First Fight
By CoEd Boxer
The story of a young man’s first trip into the boxing ring with a woman


I had always liked women’s boxing for as long as I could remember. maybe 
it was something that happened when I was a kid that made it so 
attractive, but whatever the case it always excited me. 

As I grew older I found myself fantasizing about what it would be like 
to step into the ring with a woman and fight her. I wasn’t sure if I 
would be timid or reckless, but the idea was definitely intriguing. 

I started buying videos of men and women fighting. Most were obviously 
scripted, and they left me feeling a little cheated. The next step was 
to call some of those fight lines and have phone fights with women. That 
stage of my evolution was accompanied by visits to internet chat areas 
where I could occasionally find a good “cyber” fight with a woman. 

While this imaginary/interactive fighting satisfied my curiosity for 
awhile, in time it was still not enough for me. 

That’s how I came to call one of those private match lines I found on 
the internet. I knew I was traveling to Chicago on business. So I set up 
a match with Maureen. She looked very fit and attractive on her web 
site, but I was wondering if that was really what she looked like. 

When I got to Chicago I checked into my hotel and found a message 
waiting for me. “Come to a gym on N Broadway at 10:00pm and  I will be 
waiting. Be sure to bring your cash or money order or the fight is off”. 

With that I hopped into a cab and found myself knocking on the door of a 
rather dark building in an odd part of town. A voice came from the 
speaker next to the door - “Is that you Eric?” 

“Yes it is” I answered nervously, not sure I could go through with it. 

“Have you got the money?” the voice asked. 

“Yes I do” 

The door buzzed and I pushed it open, revealing a staircase to the 
second floor. I started up and wondered if I was really nuts for going 
through with this fight. 

When I got to the second floor it opened out into a loft. Obviously this 
was Maureen’s home, but it had the rather unique feature of a boxing 
ring off in the corner. 

Maureen was sitting on the couch in a robe. She looked even better than 
the pictures on her web site. Blonde flowing hair, a nice athletic trim 
physique, Piercing blue eyes, and a certain look of confidence about 
her. 

“Let’s see the money Fella” she ordered. 

I produced my two hundred fifty dollars in cash. “ This is good for one 
complete fight - right?” I asked. “Not some timed thing where you stall 
so the fight just lasts a few minutes....” 

“You got it buddy” she replied. And with those words she rose off the 
couch and walked over to me. I could see that she was a little taller 
than I thought she would be, and she moved very gracefully. I swallowed 
nervously. 

“I don’t do topless” She said. “Your gloves are over there” and she 
pointed to a pair of gloves hanging from the ring ropes. 

“You can get into whatever clothes you brought while I count this”  
Maureen stated. “As Soon as I verify that the whole $250 is here I’ll 
get my gloves on and meet you in the ring.” 

I looked for a place to change, but there really wasn’t any place 
private in the open loft area. So I moved over by the couch, stripped 
down to my shorts and slipped into a pair of bike pants I had brought 
along. I wondered how I stacked up physically to Maureen’s other 
opponents. After all, I was little soft at age 30. But 175 lbs for a guy 
my age who is 5’-11” isn’t too bad - right? 

After getting into my Bike shorts I moved over to the ring to wrap my 
hands and laced up my gloves. I had seen some of the guys at the health 
club wrap their hands for a workout, so I tried to imitate them as best 
I could. I slipped on the gloves, tightened down the Velcro fasteners 
and waited nervously for Maureen. she had disappeared somehow while I 
was changing. 

“Looking for me Guy?” 

My head whipped around and I saw her waking across the room towards me. 
She looked positively stunning in her White JogBra and blue spandex 
shorts. She showed a strong physique which was accentuated by her very 
shapely 35 - 23 - 34 figure, and long sinewy legs. It was hard to 
control the involuntary reaction of my cock as it started to get hard. 

“Focus, focus” I told myself “Or she is gonna hammer me”. 

Maureen ducked into the ring, picked up her gloves and looked me over. 
“Not bad.” she offered as she put on her gloves. “You look like you 
might put up a bit of a fight.” 

I swallowed nervously again as I watched her shadow box. She moved 
quicker than I thought she would and I began to wonder if there was any 
way to get out of this without looking like a complete idiot. 

