to admit that looking at these pics have me more than a little turned on. Wanna feel?"
Michael never could turn down an offer to cop a feel on his wife so he put his hand on the crotch of Barb"s shorts and sure enough they were completely soaked. "My God, the weirdest things get your engine going!" Michael laughed.

"Why do you think that is so weird?" Barb asked. "You know how watching lesbians turn me on, so how could a gorgeous woman with a rock-hard cock not get the ol" juices flowing? Tell me that these women aren"t gorgeous as hell."

She clicked on another link and brought up the thumbnails one by one and Michael couldn"t help but admit that she was right. If he didn"t know that they were hiding a penis under their skirts, he would"ve deemed them quite fuckable. "Okay, you"re right. Some of them do seem very sexy, but once you click on the thumbs that show Mr. Winky poking out, I tend to not find them very appealing. So sue me."

Barb grinned at the "Mr. Winky" comment. "I"ll tell you something. You know how I always say I couldn"t have a threesome because of the thought of eating another woman"s pussy? Well this is one threesome I might consider."

Michael laughed again. "Well I wonder who the third party would be in this threesome scenario of yours, because I sure as hell wouldn"t be involved."
"Look at it this way. You fantasize about a threesome with two women and I fantasize about one with two men. This way we would both be getting what we want from one person. I could have the bottom half and you could take care of the top half. You love those tits and I"ll love on that hard cock!" She laughed again and Michael couldn"t help but notice the mischieviousness behind it. "Anyway, it"s just a dumb fantasy, but what is real is the fact that I am sopping wet and need a good fucking. You game?"

They went downstairs and fucked like animals and as they lay together afterwards, Michael couldn"t help but think about watching his wife fucking a she-male.

* * * * * 

Several days went by and this time Barb had left for the afternoon and Michael was in front of the computer looking up porn on the "net. As he clicked on one of the links an annoying pop-up reared it"s ugly head and in disgust Michael went to click it off, but something made him hesitate. It was an ad for singles looking for sex. For some reason the ad made him think of their she-males conversation from a few days ago. He wondered if there even was any people like that in their area.
He clicked on the link and after a few moments of looking around the site found a section for she-males. He clicked on the link and a few profiles came up. He was more than a little shocked when he found the profile for a woman that lived very close to them. It would only take a half an hour to get there and in fact he knew of a bar there where they might meet. 

He sat there staring at the pic included in the profile and couldn"t believe what she looked like. This was a person that he wouldn"t have thought twice about picking up in a bar. She had long blonde hair and a great figure. The pic showed her wearing a black skirt and it was quite obvious she was wearing black thigh-highs underneath. It fortunately didn"t show her penis and Michael was glad for that. 

The profile said she stood about 5" 4" was in her late twenties and was looking for an open-minded couple to share fantasies with. All of a sudden a plan began to formulate in his mind. Barb had sounded very sincere about this threesome talk and he wondered if she would go through with it if the situation was right. He looked again at the profile, found her number and jotted it down.

He glanced at the clock and knowing Barb wouldn"t be home for quite some time, decided to call this woman before he chickened out. He felt nervous as he dialed the number and he began to really wonder what he would be getting out of all of this. He knew damn well he wouldn"t even come close to fucking her , but maybe it was the thought of seeing his beautiful wife fucking a woman with perfect tits that also happened to have a cock was what had him making this phone call.
On the third ring someone picked up and Michael almost hung up, but he didn"t. "Hello?" said the voice on the other end. Michael couln"t help but notice how sexy the voice sounded. His pause caused the voice on the other end to say hello again. "Hello? Is anyone there?"

Michael found his voice. "Hi, who"s this?"
"This is Angela. Who are you?"
Yep. This was the woman from the personal ad. "My name is Michael and you don"t know me, but I came across your personal ad on the computer and I think I am interested."

Angela laughed. "You think you"re interested? What does that mean, anyway?"

Michael felt so stupid, but the ridiculousness of this whole situation made him laugh as well. He began to explain everything that led up to him making the phone call. They talked for almost twenty minutes and decided on a plan just in case Barb was less than thrilled at the idea of her husband doing what he was doing. They decided to meet at a bar nearby to all of them and if all went well, they would go to a hotel and see what happened. She told him what she"d be wearing and he did the same and they decided to have it happen this weekend.

