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Losing a Bet

By: TUCSON RED



This is a true story but the publication was another one. We had many such adventures after this and they will follow if I get good responses to these.

Well here I go... it’s Monday morning and I have lost the bet. My boyfriend and I had. It was about whom would get the best response from our stories which we had both submitted to Literotica. I lost. So I have to do what he wants for next two days. When he left for his morning run, he told me to go to store and buy some things. First he wanted a couple bottles of Wesson oil, some rubber gloves, cucumbers, olives both green and black, whip cream “in a can” & a new razor. 

Now I’m back, I have taken the shower he requested. I still haven’t finished drying off, when I hear the car door slam shut. What do I hear, does he have others with him? Oh my god he brought my brother, and his sister home. This surprise’s me, as his sister doesn’t like me much as she feels I have been a bad influence on him. When they come in he calls out I had better not gotten dressed. I reply I haven’t. Good come down here just as you are he calls.

Very nervous and curious I do as I’m told. I come down and find they are all watching me as I do. My brother has a very large smile on his face. My husband’s sister has on a raincoat that she is holding tightly around her.

When I reach the bottom of staircase he kisses me. Then sticks a finger in my pussy, “good you did as I said not playing with your self while I was gone.” he says.

Still not sure what is going on I look to see my brother kiss his wife. He tells her to take off her coat. Almost in tears she says. “I can’t in front of my brother.” I’ve got to see my sister nude today for first time so let your brother see you” he demands. “I know he wants to see you too.”

When she takes off the coat I am shocked; (pleasantly) she doesn’t have on anything. I see she has a smaller chest than mine, however it is ample and the nipples are succulent looking.

“Ok?” she says. “ He has seen me, now can we go home?” She cries.

My brother says. “ No this is just the beginning of our bargain, I told you that if I was to forgive you, you would have to do as I said.” Then he starts to tell my husband what he had caught her doing. It seems the neighbor’s son was cleaning the pool and she had seduced him. Well my brother had caught them, she had been very upset saying she didn’t know what she was doing, (ok right, I have seen the son,) but she was sorry. So she had agreed, after a while, to do what he wanted for punishment.

“Ok this is the drill girl’s.” My husband chimes in. “For separate reasons you girls are ours to do with, as we want for two days starting now.” “You two girls haven’t been the best of friend’s. This will change before we finish.” “Go get the things I told you to get.” He demands.

When I return he tells her and I to spread the plastic sheet, out on the floor. 

“Ok now take the Wesson oil and rub each other down with it. He says. 

I start to complain but I see the look in her eyes, pure hatred. What the hell if it makes her uncomfortable I am for it. She is shaking now almost in tears. I uncork the bottle and put some on her chest. Rubbing it in I realize this could be fun, they feel great to me. I feel her stiffen and try to back away, my brother calls. “If you want to stay with me you will do as you are told.” She shakes some. I feel her pour some oil on my ass; she start’s to play with it. My ass is my pride, and joy. I have been told it is my best asset. I rub her nipples between my fingers and pull on them. She lets out a slight groan. By now she has my whole back covered with the oil. I turn away from her with my back to her I rub against her leg, with my groin. She starts to pour some oil on my front and rub my chest. Wow what a trip I think. 

She whispers in my ear. “I like these they are so much bigger than mine are.” 

“I like your small nipples mine are too big. I reply.”

“No, I wish I had larger ones”.

The oil has ran between my legs now and I can feel her hand drift down there. As she touches it she pulls back, “sorry” she says. I take her little hand and place it between my lips and suck it then place it back on my pussy. The sensation of her hand there, and her hot breath on my neck, causes me to have a climax. I almost fall but she holds on to me. I turn to kiss her on the lips, I find she is a better kisser than her brother is. She is so soft and smoother. We kiss for a couple minutes more. When I turn her to face away from me and repeat what she had done for me. I find her pussy lips to be very moist and ready for me. I place first one then two and finally three fingers in her. “ Oh god yes that is good.” She rock’s back and forth on my leg until I think I will fall from it. When she does climax we fall to the floor entwined in each other’s arms.

