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Dorothy's Park Adventure
by James (jamesmc6243@gmail.com)

***

A wife, who up until now, has had affairs but is for the 
most part a "prim and proper" mom, experiences a wild 
adventure with her lover in a city park. (MMF, wife, 
exh, anal, swingers)

***

Louise, my ex, and I had an open marriage and we both 
fucked other people, sometimes even bringing them into 
our house.  I found it was extremely erotic to watch 
some other guy slipping his hard dick into my wife’s 
mouth or pussy or ass.  Often times after she had had a 
sex session and the guy had left, I would go down on 
Louise to clean her up.  

I was lucky in that both Louise and I were bi... so 
while it didn’t happen all of the time, there were 
occasions when I brought home a woman I was seeing and 
Louise, who loved eating pussy as much as sucking cock, 
would join us for a threesome.  It was a very good time 
in our lives.  Most of the time, the affair was brief, 
one or two or three dates, and then onto someone new.  
Louise and I both had several long term affairs.  This 
chapter is about an adventure I had with a woman with 
whom I was involved.

Dorothy was a married lady with whom I had a seven year 
affair.  My ex-wife knew about Dorothy and often talked 
on the phone with her.  At the time of the “Park 
Adventures” Louise and Dorothy had yet to meet face to 
face but that would occur some months later.  

Dorothy was not a raving beauty, she was a very pretty 
lady, dark curly hair, brown eyes, full lips, 34C’s, a 
nice firm, albeit largish, butt and very sexy legs.  We 
worked in the same office and had done so for about a 
year before anything happened between us.  We were 
attending a conference away from our normal work place 
and had been to a party.  It was simply coincidental 
that she and I left the party at the same time, intent 
on returning to our respective rooms.  

We had both been drinking, her more than me, so when we 
got on the elevator I grinned at her, “Has anyone ever 
told you that you have a cute butt?” She turned to face 
away from me, wiggled her ass at me and looked over her 
shoulder, “You really think my butt is cute?”  I smiled 
and nodded.  “You can’t really tell under all these 
clothes though, can you?”  

I shook my head, “Maybe we can remedy that.  I have some 
good bourbon in my room if you’d like one?”  

She put her arm in mine, “You’ve got a deal!”  

We got off on my floor and walked to my room.  I didn’t 
know it but as I poured our drinks she was stripping 
behind me.  When I turned around her naked ass was 
almost staring me in the face.  “Do you still think it’s 
cute?”  

I bent over and kissed both cheeks of her ass while I 
eased my hand between her legs to caress her pussy.  We 
ended up fucking three times before propriety dictated 
that she go back to her room.  That was the beginning of 
what would turn out to be a seven year affair.

When we first started fucking, Dorothy was pretty 
vanilla – mostly missionary with the occasional doggie 
thrown in to the mix.  It took some doing but eventually 
I had gotten her to giving me a blow jobs in the car and 
eating her pussy while she was driving – we had to be 
careful with that because when she came she had a 
tendency to close her eyes which was problematic on a 
freeway.  We also talked about our fantasies, about my 
life and my wife (at the time) and about experimenting.  

I had told Dorothy about Louise’s gang bangs and about 
her dating other men and women.  Invariably, Dorothy 
would have questions, “Has she ever fucked a black guy?”  
“Does she like it in the ass?”  “Does she swallow their 
cum?”  “Do you like watching other guys fuck her?”  I 
took my time introducing her to anal intercourse and she 
ended up enjoying it very much.  

Once she discovered her love of anal, she frequently had 
a tube of KY jelly in her purse for those spontaneous 
events that happened from time to time.  The one topic 
that really got Dorothy going was the one dealing with 
multiple partners – having a couple of guys standing 
around waiting to have their turn at her available 
pussy.  On more than one occasion, Dorothy had mused 
about how she would like to try more than one partner 
someday.  

Dorothy and I had been seeing one another for almost a 
year when her “Park Adventure” took place.  We would 
take lunch together three or four times a week.  We had 
a couple of favorite restaurants we went to and one of 
those was a “take out only” place.  Herb’s made the best 
sandwiches I had ever eaten, lots of meat, packed with 
veggies and the rolls were absolutely fresh.  She and I 
would stop by, get our order and then go to a nearby 
park if the weather was cooperating.  The park was a 
city park and had a covered gazebo with tables. 