* * * * * *

On Satuday morning Michael told Barb that they were going out that night and were getting a hotel. They made a early supper and then got dressed up to go out. Barb changed into the outfit he had told Angela she"d be wearing: A low-cut black blouse and short black skirt. She put on Michael"s favorite thigh-highs with built-in garter belt and sexy "fuck me" shoes. He wore a long sleeve black dress shirt and black dress pants and shoes.

As they left for the bar, Michael felt apprehensive about the whole thing, but he supposed that he would hear soon enough from Barb if he had fucked up. They arrived within twenty minutes and got a secluded table for more than one reason. They ordered drinks and Michael was relieved that he didn"t see Angela right away. It would give him a chance prep her for the night"s plans.

"So, what"s this surprise you warned me about all day?" Barb inquired.
Michael felt his stomach clench. He hadn"t really thought about what he was going to tell her. He decided that he would just tell her and if she balked they could leave the bar before Angela showed up and then there would be no awkwardness. "Well, you know how we always are willing to try new things to keep the spice in our sex life? After our conversation the other day, I checked some things out and decided to give you a chance to fufill a fantasy." Michael waited for a response with much trepidation.

Barb sat silent for a few seconds and then spoke. "Are you talking about our threesome conversation? That fantasy?"
Almost afraid to answer, Michael slowly nodded his head. "Yeah. That"s the fantasy I"m talking about. Are you mad?"
"No. Just tell me what we"re doing here."

Michael explained everything to Barb and told her if anything was to happen, or not happen, it would all be up to her. She sat there silent, finished her 7&7, and ordered another one. She quickly threw down that one and ordered a third before she spoke.

"Wow. I really don"t know what to say. But I can say I am very surprised about this and not one bit mad. What made you want to do this?"
"Well, I just thought about how much into those pics you were and on the threesome topic and I just took a chance."
"I can"t say I will definitely do this, but I am willing to talk to this Angela about it. Maybe some more alcohol will give me the courage I need." She ordered yet another 7&7 just as Michael saw Angela walk into the bar. 

He flagged her over to their table and she sat down and introduced herself. Angela and Barb hit it off immediately and as he let them talk he couldn"t help but look her over. She was wearing a red dress trimmed in black with black hosiery of some sort underneath and very spiked stiletto heels. Her hair spilled down her shoulders almost to her back. Michael thought she could"ve seduced any man in this place without even trying. Wouldn"t they be surprised!
They ended up talking for almost forty minutes and Barb consumed many drinks. It came as no surprise to Michael when she decided it was time to go to the hotel. Angela agreed to follow them so she could go whenever she wanted to and that was fine with them. They arrived at the hotel and when they went to check into their room, Michael noticed the man behind the counter looking over both women. They made their way to the elevator and as the doors closed, he noticed the man watching them with a huge grin on his face. "You"re nowhere close," he thought to himself.

Michael unlocked the door and the three of them entered. Without warning, Barb threw her arms around his neck and began to passionitely kiss him. He retuned the kiss and began feeling her breasts through the tight blouse.

Barb broke the kiss and began to talk. "I know I am very tanked, so I"ll tell you right now that I want this to happen, but first I want my husband to get me warmed up. Is that okay with everyone?" Michael and Angela nodded their heads in silent agreement. She looked right at her husband then. "Now, I want Angela to watch you fuck my wet pussy!"

She sat down on the edge of the bed and unstrapped her heels. She got on the bed on all fours and pulled her skirt up over her firm, tight ass showing them she had no panties on. She reached between her legs spreading her wet pussy lips apart. Michael began undressing, giving little notice that there was audience there to watch them perform.

Barb turned around so she was facing Angela. "I want you pull a chair up near the bed and while Michael fucks me from behind, I wanna watch you play with your tits."

Angela did as she was asked and while she got the chair, Michael had climbed up on the bed behind his wife and roughly began to slam into her waiting pussy. Almost immediately she began to moan loudly and her pussy was soaking his cock and the sheets under them. As they fucked, Angela had taken the straps from her dress off her shoulders exposing her perfect breasts. She began to tug and pull on her nipples and every few seconds take on into her mouth to suck or bite it. Watching her do this was turning on both Michael and Barb, but as for him, he tried to block out the fact that under that dress resided a cock.

