It's More Fun Losing

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When I woke up later that morning Angela was already awake.

"Oh hi," I said smiling at her and leaning forward for a kiss,"hope I didn't snore too loudly."

"Hi, you hardly snore at all "(liar! What a darling)" and I was just lying here watching you and listening" (see!) 'and thinking how lucky I am to be with you."

"So you do want to stay with me? Permanently? God you have no idea how much I want to hear you say yes." "Yes, yes, yes, yes, yes a million times yes."

Ok, I'm just a big fat softie crybaby under the hard bitten successful business woman exterior and just went a bit emotional so she cuddled me as I sobbed my heart out. I hadn't realized just how much she had meant to me.

Once I had settled back down we had breakfast and got dressed.

She was back in her track suit for now and our first stop was her place. I spoke to her landlady, settled up for the notice period and we loaded her stuff in the back of the Volvo and headed to the Op-Shop.

There we left her stuff and I drove uptown where we went clothes shopping. Every protest she raised was brushed ruthlessly aside and the purchases continued. There was method in my madness; I wanted her to work with me. I am an insurance broker and a very successful one but what has been killing me is the paper work, filing and all the non productive stuff. So I had a plan for Angela and part of it was dependent on her looking the part. She also needed her own car, no problems there either.

So with Angela all sorted and her things put away in our wardrobe and her tallboy we went to meet Elaine and view the Wrestling venue which was part of her basement.

Elaine was a shorter lady, solidly built and obviously very powerful but really nice. We all stripped off before going into the wrestling area. It was just something you did. Like Angela her pussy was shaved and also like Angela she had impressive muscle definition.

She and Angela staged a bout for my benefit which had me feeling more than a little intimidated so I lost interest fairly quickly.

Elaine saw that. She came over and cuddled me.

'Looks hard, huh?"

"Looks fucking impossible" I replied feeling quite flat.

"You know that what ever happens here, you won't be hurt don't you?"

No, I didn't but that was nice to hear.

"You do know that the loser becomes the winner's slave for the evening don't you?"

No. I didn't. Funny that.

"So now Angela has gone to get the cane and the strap on and she will bend over in the centre of the ring to receive her punishment from me."

I was horrified. I couldn't bear to think of watching my darling Angela getting fucked and caned.

'I want to fight you!" I declared.

She smiled at me."As you wish."

We went onto the ring and took our positions. I was flat on my back inside four seconds and pinned within ten.

"Same punishment as Angela?" I asked.

"Yes, slave Gwen, assume the position."

I went and stood next to my darling and knelt as she had with my butt in the air. Elaine lubed the strap on and fucked Angela's pussy slamming into her so hard she lifted her up with the force. After a time she stopped fucking her pussy and slid the strap on up Angela's butt hole. She fucked slower but with long deliberate strokes and looking across I could see Angela's face with that rapturous look on it.

Elaine finished fucking Angela's ass and stepped round in front of me for me to clean off Angela's ass from the shaft. Well what was from Angela's ass from the shaft. I sucked it clean lovingly and leaned forward sticking my ass as high as I could for Elaine to fuck me. The same shaft that had just fucked my darling was now about to fuck me. I couldn't wait.

Elaine pushed the cock slowly into my pussy until I felt her belly hit my butt. She reached under me with her left hand and grabbed a tit while with her right hand she grabbed my hair and pulled on it.I thrust back against her as she drove the cock deep into my pussy. She stopped finally and I felt cold just over my anus and cold entering it as she had lubed the tip before pushing it into my anus. She pushed very slowly, not knowing my bottom's history- fairly active, my butt and I are very good hosts. She felt my ass give way, too busy putting up the welcome signs to open the door I would think and her cock pushed all the way in. I relished the sensation of the shaft pushing deep into my ass, withdrawing out of my asshole and then thrusting back in my asshole and all the way home. I finally collapsed on the floor my thighs trembling as I had the most massive orgasm I have ever experienced. Angela immediately lay next to me and held me.Our eyes were inches apart and I could see the love and care in her eyes.