We would sit, eat our lunch and chat about our days or 
our families or any other topic that came to mind.  Once 
we had finished, if we had the time and there was no one 
else in the gazebo, we would have sex.  Dorothy had come 
to love giving blow jobs – her husband later thanked me 
for getting Dorothy to the point where she would suck 
him off.  I love to eat pussy so there were many 
occasions when she would sit on the table while I 
devoured her.

When they had first gotten married, Jack had made it 
pretty clear that anal intercourse did not interest him.  
But, after she began seeing me, she kind of forced the 
issue – “If you don’t fuck me in the ass then I am not 
going to suck your cock!”  Once he discovered the 
pleasure of anal and how much she enjoyed it there were 
several occasions when he thanked me.  So our session at 
the park also included vaginal and anal sex.  

When we went to the park, I would bring a towel with us 
– ostensibly to use as a table cloth – and I would fold 
it, put it on the floor, she would kneel in front of me 
and suck me off.  Other times she would sit on the towel 
on the table and I would eat her to an orgasm.  And, as 
you might expect, she would lay on the towel so we could 
fuck.

During one conversation the two women had, Louise told 
Dorothy that I loved women who wore garter belts, seamed 
stockings and front hook bras, she added them to her 
wardrobe.  She would wear panties while at work but once 
we were in the car, she would peel them off and slip 
them into her purse.  If we were at the park, she would 
lay on the towel with her blouse unbuttoned, her bra 
open and tucked away so her tits were free and she would 
have her skirt hiked up to her waist.  I would stand 
between her legs and fuck her while I played with her 
tits.  

I had told Dorothy that Louise shaved her pussy or had 
it shaved by some of her lovers.  Dorothy surprised me 
one day when she hiked her skirt up and revealed that 
she had shaved her pussy the night before leaving it 
bald and tempting.  I really loved eating her pussy, she 
was sweet and tart, she would flow but not squirt and 
she would cum fiercely when my mouth was on her.  She 
also claimed that without pussy hair it seemed to her 
that her orgasms were more intense and lasted longer 
when we were fucking.

So that is the background for “The Park Adventure”.  We 
had gone to Herb’s, gotten our sandwiches and we were 
alone in the gazebo.  I had been regaling Dorothy with a 
story about one of Louise’s adventures at the beach when 
she had gone behind a dune and four different guys 
fucked her.  Dorothy was breathing hard and her nipples 
were hard and trying to poke out of her bra and blouse 
so I knew she was excited and horny.  I asked Dorothy, 
“Do you want to fuck or suck?”  

She cupped her tits, grinned, giggled and said, “I want 
to feel your cock inside me, let’s fuck!”  

With that, I cleaned up our debris, laid the towel on 
top of the table and helped her onto the table top sp 
she could lay on the towel.  I slowly unbuttoned her 
blouse, rubbing my hands all over her bra encased tits 
while I did worked on the buttons.  She lifted her butt 
up so I could tuck her skirt under her waist.  Then I 
undid the front clasp of her bra.  Her nipples were 
already stiff and, when I put my mouth on them to suck 
them, they seemed to get even harder.  

I sucked her tits and fingered her pussy for several 
long moments, teasing her but not so much that she would 
cum.  I could feel her wetness, found her clit and 
teased it with my fingers.  Her hips were quivering and 
I could see a small wet spot building on the towel.  I 
squatted down and put my face into her pussy, licking 
her, tasting her and sucking her clit between my lips as 
I flicked it with my tongue.  “God James, fuck me, fuck 
me now!”

I straightened, grasped my hard dick, aimed for her 
pussy and slipped my entire seven inches into her in one 
thrust.  She gasped and I felt her pussy muscles clamp 
down on me, making her so tight it almost hurt to pull 
my cock back out.  We leisurely fucked for several long 
minutes, my dick inside her and my hands on her tits as 
my arms held her legs in the air.  Slowly fucking, 
enjoying the sensations of her pussy and the cool breeze 
that was blowing around us.  