“I’ve got a timer set up on automatic” Maureen said. “Once It hit the 
start switch it will time us and ring at the beginning and end of each 
round. The rounds will be 3 minutes long, with a one minute rest in 
between. OK?” 

I nodded my head. “What about knockdowns” I heard myself ask. 

“The one standing will count” She answered. “I’ll trust you to be fair 
if you trust me” 

I nodded again, not really knowing what to say. 

“Well, let’s get to it then. Are you ready?” 

I nodded one more time and tapped my gloves together. Once, twice...... 

Maureen hit the timer switch and a loud “DING” came from somewhere. it 
was too late to turn back now. 

I move slowly forward and tried to dance like I saw on ESPN. I circled 
left and watched how Maureen moved. It was hard not to be a little 
distracted by her bouncing breasts as she looked me over trying to find 
and opening. 

I flicked out a left jab that she caught on her gloves. I came back with 
another jab right away and followed with a straight right at her head. 
Maureen ducked, and pawed at my exposed ribs with a left hook. 

The hook landed, but it didn’t hurt like I thought it would. 

The butterflies were starting to go away now. 

I tried another jab...... flicking it out three times in a row. Maureen 
blocked the first two, but the third connected high on her forehead, 
snapping her head a little and sending her blonde hair flying. 

“Hmmm” I thought to myself “Maybe this won’t be so bad after all.” 

I continued to circle to my left and I threw a number of combinations at 
Maureen. She blocked most of them, but occasionally a punch would slip 
through her guard and send her hair flying. 

“I can take her” I thought to myself. 

I started to feel more confident and tried to get a little more power 
behind my punches by setting my feet more and staying stationary. 

I threw another left  jab at Maureen’s face. She Slipped it and rammed a 
straight right to my stomach. 

“OOOmphhh” I exclaimed as the wind rushed out of me. That one was a lot 
harder than the last few from her. 

Maureen just smiled at me as she danced around, her firm breasts 
jiggling inside her top. I stayed away from her, being a little more 
cautious as I circled again. 

Maureen Followed me and for the first time in the fight she took the 
offensive. She fired a crisp jab that I managed to block with my left, 
but the right that followed it crashed into my eye, snapping my head 
around and making me see stars. 


DING! 

Thank God for that timer. 

I moved back to my corner and Tried to shake my head to clear the 
cobwebs a little bit. There wasn’t anything to sit on so I leaned 
against the turnbuckles. Looking across the ring at Maureen I noticed 
that she wasn’t even breathing hard. I figured that I better take 
advantage of this rest and try to come up with an idea to keep in the 
fight or I was going to be out $250.00 pretty quick. 

The Timer Rang again for the start of Round two And I moved out towards 
the center of the ring. I decided to try and keep my hands up higher. 
Maybe counter punching was the answer. Let her commit and then try to 
slip one in past her guard. I circled right and looked for her to make a 
move. 

Nothing doing...... we just circled for almost a full minute. I figured 
“Somebody’s got to do something” so I tried a right lead. I think it 
caught her off guard a little because it split her gloves and caught 
Maureen flush on the nose. Her head snapped back as the force of the 
punch sent a n oddly pleasant shock wave up my arm. I moved in and tried 
a hook to the ribs which also landed, thudding loudly against her side. 
I decided to move in and work her body - hoping that maybe I could make 
some headway there. 

I closed and hooked to her ribs with both hands. Maureen fired back with 
some hooks of her own, but they didn’t have quite as much steam on them. 
I tried an uppercut and buried it right in her right tit. I smiled as 
her breast seemed to compress under the punch - as if the whole thing 
was happening in slow motion. I kept firing at her body and started to 
spend a little more time watching her breasts jiggle as we fought. 

Suddenly I felt her glove right in my mouth as she ripped an uppercut 
that caught me flush. The Pain exploded in my head and I sank to my 
knees - trying to hold on to her as I slid down her body. 

Maureen turned away quickly and  knelt there Dazed as I watched her 
sweet, firm ass walk to a neutral corner what I vaguely heard her voice 
counting 1........2..........3........4.........5..... 

My head was clearing quickly and I got to my feet at the count of 6. I 
put my hands up and got ready for the onslaught I expected. 