Made it all worthwhile really.

I recovered and we both stood up. Angela was to be caned first so I had to stand to the side with my hands on my head. She stood with knees straight and bent over so her back was horizontal and received twelve very hard strokes. She had tears in her eyes when Elaine had finished but managed to say,"Thank you Mistress Elaine" at the end of her caning. Her pussy was open as she stood where I had been with her hands on her head.

I went to the centre of the ring and bent over to receive my caning. The first stroke surprised me with its force and the pain it caused. I gasped and rocked but managed to stay in position. No matter what I told my self, no matter what I wanted Angela to be proud of me. After four I just felt a searing heat in my bottom and I felt as though I was floating. Like Angela's my buttocks quivered as the cane struck but I stayed rigidly in place.

I got my dozen and remembered to say,"thank you Mistress Elaine".

Elaine bent over me and whispered,"You've done well."

She summoned Angela over and gave us both a big hug.

"You girls are in love, aren't you?"

We smiled at her and each other and nodded. We dressed, said our goodbyes to her and left. As we drove home, I said," I thought you had her but when I looked up she had you pinned. How come?"

She blushed.

"You let her win! Oh you little hussy," I laughed. "How come you, oh I know; its more fun losing. Is that it?"

She shrugged and the faintest of smirks flashed across her face.

"Yeah, I like losing. Have my work cut out with you though." and she poked her tongue out at me.

"Well I might like losing too." I replied as this mature debate raged on and I stuck my tongue out at her too.

At home we rubbed cream on each others red bottom and lay on the bed on our tummies.

"Did you like that?" she asked finally.

"God yes. I loved it. When's the next session?"

"Tomorrow evening. Sure you can make it?" she asked in a cruelly mocking tone.

I poked my tongue out at her yet again, gave her a girly shoulder wiggle and said,"might."

Well eventually we got up and made dinner which , strangely enough we ate standing- wow that forehand of Elaine's had left quite an impression.

"Are all the girls shaved?" I asked her.

"Pretty much, um, yeah, well most of us are waxed."

"Oh." (As in; Oh Shit Really?)

"Yeah but we started just getting shaved first though. Want me to shave you?"

"Would you?"

"Sure." She went and got a towel which she laid on the table together with a bowl of warm water and our shaver and shaving cream. I lay on my back on the table and spread my legs. She washed me, lathered me up and shaved my pussy then I knelt with my as in the air and she shaved round my asshole too. She washed me off, dried me and gave my butthole and pussy their first shaved kisses.

We chilled again doing even more damage to my wine stocks and fell into bed a bit after midnight. I just went to sleep this time but once again when I awoke Angela was already awake.

"I do snore, don't I?"

"Yes, but its not as loud as you think and I love listening to you and watching you. You look so sweet when you're asleep."

Digging a hole with that track girly girl.

"Oh, I mean you're really sweet anyway but, oh shit, just kiss me."

We had our good morning kiss and went to make breakfast.

I had some appointments through the day so I dropped Angela off at Elaine's so she would have company and maybe work on her wrestling skills.

I called round just after three, stripped off and went into the Wrestling room.Angela was hanging by her ankles with her arms bound behind her and Elaine whipping her pussy.

"Lose again,huh?" I asked trying, and failing miserably to put on a tsk tsk face.

"Yes, she's lost all her form lately," commented Elaine between strokes," just seems preoccupied for some reason."

She smiled at me, she wasn't hitting hard, just teasing strokes really and I found the sight incredibly erotic so I put my hand on my pussy, slipped two fingers in and stood frigging myself while I watched my bound and helpless lover get her pussy tormented with the flogger whip.

Elaine let her down and untied her then gave her a huge hug and a big kiss on the mouth.

"You guys coming tonight?" she asked.

"Absolutely," I told her.

"Come on victim," I said to Angela," lets get you home."