Dorothy started to cum, “Cum for me baby, enjoy it, I 
want to feel you cum, make my cock wetter and harder!”  
Her hands clenched and unclenched the towel, her nipples 
grew harder, her wetness flowed and she closed her eyes 
as she moaned and whimpered, “Oh god I love being 
fucked, I love having your cock in me, I love your hands 
on my tits, I want you to fuck me forever and ever!  
Oooohhhhhhh Goooooooooodddddd!  I’mmmmmm cummmingggggg!”  

I held still inside her, feeling her pussy pulsing as 
her orgasm washed over her and then it slowly began to 
subside.  I wanted to fuck her to another orgasm before 
I filled her cunt with my cum.  As she lay there, her 
eyes closed and her chest heaving as she caught her 
breath, I saw some movement out of the corner of my eye.

I turned to look and a man was standing there.  At first 
glance he looked to be maybe thirty or so, clean shaven, 
pleasant look on his face and a tent in his crotch that 
wasn’t to be denied.  I smiled at him, he smiled back 
and I nodded my head towards Dorothy trying to invite 
him to come closer.  He picked up on my non-verbal 
invite and quietly walked over to us.  I continued to 
hold my cock in Dorothy’s pussy, holding still and still 
feeling her pussy twitching.  “She’s beautiful, isn’t 
she?”  Dorothy merely smiled, her eyes still closed, 
until the stranger replied, “Yes she is beautiful, 
absolutely lovely!”  

At the first sound of his voice, Dorothy’s head whipped 
to the side, her eyes popped open, she saw him and her 
hands immediately went to cover her tits.  “Honey,” she 
looked at me perplexed, confused and, unless I missed my 
guess, intrigued, “don’t cover up, let him look and 
enjoy!”  Slowly her arms settled to her side, she 
continuously glanced from me to the stranger and back 
again.  I started to slowly slide my cock in and out of 
her cunt and I could feel her body 
responding...responding to me or to the situation?  “She 
does have gorgeous tits, don’t you think?”  

The stranger nodded.  I reached out with my hand, “I’m 
James, this is my wife Dorothy (no she wasn’t my wife 
but it made things easier) and you are?”  

Without any hesitation he replied, “Matt, I’m Matt and 
yes, god yes, your wife has gorgeous tits!”  

I could see his hand flexing and moving slightly, “Would 
you like to feel her tits?”

I knew this was further than Dorothy had ever gone in a 
sexual situation, I knew I was pushing her boundaries 
very hard and I was very damned sure she would go along 
with whatever happened.  Still, her look was a 
combination of apprehension and excitement.  “Honey, 
tell Matt here you want him to feel your tits!”  She 
smiled at me and turned to face Matt, and almost 
whispered, “Matt, I’d really like you to come over here, 
massage my boobs, play with them, hold my nipples and 
even pinch them, you’d make my day if you did that for 
me!”  

Matt slowly walked over to our table, I could almost see 
him trying to assess what was happening to him, he had 
to be wondering if we were for real, I was sure he 
wasn’t believing that a husband was offering a total 
stranger a chance to feel his wife’s tits and he had to 
be concerned that he was being suckered into something 
which might not turn out good for him.  

Still, Dorothy’s tits beckoned, her smile and my smile 
conveyed positive vibes to him and his cock had to be 
hurting in his pants.  He stood beside Dorothy, 
entatively reached out and cupped one of her tits and 
she moaned causing him to pull his hands back like he 
has touched a hot stove.  “Don’t stop, she loves having 
her tits played with, go ahead, it’s alright!”  

He cupped both of her tits and began kneading them like 
one would a loaf of bread.  She moaned again and her 
hips began to slowly moving up and down on the table as 
thought she was fucking me.

“Why don’t you lean over and suck them, Dorothy loves 
having her tits and nipples sucked!  Don’t you dear?”  
Matt glanced from Dorothy to me and back to Dorothy when 
she nodded to him.  He seemed to accept the fact there 
was no way he could keep an eye on both of us when he 
sucked her tits.  I guess he decided that if something 
were going to happen to him, he’d at least have his 
mouth full of a beautiful, full tit! 