We had forgotten about the guys and when we cooled down we’re surprised to see them just setting there. They had a shit-eating grin on their faces. With no clothes on at all. My brother has a monster cock between his legs. It was longer than my husband’s was, but not nearly as big around. 

Ok that wasn’t so bad was it? 

Now we want to see you girls eat each other out. I know you can do it, you have told us how to please you so now we want to see if you are any better. I look at my sister. She has lost any thoughts of reluctance. So I take the initiative and lay her back so my head is between her legs. When I touch her between her legs she shakes a little “It’s not right for us to do these things to each other. I don’t even let my husband do it often.” I reply, “I think it will be fun. I get to do what my brother has not done well, or you would let him do it all the time.” I take special care to lick her all the way from her clit to her anus placing extra pressure on her rose bud she jumps. Taking two fingers I place them on the lips of her vagina and start to circle slowly. My tongue starts to twist around her clit and I bite it. She moans. “Oh shit… that is good, please put it in further.” Not knowing if she meant my tongue or the finger on her anus I apply more pressure to both. 

“Play with your tits” calls my brother. “You know you like to do that.” “ I’ve seen you do it when I watch you bathe.”

She must because she starts to shake and shiver in middle of a climax. I put more pressure on her box and she cries out “Oh yes… sweet Jesus do it harder… I need to come, ah now, do me, do me now.” She falls limp drained of all blood to her head it’s all in her woman hood. 

One of the guys hands her a drink. “Nice job bet, she would now know what to tell me now, when I am trying to get her off with my mouth.”

“Ok sis: now I want to see you go down on her while we watch.” Says my husband.

She looks at me and smiles. “You are a good teacher but I may need guidance.” 

“You will do fine just remember what I did that you liked and I will tell you other things I like. First rub me between the lips and run your finger around my ass hole I like that it gets me loose and ready. Oh shit that is the spot I like. I play with my tits a lot when my husband gives me oral.” She has started to nibble on my clit and pushes two fingers between the lips to my snatch. She crosses them to place more pressure on my button. I start to shake and she slows down not letting me go over the top. “I know when I get it done I like to take it in steps.” she says catching her breath. Then its back to the brink, this time I go over the top and climax harder than I ever have in my life.

When we relax a bit both of us need another drink. Still laying on the soaked plastic sheet we are a mess. We have Wesson oil and pussy juices all over our body and in our hair. 

Ok says our husbands we like that so far lets see you do a 69. Now you both know how to get each other off so lets see you come together. 

Again I play the aggressor and lay her back this time putting my face between her legs I straddle her face with mine. We really get into it playing with each other’s breasts and licking each other out. I feel a second pair of hands on my ass, and think oh god my husband is finally going to fuck me. He’ll let me come with a real dick in me not just a tongue in me. Then I feel some one pulling my head up; my eyes are still closed enjoying the feeling I am getting. Then I open them and see my husband with his fat dick smack in my face. That means my brother is putting it to me in my pussy. Just the thought sends me crazy. I come a good three or four times while he is in me. “Oh shit” he yells, “this is good I knew you would be a good fuck sister you always had a fine looking ass.” When we collapse on each other we fall asleep for about an hour.

Ok now its my sister’s turn to get both boys and I will help by sucking on her tits and playing with the guys asses to keep them going. My husband is bigger around than my brother is so his wife has a harder time taking him in. she really tries to get all of it but it stretches her tight cunt. She finally gets it all the way in and asks him to let it sit there for her to adjust. By now she is getting into the swing of the game. Taking a moment she tells her hubby “This is what I need, you are the longest man I have seen with your 11 inches and touch me where no man has before but I like the sides to be stretched too.” He then sticks his long dong into her mouth and down her throat. 

You can tell she is really climaxing because she is thrashing around and jerking Like crazy the guys vary the tempo and speed till they both have a terrific climax. 

Time for a swim, the boys call and run out to the pool and jump in. 

After the climaxes we have had were aren’t as quick to get up. But we do get out there.

We have a 3-acre lot that allows us to skinny dip and sunbathe without being spied on. We lay there for an hour when the boys start to talk about what will be our next chore. My husband asks my brother if his wife has let him do her in the ass? He replies no. Has my sister let you? No she hasn’t. They both smile and look at us. We look at each other. 