Silly thing really, I was turned on so much watching her like that but I hated seeing her hurt. Any way I took her home and insisted on rubbing lotion on her pussy to relieve the pain as she lay there being just the bravest little soldier you ever did see.

The session started at seven thirty but everyone was there by seven fifteen.Eight originals and six new members. It was a bit of a squash. Not that squashing up against good looking naked women is ever unpleasant and we were all laughing and smiling as we unashamedly checked each other out.

At seven thirty Elaine announced she wished to "say a few words" and formally welcomed we newcomers to the club.

The session was really just a mix of exercise; where we broke into pairs and grappled with our partner twisting this way and that, and learning some basic moves and counters. After half an hour I was spent. We had a break and resumed. Another ten minutes and Elaine pulled me aside.

"That will do for you Gwen my love," she told me. Her partner matched up with mine and Elaine and I had a sit down.

"You'll get there but your base fitness is low compared to the others. The climb is going to be a bit longer for you, that's all."

I thought what a nice way of telling me I'm an unfit sloth.

I was exhausted and just watched the rest of the session. Angela had seen me of course and insisted on coming over but I insisted I was OK and to get back to her partner and, good girl that she is, she did.

The days passed, at work I got Angela involved in the paper war and she was a revelation clearing up my filing disasters and bringing order out of chaos while on the wrestling front I was able to see out the full training sessions plus I had some sneaky practice with Angela as well. I had also lost weight and felt terrific. So when the first bouts for the new girls were announced I felt I was ready.

My opponent was a twenty two year old. A bit taller than me,I'm five five, and slimmer. Ours was the second match of the evening.

This time at the arena things were different. We had to tie our hair up and oil each other's body before the match. The floor was slippery from the first bout and it was almost impossible to kep your footing.

We met in the centre of the ring and kissed. Then it was time for business. Gingerly, trying to keep my feet I circled to my left, watching her. She flicked her foot out trying to hook mine but in doing so slipped and lost her balance falling sideways. She was half on her back and I fell on her trying to get her on her back and maybe hook a leg. She was too strong and was able to grab me round my waist and pull me right over so I was lying on my back, winded. She grabbed my left arm and applied an arm bar.

My God it hurt.

"Submit" I cried.

Elaine stepped in. She was furious.

"Kirsty," she snapped."You used far too much force on that throw and you hurt Gwen with the hold. Bend over and take your punishment."

Astonished and now tearful my conqueror bent over and received eight strokes of the cane- four for each transgression.

"Girls," Elaine announced firmly to everyone," we must never hurt each other on the mat. I am declaring this match void and Kirsty, we do love you and I know you were in the moment but you do understand don't you?"

Kisty, with tears flowing down her cheeks, nodded.

"Good. The first thing we want is for everyone to enjoy themselves. Now Kirsty and Gwen, big hug please."

I held my right arm out and pretended I couldn't move my right arm. Ooops, didn't go down well. Kirsty's mouth opened in horror and I had to quickly raise it, it was a bit sore to be honest, and tell her I was only kidding and I was getting cold waiting for my hug. She smiled at that and came over to me and gave me a really strong hug and whispered over and over in my ear,"I'm sorry, I'm sorry."

I told her it was OK, I had fallen on her a bit heavily to be completely honest, and we stayed in our hug for quite some time.

Long enough for my partner Angela anyway. She came over and broke us up and we sat together while the next matches were held. I spoke to Angela about upholding the honor of the house and she went into her match and rapidly disposed of her opponent with two falls and a submission before returning to me.

"That was quick," I commented to her.

"Yeah, she's easy, I just wanted to get back to you," she replied looking at me.

Awww. If that's not worth a big pash what is? So we sat snogging while Angela's victim, now her slave went back to her partner and had a consolation hug.

"She's your slave isn't she?" I asked.

"Oh, yeah, well we have a group spank thingie at the end otherwise it all takes too long. And she gets easily embarressed so I don't want to have her on display, you know?"

I sure did. Can I pick 'em or what?

