****** My First Match was a Loss... : ( by Wrstlgrl ******
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My First Match was a Loss... : (

I wrestled a stranger for the first time and came up on the short end. It was a
match of me (Tanya 23) and my boyfriend (Joey 25) vs. a woman (Diana) I had
hooked up with through a directory and her boyfriend (Jose), both of them are
37. I have wrestled many women before but have known them through one person or
another and my boyfriend has watched from time to time, even wrestling twice
against some rather unqualified girls. He won both. I won most of my matches
but I knew this would be different because I didn't know the woman and didn't
know what would happen, and I knew it would be more competitive.

After speaking with her she said she wanted a mixed match, her vs. my boyfriend
(Joey) and me vs. her boyfriend. I didn't have a problem with it because I have
wrestled and beaten men before but I was nervous for Joey who had only wrestled
inexperienced girls, and might not know what he was getting into if he said
yes. Well he said yes as long as he didn't have to wrestle the other boyfriend
because he is not gay. I was nervous for him but agreed.

On June 10th we met at her apartment in Brooklyn. Diana was a gorgeous Hispanic
woman (I think she was Puerto Rican) at about 5 ft 9 and 125. Her boyfriend
(which I find ridiculous seeing as how he was so old the term boyfriend didn't
fit) was about 6 ft 1 and 190. Diana had loooong legs that didn't end, with
very ample breasts... she wasn't muscular but very feminine. Jose was ripped.
That's the only word to describe it. I am about 5 ft 8 inch and 120 long legs
and a 36c blonde hair blue eyes... Italian, as is Joey who is 6 ft 1 190. Joey
is also very muscular but I was worried for him the same reason I wasn't
worried for me... which is that a woman can very often outlast all the muscle
on a man... as I think we all know.

Well Diana basically laid down the rules as we were in her house. She said that
we would wrestle to an orgasm finish, meaning the loser is the one orgasming
and the winner the one who has induced the orgasm, or a ten count on a pin.
Again I had no problem and I don't think Joey really considered he could lose
so he figured he would pin the older woman for ten seconds and that would be
that, so Joey accepted as well... no rules... wear whatever you wanted... a
coin flip determined Diana would wrestle my boyfriend first. I was nervous.

Diana went down to her black bra, stockings and panties, Joey was naked, I was
in my black bra and garter, I prefer to wrestle with no underwear, and Jose was
naked as well... me and Jose were on opposite couches watching. I was impressed
at first with how comfortable Joey felt, she was older and much more
experienced and I feared she would dominate him. Basically they grappled, vying
for position, rolling on the floor etc. but because Diana had very long legs it
was almost impossible for Joey to get into a dominant position. He was
beginning to sweat and so was she. They were on the floor, he on his back with
her in a reverse bearhug... but every time he tried to spin her onto her
stomach she reached out the long legs and didn't move... and Joey was wasting
energy... after about 8 minutes Joey was breathing pretty heavy and I as
getting nervous. Diana was letting him try to throw her around but she used her
long legs when standing or on the floor to gain leverage and either shove him
back or roll with him and he couldn't do anything to her. She wasn't tired and
I could see Joey was getting very spent. She was 37 and calm and relaxed and
looked like she was getting ready to be the older woman teaching the younger
boy a thing or two... Joey was getting exhausted after about ten minutes. He
was holding Diana on the floor from his back and decided (it looked like) to
let go and start over from a standing position. Diana got to her feet and Joey
to his knees. That was basically the end.

Diana took two steps forward and slammed the bottom of her foot right into the
side of my boyfriends head... I screamed "JOEY!" while Jose let out a huge
laugh. As did Diana. Joey went down like a tree. She went over and high-fived
Jose... Joey got to all fours and she rested her foot on his back and pressed
down, forcing him face first to the floor again. I had my hands over my face
while she raised one arm in mock celebration.

"Its over now sweetie, your boyfriend is finished!" I couldn't believe it...
she picked him up by the hair and started laying back chops into his chest. He
was resting against the wall and she calmly kept laying them in. After about 14
minutes she brought Joey by his hair to the middle of the room and laid one
more into him. He spun onto his knees with his head resting on the couch next
to Jose, and then fell back on to the floor, flat out.. .she had chopped him
down like a tree after about 14 minutes. I was hoping she would just pin him.
She sat onto Joey's chest and crossed legs, reached down and started milking
his penis. He didn't fight back... I was crying ... we could all see Joey was
about to come... Diana stood up and with her foot, smoothly finished the job...
Joey was a coming mess on the floor. Diana was laughing with her hand in the
air, my boyfriend beneath her on the floor and her foot masturbating him so
that he was shaking on the floor... I was so upset and crushed I hadn't even
considered I was supposed to wrestle next. I had no will and was broken having
seen this...

I rushed over to help him and bent down and WHAM!!! Diana leveled me on the
back of the head with her foot as well. I went down face first. She rolled me
onto my stomach and placed her foot on my throat. Jose spread my legs, put a
belt around them, and handed it to Diana to hold my legs up while she had one
leg on the floor and the other foot on my throat. I was upset about Joey, and
in pain and crushed. My head was spinning and I felt no hope. I felt something
go into my pussy. It was the empty avian bottle from next to the couch. Jose
worked me for about 5 minutes which seemed like a half hour and I came... I was
coming, crying, humiliated, bound, and had lost in about 6 minutes... keeping
her foot on me Diana sat back and crossed her legs... I could see Joey was on
his knees and hands now and I guess I was quietly hoping he could help me but
was really hoping he wouldn't try and the whole horrible ordeal would end.

You could still see he was exhausted and in worse shape than me. He started to
crawl toward me and Jose grabbed him from behind which enraged me and made me
cry even more. Joey wanted no part of another man. But with my legs tied and
Diana on me there was little I could do. Jose just pulled Joey back and started
a choke hold. Diana rolled me on to my stomach and took her bra off and tied my
hands with it. Both Jose and Diana were laughing really good and I was hoping
they wouldn't hurt or humiliate him. Jose had taken most of the energy now out
of Joey and he held him by the hair on his knees. Diana walked over and slapped
Joey right in the face open handed, and he went straight back and down. He was
breathing so heavy and I couldn't do anything to help, Diana was just laughing
saying how she hadn't humiliated two young kids in so long she was beginning to
think she had lost it.

Jose was screaming he had to get off... Diana forced Joey to his knees and all
fours and pulled his head back by the hair. Jose slammed his dick in to Joey's
mouth and began fucking his mouth. I was beyond crying. I wanted to do anything
to help. The look in Joey's faded eyes was terror and confusion. Jose's penis
was so big it looked like Joey was choking. He didn't have the energy to fight
or suck, so he was forced there by the hand of Diana to take the slamming. Jose
came in about one minute all over Joey's face, he looked like if he could he
would be screaming for help. Diana casually let him fall to her feet face
first. When Jose was done, Joey's face had landed on Diana's right foot and he
laid there totally broken, as if pleading silently for it to be over. It was.
Diana let my hands go and said to come back when my boyfriend needed another
face fucking or when I wanted to be tied and fucked by a water bottle again.
She and Jose went into the bedroom. I undid my legs and, well, went over to
Joey to try and see how he was mentally. More so than physically.

It was degrading and humiliating and a loss. And worst of all my, boyfriend had
to suffer the worst humiliation at the hands of a superior woman.

This story is part of White_Shadow's_Nasty_Stories.
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