“Now wait,” I say, “ there will be none of that. I think it would hurt too much.”

“No it wouldn’t,” my brother says. ”We will be gentile and do it slow. I promise it will be good.” His sister and I look at each other and get a big smile on our faces. 

You sure it won’t we ask?

Yes I think it would be great. They chime in.

Ok we’ll do it on one condition. But only on one condition.

Ok anything, they say.

Ok you have to put on a show for us girls and do each other in the ass first. I laugh. This will put an end to that I figure.

They look at each other. How bad do you want to do her in the ass my brother asks? Well I did think about doing it once with a classmate, my husband says.

When he walks over to my brother and kisses him I nearly faint. Then he reaches down and holds his cock in his hand and strokes it. “I have wondered what my sister was getting in bed he says now I’ll find out.” He falls to his knees and takes it in his mouth; “ this is good to taste. Mine is salty, I know because I like to clean your sister out after I have screwed her.”

I am in awe at the sight he has about half of it in when he stops and swallows then he takes the whole thing in. my brother has his head in his hands and is pumping like crazy. It is a blur he is going so fast. He starts to shake. His eyes roll back and he bites his lip. “Ooooooohhhhhhh shit this cant be happening I’m coming with a mans mouth around my dick.”

He falls back and collapses on the deck. My husband gets up. “You have to try that he says he tastes great.”

When he recovers my brother starts to play with my husband getting him hard. It doesn’t take long due to the fact he hasn’t came but once all day. He has trouble due to the girth my husband is really big around. He makes a valiant effort but can only get half of it in before my husband climaxes. 

They lay there for a bit, then we girls say. Ok half way to the treasure. But no cigar you still need to fuck each other in the ass before you get my ass. 

My brother looks at me then at his wife. We are playing with each other’s tits and I have a finger in her pussy.

Ok brother it’s all or nothing get some lube on that thing before you try to put that in me mister.

My husband is back in a flash with what is left of the oil from the living room. My brother bends over a chase lounge and braces his feet wide apart. He says be gentle ok. My husband smiles and rubs some oil on the head of his enormous dick. Then he places some on the crack of my brother’s ass he takes two fingers and pushes them in real slow, pushing back my brother seems to like it, and then he says “It’s now or never fuck me already.” My husband places the head at the opening to his ass and starts to push. “Oh shit that is too big.” I feel he is going to chicken out so I jump down and place his dick in my mouth. “This will take your mind off the pressure.” I say. “Oh god, yes do that. Put it in me I can take it now.”

I see his wife has gotten into it also, she has his nipples between her thumb and finger and is pinching them. 

We almost hear the relief when my husband breaks through to the inside. “Oh shit that is a tight one you have their buddy.” He starts to push it all the way in going slow to allow the sensation to pass. Soon he is moving back and forth building up speed and getting a big release. 

When he comes he pulls out I notice some blood on my brother’s ass. I lick it away to get to his hole. I run my tongue around the outer rim and suck my husband’s sperm out of him. 

Now my husband smiles. “Ok my turn then we get you girls.”

He places his hands on the same chair and spreads his cheeks for my brother. “Ok slim put it in give me your all.” Most men walk up and put their dick in you. My brother puts it in then walks up to you he is smaller around but longer so it is easier for him to get by the rim of my husband’s ass. The trouble came when he tried to put the whole length in it feels as if it is going to come out your mouth. But eventually he does get it all in. he only lasts about 4 min when they both collapse on the deck.

We all get back into the pool and laugh about what has happened. 

As a group we decide to take a break, and get something to eat. 

To Be Continued...

Losing a Bet Continued



This is a continuation of a story called losing a bet please read it first. They are true stories and more will follow if I get good responses.

* * * * *

After we relax for a while, we decide we want to go to supper some place in town. 

My sister remembers she didn’t wear anything here. Not to worry my husband says we took care of that smiling at my brother. He goes to the closet and gets out a suitcase, in it are two dresses that are just alike one for each of us girls. They are very short with no back to them. They are cut low in front. When we put them on the boy’s smile in approval. 