Much to my surprise Maureen kept at a distance and Flicked out some jabs 
that I managed to block (at least mostly block).  by the end of the 
round I had fired a few punches back of my own and my head was fully 
cleared. 

DING! End of the second round. 

I needed the rest, and this time I sort of sat on the middle rope. 
Maureen Stood in her corner and I watched her as she adjusted her 
breasts in her bra. Neither one of us said anything, but I have to admit 
that I was really turned on by her and the fight. My dick started to get 
hard again and I was worried about how that might look once the fight 
started again. 

DING!  too late. Round three and it was time to come out fighting. 

Maureen Looked me over and smiled. Like the round before we started 
slowly, spending at least a full minute circling each other and probing 
cautiously to find an opening. 

“Looks like someone is having fun now” she wisecracked as she looked at 
the bulge in my pants. 

Maureen smiled as if she took great pleasure in being able to get me 
hard. But for some reason that only made me mad. 

I leapt in with an over hand right that caught Maureen high on the head. 
While she rocked back to catch her balance I followed with a wide left 
hook to her ribs that landed with a loud smack. 

For only the second time in the fight I sensed that she had actually 
felt the force of one of my punches - so I pressed in again Firing 
another right between her guard. 

The right hand landed on her pretty face, snapping her head back. And 
for the first time in the fight Maureen was backing up. 

I followed, hooking up high with my left and then dropping down with 
another left hook to her breasts. Maureen seemed to grimace a little bit 
with the punch to her tit. I felt a little bit satisfied and celebrated 
by firing a right to her cheek. 

Maureen didn’t seem quite so tough now, and I forced her back into a 
corner. I was so excited that My cock was sticking out and straining 
against my shorts. I moved in close and fired body shots feeling my 
fists bury into her breasts and watching her tits jiggle with the impact 
of my blows. 

“she’s got to go down” I thought to myself. “she can’t take much more of 
this”. 

I fired another straight right hand and caught her square as she tried 
to duck out of the way. I heard her groan with the pain and she lurched 
forward against me. I took a step back and let her slide down, rubbing 
my cock as she sank to her knees. 

I stood for a moment then turned and walked to a neutral corner counting 
1........2........3.......4........ 


DING! 

The Bell went off as I stood in the corner. I wasn’t sure if you could 
be saved by the bell or not so I just stood there but didn’t count. 
Maureen Pulled herself up and staggered back to her corner, so I figured 
that must be the case. I walked back to my corner and tried to catch my 
breath. 

As I looked over at Maureen I was very turned on by the sight of her. 
There she was - sweaty, strong, beautiful, trim. Her nipples were 
sticking out from her exertions and I could see she was trying to pull 
herself together. I was sweaty too and I felt my dick straining against 
the fabric of my pants. 

DING! The bell rang and I moved forward quickly to try and seize the 
advantage. 

I fired a crisp right hand that glanced off Maureen’s gloves. AS I 
followed up with a left hook to her chin I didn’t see her own right hand 
whipping under my left. but I felt it crash into my ribs and I winced 
with pain. 

“You had your chance last round buddy. Should have counted me out when 
you had the chance” she snarled. 

I tried to circle away but Maureen followed me like a wolf stalking it’s 
prey. I tossed another jab which she ducked and took another straight 
right to the ribs in return. 

I found myself brushing up against the ropes, but before I could spin 
away Maureen leapt in with a left hook. I held my hands up to block it, 
but missed the right hand to the body that followed. I slumped down and 
covered up, trying to figure out what to do next. 

Maureen Was all over me. She focused on ripping wide punches to my ribs, 
hoping to wear me down. 

It was working. My sides were hot with the pain form her punches. I 
tried to keep my elbows in tight and blocked some of them. 

As I peeked through my gloves I saw her tits swinging side to side as 
she ripped her punches. Her sweat was starting to make her white top 
transparent and I could see her full nipples through the wet fabric. 

Here I was, getting the shit knocked out of me and all I can feel was my 
dick getting harder and harder. 

Maureen fired another uppercut that split my gloves and caught me flush 
on the chin again. My head snapped up and back and I rocked against the 
turnbuckle in the corner. With my head now exposed Maureen fired a 
wicked left hook that spun me around, only to catch the follow up right 
with my other cheek and get spun back the other way. 