At the conclusion of the final match we all showered and washed each other then dried off and had a naked supper.

'Places," announced Elaine and the winners stood in one line and the losers in another. I was awarded the winners role even though the match was voided and stood in front of Kirsty. She had stopped crying and now eyed the strap on I was wearing with what I can only describe as a hungry expression. On the command "start" I motioned for her to crawl over to me and suck on my big purple cock. She sucked and licked and I grabbed her hair and and pulled her round so she was facing away with her ass in front of my cock.

I pushed her shoulders down, goodness I could be quite rough, and poked my cock into her pussy. She pushed back against me trying to get my cock in deeper, the little slut, and I could feel her vagina gripping on the shaft as I plunged it in and out of her wet hole. I pulled out one last time and poked into her asshole. Just an inch and I rested for ten seconds then out and in a bit more then slowly eased my cock all the way up her asshole. She sighed and braced herself for me to thrust in and out. As we progressed her pose deteriorated until she was in a heap on the floor and I was lying over her thrusting my cock in and out of her ass.I finished and motioned for her to bend over.

"Shit," I thought. She's been caned. I caned her legs a few times and that was it.

We hugged after that, and even with my eyes closed and Kirsty's tongue tying to get further down my throat that ever previously managed I could feel Angela's eyes on me.I broke the kiss and turned to look at her. Sure enough there was Little Miss Jealous with the sourest expression I have ever seen staring at us. The girl she was fucking had a stationary strap on in her ass and was trying to get some momentum by moving back and forward on it.

I motioned for Angela to come over. She pulled the cock out, took it off and gave her girl a quick kiss. We went over to the side.

"I hated seeing that." she said, her eyes were blazing.

"Yeah," I replied," the only one I want to be with is you. Should we quit do you think?"

"I think so. This is group sex basically and I don't want to fuck or be fucked by other women, I only want you."

So we did, we quit. Lots of hugs and kisses and "don't be a stranger" and we were on our way.

So that was my wrestling history. I still exercise with Angie and I have a great figure as a result. Try it, better than any stupid machine you can buy, you'll see. Angie and I run a much more profitable business now: we are life partners and business partners and I just thank God that numbers one to nineteen of the doors she knocked on didn't want to know.

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5 Comments
PerfideousPerfideousabout 6 years agoAuthor
This was my last story on this site

I had two more which were rejected for not meeting the lofty grammatical standards of this site so I simply deleted them.

That's it for me, God know I did try but I just can't be bothered when they give no hint of what their problem might be.

In any event 3 for a story of this quality is insulting and it has killed it stone dead.

I have some following me so to them I'm sorry but I'm sure you understand.

stroudlestroudleabout 6 years ago
I liked this

you've explained the looping . Thank you , we all make mistakes .

I found the whole naked wrestling scenario a turn on , the caning at end ( whilst im not a fan of violence ) fitted in with the whole scene and I feel it wasn't done out of malice. Not sure I liked Elaine though .

Yes it was fast paced , but I like to mix up reading long building romances with short stories with sex as a key part.

im glad that Gwen and Angela left because they didn't like having to fuck the looser after a match and only wanted each other.

To sum up a good read that turned me on , Thank you.

PerfideousPerfideousabout 6 years agoAuthor
The author replies

First off may I give the time honored Anglo Saxon salute to the one bombers who make it their carer to fuck anyone else up. The story is worth a bit under 4.5. And three has killed it.

It is actually a bloody good read but never mind. In reply to why post it twice, well that was me thinking it hadn't been posted and pushing v again, that's all. Oh and you don't like caning? Perhaps they could have a cup cake bake off instead.

RpierzRpierzabout 6 years ago
Story kept looping

See title

jenorma2012jenorma2012about 6 years ago
ok

why would you write the same story 2 times, and it being the same, also not into the whole caning if you lose and I am not sure but why would you ask someone you just met that morning to move in with you, I realize this is just a story but come on that is just a little to fast in my book

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