Where are the panties I inquire? My brother hands each of us a box with a ribbon around them. When I open mine, I gasp; it contains a g-string with a small dildo attached. They have batteries attached to them. He explained that the dildo’s have remote controls to them and when ever they decided we needed to be reminded who was boss for the night they would hit the switch. 

We went to lunch at a nice French restraint. We were seated across from our husbands, I removed a shoe from my foot and placed it between his legs when he parted them I moved to his groin. I could feel his manhood coming to life. Rubbing it up and down I felt it get to its full length.

Then he hit the switch to the dildo in my cunt sending a fantastic sensation to my body, I must have shown a reaction because my sister ask what happened, her husband set off hers and she realized what had happened.

I could see what my actions were doing to my husband so I kept it up. His hand went under the tablecloth to unzip his pants. His eyes started to roll back in his head as his manhood sprung to life enjoying the freedom. I removed the other shoe, scooting back into the plush chair I was able to get the other foot into play. I moved them up and down as best I could. He started to shake causing his sister to question if anything was wrong? He was too far-gone to answer so I just said he was busy at the moment.

Her husband realized what must be happening and smiled. When she tried to say something he hit the switch again, the buzz between her legs caused her to knock a fork off the table. 

A busboy standing near by immediately came to retrieve it and provide another. When he bent to pick it up he saw the attention I was giving to my husband. He could hear the buzzing between our legs also. 

“Will mister require another napkin?” He inquired this caused the whole table to chuckle. 

“Yes please I reply.” As I slip him a $10.00 and a smile.

The rest of our meal was very good. The staff was very attentive.

Returning to our home, we decided to relax for a while by the pool. As we live in the country on 3 acres we hardly ever wear suits. 

I was unable to keep my eyes off my brother’s body. Or his large cock, I stood beside his chair.

“You poor thing, you didn’t get any release at the restaurant. Let me see if I can help you out. I reached down and started to play between his legs. As I stroked him he grew to his full 8 inches. I bent over and took it in my mouth. My tongue and the head of his manhood were battling for dominance. 

“Oh shit that is fantastic.” He sighed “ “you give the best head I’ve ever had”

Watching this got my husband’s attention. He came over to join us. As my ass was sticking in the air he grabbed my hips and impaled himself into me from behind. His pistoning in and out of me caused me to exert even more pressure on my brother. This sent him over the brink.

“Oh… shitttt… sweet mother of Jesus that’s ittt. Oooh fuck that was good.” Finished for the moment he gets up and jumps into the pool to join his wife.

My husband is still going at me so I look over my shoulder and say “ ok you can sodomise me, go on fuck my ass.”

His eyes are inflamed as he says “oh yes babe that would be great.” His dick is still slick from my cunt juices so he places some spit from his mouth on my anus and applies some pressure.

It doesn’t hurt as much as I thought it would. Actually after a second or two it felt rather good. Remembering how much dirty talk sets him off I say “ oh yes … fuck me you shit… fuck my ass; come in my shit hole.”

Immediately this sets him into a great climax.

We collapse onto the deck. Exhausted and drained.

I look around and see my brother has his wife on a chase lounge with his head between her legs. Which are thrown over his back. 

I could hear her cries of “oooh fuck honey that’s it… shit suck my clit that’s it their yyyyeeeeeesssss that is good bite it you shit do it harder.” Aaaaaaaaaahhhhhhhhh yes aaaaaaaaaggggggghhhhhhh.

As we had been out in the sun for two hours we decided to return to the house. 

We sat around in the nude snacking on the fruit and cheese I had bought. We drank several wine coolers and talked. 

My husband’s sister was sitting on the couch between him and her husband commenting on how she had enjoyed watching them service me. 

They both agreed it was their pleasure. And it was their responsibility to assist in any way possible.

Slipping off the couch she got between her brother’s legs and started to play with his semi hard cock. “Ummm this is good, I had never realized how good it could be to suck a good dick until today.” My brother positioned himself behind her and started to run his member up and down her slit to get it wet. Then he entered her doggie style. Causing a large groan to emit from her mouth. 