My Legs buckled and I tried to grab on to Maureen. I felt her hard 
muscles and my cock brushed against her thighs, making my legs even 
weaker. She let me hang on for a moment, then backed off a half step and 
let my face slide down past her firm tits, crotch and down onto the 
floor. 

“That ought to teach you” she said, and she spun away and walked to a 
neutral corner. 


1........2........3........4......... 

I pawed at the ropes to pull myself up. 

5.......6.......7....... 

At the count of 8 I somehow managed to pull myself upright. 

Maureen smiled wickedly and moved forward to finish me. 

As She moved forward I covered up again. She tried to pound my head, but 
I rode out the storm until the bell rang. DING! 

I stumbled back to my corner and collapsed onto the floor - not even 
bothering with the ropes for support. I looked over at Maureen. She was 
breathing heavy now and for the first time in the fight she rested her 
tight ass on the ropes. I shook my head and sat there, trying to figure 
out how to survive this. “What had I gotten myself into?” I wondered. 

The Bell rang for the next round and I dragged myself to my feet. 
Maureen took a deep breath and moved out to the center of the ring to 
meet me. 

“Let’s screw the timer” she said. “how about we make this the last 
round? We fight until someone quits” 

I hesitated, but realized that this was probably the last round anyway, 
so I said “OK”. 

Maureen reached out with a glove and I touched hers with mine - like 
they do in the last round of a regular boxing match. Her touch 
electrified me, and I felt a rush of adrenaline. This was it. 

I started to circle again. Looking for openings I remembered that when I 
worked her body I had some success. If I could just get inside I might 
have a chance to win this thing. Granted it was a slim chance, but a 
chance just the same. 

Maureen Fired a jab which I blocked and I rushed in with a right cross 
to her exposed breast. Again I felt that pleasant feeling of my fist 
sinking into her tit. I hooked to her face with my left and felt the 
punch glance off her cheek.. 

Maureen countered with an uppercut which I managed to partially block.. 
I fired an uppercut of my own into her right breast and her Maureen give 
a tiny squeal of pain. 

This was it. I was going to give it all I had. Maureen was going to go 
all out too. We started trading punches. I worked on her body, watching 
my fists fly into her tits and seeing her jiggle. Once I got her so hard 
that I actually saw her nipple peek over the top of her bra. 

But Maureen was doing damage to me as well. I felt her punches against 
my ribs and I saw stars as she hit me in the head. 

I finally I fired a straight right at her chin Just as she fired an 
uppercut. 

We both connected. I saw stars and my legs lurched forward as I started 
to fall. I felt my punch land, but I had no idea where. 

I slumped forward and felt myself going down. But the floor didn’t feel 
that hard. I was in lala land, and there was no way I was getting up. 

I just laid there, pawing around and trying to regain my senses. 

I started to realize why the floor was so soft. I had fallen on top of 
Maureen. As I rolled over to get on my knees my face brushed against her 
tits. I vaguely felt the response from my cock. There was the smell of 
her sweat and I sniffed at her crotch while I tried to get up. 

Maureen was trying to get up too and her glove brushed against my cock. 
As I looked at Maureen and felt her hand against my crotch I felt myself 
cum. 

Maureen Slowly rolled over and got on her hands and knees. I did the 
same. 

We both took our time getting up, and neither of us said a word. 

When we managed to get to our feet. we both just stood there looking 
each other over. 

Maureen glanced down at my crotch and saw the stain. 

She smiled and said “looks like I gave you your money’s worth” 

With that She turned away ducked through the ropes. 

“You can let yourself out” She offered as she walked back to her 
bathroom. 

“What about a re-match” I asked. “Who won?” 

Maureen slowed and then stopped. Slowly she turned around and faced me. 

“Fella, a re-match is gonna cost you $500.00” She said. 

Then Maureen smiled, pulled off her top to reveal her incredible breasts 
and said “And I won Sugar, ‘cause this is as close to these tithes as 
you’re ever gonna get again” 

She turned away and walked into the bathroom. 

“Better do something about that stain before it sets Honey” she called 
over her shoulder before she shut the door. 

With that I gathered up my things and let myself out. But I was already 
planning the re-match. I just had to figure out how to cover up the 
marks from the fight before my 8:00 am meeting and how to scrape 
together $500.00 for my next trip to Chicago.