They fucked very violently for several minutes when Barb demanded that Angela showed her her cock. Angela leaned back in the chair as she pulled up her dress exposing her penis. It was very hard and Michael heard Barb gasp when she saw it. She looked at him over her shoulder and asked if she could taste it. Michael agreed, never once slowing his rhythm.

Barb reached out for her new toy and Angela stood up and put it by her face. Without hesitation, she engulfed it between her lips and began to deep throat the massive organ. Michael couldn"t help but watch as she hungrily swallowed this she-males long, hard penis down her throat. Barb was moaning very loud now and giving a blow job in perfect unison with the pounding her pussy was taking. It was a sight to behold.

Barb suddenly stopped the blow job and began to pull away from Michael"s thrusts. She turned to face her husband and he could see the lust on her face and in her eyes. She was in total ecstasy. "I want to feel her cock in my pussy! Please let me fuck her Michael!" she begged. She reached out to each of the cocks and began to stroke them. "I want to be on top of Angela and have you put your hard cock in my ass."

Michael and Angela agreed and Barb moved aside to let Angela climb on the bed. Angela lay down spreading her legs. Her cock stood straight up, looking almost menacing as Barb slowly climbed on top of her new lover, taking her cock in all the way. She slowly rocked back and forth letting her pussy adjust to this new cock. She then leaned forward exposing her tight asshole for Michael. He moved in behind them and in one motion slid his hard member into her slick ass. Barb slid back taking Michael in the whole way and began hungrily feasting on Angela"s hard nipples as they began fucking one another
As they all began to move in unison, Barb began to scream with pleasure. "Oh my fucking God! This feels so good. My asshole and my pussy are so full of hard cock, it"s making me cum..." She trailed off and was just wailing with moans and groans. Michael and Angela were doing the same as they slammed Barb as hard they could. Michael could feel his orgasm approaching as was Angela"s. Michael could tell Barb was cumming over and over as his legs were splashed with her pussy juice.

As Michael began to feel his cum rushing up his shaft, he began to moan loudly. "Oh Barbie, I"m gonna cum! I"m gonna flood your asshole, baby."
Angela responded in kind. "I"m ready to cum too. Can I flood your tight pussy, Barbie?"
Barb was convulsing uncontrolably as orgasm after orgasm ripped through her pussy. She almost sounded like she was crying as she answered. "Oh please, please flood my pussy and my ass! I want to feel your cum inside me! Oh my God, I can"t stop cumming!"
With that, Michael and Angela began to pump their cum deep inside Barb"s wet holes much to all of their delight. They collapsed together on the bed, thorughly spent. After some time, Angela left the bed and began dressing.

"I hope we made your fantasy come true, Barb," she said smiling. "I just wish I could offer you something, Michael."
Michael laughed. "Well, thanks, but no thanks. I wish that you did have a nice wet pussy for me, but you don"t and I"ll never be so drunk that I take what you do have!" They all laughed and with that Angela said goodbye and left the hotel room.
"Wow baby," Barb said as Michael lit them each a cigarette. "That was so hot. Did you enjoy it?"

Michael grinned. "I admit that it was a bit weird seeing this beautiful woman with a cock in our bed, but once you started fucking her, I didn"t even think about it."
"I gotta admit that this whole thing surprised me. I thought you might be too homophobe for this, but I am glad I was wrong. I got the best of both worlds tonight and since you were so giving for me, maybe the next fantasy to be fulfilled will be yours."
"Oh? And how"s that?"
"Maybe I"ll find us a bi woman that has that wet pussy you mentioned and you can watch me eat her pussy while you fuck mine"
"I thought you said you"d never, ever do that."
"Well, I might have to work my way up to it. Maybe when we get home you can make me a tuna fish sandwich and we"ll go from there."

They both laughed and finished their cigarettes pleased as they could be after the night"s activities...




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Categories >> Erotic sex stories | Gay stories | Lesbian stories | Shemale sex stories                   Author : Michael T. James

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