Glancing over her shoulder she told him to get good and slick then do her in the ass. She said that had looked great when I was getting it. 

They lasted about 15 minuets then they collapsed on floor in one big pile.

I heard the door open and was getting up when my mother entered the living room.

She was in shock here her daughter was with her brother’s dick in her mouth and her husband’s in her ass. 

“Oh my god” she screamed “what are you doing? How could you?” she demanded. “Just you wait till I tell your father.”

She turned to leave then my brother spoke up “oh Mona you better think twice about telling anyone. In fact you aren’t going to tell anyone. I would hate for some pictures to fall into the wrong hands. 

She turned and looked at him. “ Why what do you mean? What pictures?”

“Oh think about it. Remember when roger went out of town last month, you came over and were all upset.” “You thought he had taken his secretary with him.” 

“Oh you promised you wouldn’t tell anyone about that.” “I was up set and drunk that night.” 

“Oh I know but your daughter was gone to a swimming meet with some friends. So we helped each other out, If you remember. My security cameras caught it all on tape.” “ I have made some stills of it also. So if you don’t want Roger to get them you will shut the door and come in here.”

My husband and his sister were both in shock when she did. Returning to the living room she was almost in tears.

“You can’t let him see those, I would die if he ever saw them. If he knew what I had let you do that weekend he would kill me. I have never let him do those disgusting things to me.”

“You were quite naughty.” “For your age you are quite inventive.” “ You fucked me to a stand still and wanted more.” “ I really liked it when you stuck my wife’s dildo up your ass, after I had fucked you there.”

“Oh my god you saw that.”

“Well mom,” my brother chimed in “You aren’t as much of a prude as you would have us believe.” “To tell you the truth I have always thought you had a sexy body.”

“You even let my husband fuck your ass?” “I hadn’t done that till today.” Her daughter added. “He’s pretty good at it huh?” 

“Hush you can’t talk to your mother that way you tramp.”

“Oh… but we can it seems my husband has pictures of you.”

“All you can do is tell daddy what you saw, we have proof of what you did.” Her children said. “He might be mad at all of us but then we don’t depend on him for our lively hood… where would you be if he kicked you out.” Her daughter was really getting into the blackmail thing.

“Ok, ok I’ll forget what was going on here. We’ll just forget what has happened in the past.” She sobbed. “Just like nothing ever happened.”

“Not so fast.” I reply “you might be willing to forget what happened but you are older and you seduced my baby brother.” I smiled “why should I be quiet about that.”

What do you mean I never seduced anyone… if any thing he was the aggressor.” “Why he even seemed to enjoy my company.” She stammered looking for a way out of the trouble she was in. 

“I wonder if Roger would see it that way?” “Maybe you had better do a few things for us to ensure we don’t tell him.” 

“Like what?” she sobbed. “What would it take to keep you quite.” “ I have money I will pay for the pictures.”

“We don’t need your money.” “You will be our slave what ever we want you do.” “Right guy’s?”

Every one cheered and said yes.

“Do you understand Mona what we want you to do you will do.” “ If we need help cleaning, making a meal, or want to have sex all we have to do is call you will do it or else!!!”

She was in tears by now. Again I said, “Do you understand.” 

“Yes… I guess I have… no choice.”

“Well let’s see where do we start.” “You have seen us all necked. So I guess its time we see you that way.” “Take off your clothes, slowly so the boys can enjoy it.” 

“I WILL NOT.” She cried “You wouldn’t make me in front of my kids.” 

“Snap snap.” Chimed in my husband. “Dad would love to get hold of those pictures.”

Her kids now stood at her side both still completely nude. They started to disrobe her. Commenting as they did. Very nice jacket, skirt is a bit long though it doesn’t show off you legs properly. Nice silk blouse show’s off your breasts real well. What are they 38 DD I bet? You have a great ass her daughter says I wish mine were this firm. The waist is a little large but we will work on getting it in shape. Her brother runs his hands over her ass. Yes it is good; I have always wondered what it would feel like.

Now she is standing in the center of the living room in just her bra and panties. 

“Wait” my brother, says. “Go get us some beers from the fridge Mona.” And bring the whip cream from there also.” Smiling. He puts his finger to his lips.

She does as ask. Returning with 4 beers and a can of whip cream. She looks very shaken and sexy this way.

“Ok now put some cream on your daughter’s breast and suck it off.” 

“Oh no I can’t.” She starts to say but her son swats her ass. “Do as you are told or else.” She resigns to her fait and does it. At first just lapping it up, then starts to be more assertive. Sucking in the nipples. 

“Your kids liked to suck you when they were young now it’s your turn.” 

“Taking off her bra her son sprays some cream on her then starts to suck it off.”

By now her body is taking over she lets out a soft moan. “Oh shit this isn’t happening.”

I go over and place a finger in her slit, it is very moist. I play with her mound through the material. She is shaking from the sensations assaulting her. I remove her panties and say. “Your kids have missed sucking on your breasts for a long time let them do it now.”

Each of them sprays some cream on a titty and start to suck her. They run their hands all over her. My attention is on her box it is so nicely shaved. When I place my tongue in it she gasps loudly but does not try to remove it. 

I look over wondering what is up with my brother then I see he has his camera out and has 2 rolls of film laying at his feet and a couple still on the table. He is taking all kinds of shots. He places a finger to his lips to signal me to be quiet about it. I continue to suck on her clit sending her to a great release.

“Ooooh …yes that is good, suck me… harder, stick that tongue in me.” “I can’t believe my kids are making me cum.”

To Be Continued?

If you like, send comments!!



Losing A Bet: The Taking Of Mona



this is the final part of a story i started a few months ago. It is more or less true. The names of course are changed. However the events did happen.

* * * * *

Mona was now laying on the floor with her son sucking on one breast her daughter on the other and my sister between her legs. 

"Oh shit this cant be happening. I can't be letting you do this to me." She whined.

" Relax, enjoy, come for us." Chimed her son. "Make us proud of you." 

She started to shake and moan a deep growl coming from her belly. "Ahhh gawd this is fucking great." "I need a dick in me now… Someone fuck me." Her son jumped up and got between her legs pressing them into her chest. Planting his steel rod in as deep as possible. 

"Gawd you are slick mom you like getting eaten out huh?" he started to piston in and out as fast as he could. He had came three times already today so it took a while for him to feel the cum building. His mom had came three or four times from his repeated assaults. "You ready for me to shoot in you now mom?"

"Oh no. I want it in my mouth. I want to taste you." She panted. "I loved it when I sucked dick for first time." 

"You were rather good at that." I replied. 

Her son got on his knees in front of her and she took all of him in one quick stroke. 

"Jesus mom don't chew it off." Chimed in his sister. "We need it to help us out too." 

With this he started to shoot spurt after spurt into her causing her to gage loosing some out the side of her mouth. Both my wife and sister started to lick it off her face.

When she started to relax some I went over and turned her on her stomach and grabbed the Wesson oil setting on the table "Mona remember how you liked my dick in your ass? Well here it is again." I applied some to my dick and a good supply to her ass pushing in real slowly at first. Then she pushed real hard taking me all the way in. as soon as it was seated she spasmed and shook.

"God I needed that for months." "Didn't think you would ever want to do it again." "We were both so drunk that night I thought it was a dream."

As I continued to pound her ass I saw my wife, her daughter coming down the stairs. She had a strap on dildo sticking out in front of her. 

"Jesus sis where did you get that?" 

"Just a present from an old friend." "First time I'll get to use it though." 

With this I turned over and placed Mona on top of me. Getting between her legs my wife placed the dildo into her mom. "Time you tried both holes at once mom I like your titties a lot."

My sister and her husband came over to help keep her in place by playing with her titties and kissing her. Soon she had her hands full one on her son's dick and the other in my sister's snatch. It took a while but we soon all got into a rhythm and I could feel every time my wife pushed in as I drew out and so forth. 

The rest of the night was full of all kinds of variations with the final thing each of the girls getting to fuck each of us guys with the dildo. We have party's monthly now and hope to get John involved some day but that is another story.

If you liked this story please send comments.