I continued to fuck Dorothy as Matt sucked first her 
left and then her right tit.  As he worked his mouth all 
over her tits, his right hand began to caress her lower 
chest and waist.  The reaction from Dorothy’s cunt was 
one of intense arousal, she was loving what was 
happening to her.  “You want to feel her pussy?”  Even 
with her tit in his mouth he nodded.  

I slowly pulled my cock out of her very wet pussy and 
watched as his entire hand began to rub her pussy.  
Dorothy’s hips were thrusting upward with even more 
intensity.  I watched as he spread her pussy lips and 
his finger found the nubbin of her clit.  She moaned and 
thrust upwards, almost as though she was trying to 
swallow his finger with her cunt.  Matt continued to 
vacillate between her left and right tits and I watched 
as he slid two fingers into her sopping wet cunt!

At this point I knew that if I had told Dorothy to stand 
up and run through the park stark naked she would have 
done so.  She was so turned on, so hot and so ready to 
be fucked all sense of propriety had escaped her.  
“Would you like to fuck her?”  His answer was to move 
his hand out of her cunt and move so he was standing at 
the end of the table between her legs.  Matt unzipped 
his trousers and managed to work his hard manhood out of 
his pants.  

Before his cock made contact with her pussy I stopped 
him, “Tell me you have a condom!”  He looked at me, 
grinned and reached for his wallet.  As he pulled a foil 
wrapped rubber out of his wallet I smiled at him, “You 
can’t fuck her without a condom and you have to drop 
your pants, zippers wreak havoc with her cunt lips, they 
hurt her!”  

Without any hesitation, he unbuckled his belt, pulled 
his pants and underpants down, skinned the rubber onto 
his cock and smiled at her.  Dorothy smiled back, “Fuck 
me, fuck me in front of my husband, I want your cock in 
my cunt!”

Dorothy used her feet to pull Matt closer to her.  He 
reached down, grasped his cock and lined it up with her 
pussy.  She reached for his manhood and pulled him 
closer to her and then felt the tip of his dick starting 
to spread her pussy lips.  She groaned softly, “I am so 
hot, god this is wild, I can’t believe I’m actually 
doing this!”  

As she spoke, his entire length slipped into her wet 
pussy.  He started out slowly but Dorothy began 
thrusting her hips up at him, “Fuck me hard and fuck me 
fast, Jim, come here and suck on my tits!”  

I bent over, pawing one of her tits while filling my 
mouth with the nipple of her other and Matt took her at 
her word and began fucking her with fast, hard strokes.  
I stopped sucking, looked around to make sure we didn’t 
have any more in the audience and resumed sucking her 
nipples.  I lifted my head slightly and kissed Dorothy 
on the lips, then I whispered, “Are you enjoying this?”  

She nodded.  

“Does it make you feel like a slut?”  

She smiled and nodded.  

“You are a beautiful and sexy slut!”  I kissed her and 
went back to sucking her tits.

Matt was working up a full head of steam, his hands were 
gripping her hips tightly and she had her legs wrapped 
around his waist as he drove his hard cock into her cunt 
repeatedly.  His thrusts became harder and deeper and I 
could tell by the way her body was reacting that she was 
close to having an orgasm.  I stopped sucking her tits 
and just watched the scene in front of me unfold.  

“Oh god, I can’t believe I’m fucking a wife in front of 
her husband, geez, oh damn, yes, yes, yes!  Here I cum 
baby, ready or not!”  

Dorothy was more than ready and as Matt slammed his cock 
into her with a violent thrust she moaned and groaned, 
“I’m cummmmmiiiiiinnnnnnggggg!  Oh fuck! I’m 
cummmmmiiiiinnnnngggggg!”  Matt kept his cock buried in 
her pussy as his hips thrust forward again and again.  I 
knew he was filling the rubber with his hot cum and I’m 
sure she would have preferred for him to have fucked her 
bareback!  

Dorothy’s orgasm still held her in its grip and she 
quivered and whimpered and moaned.  Matt straightened 
slightly and his cock slipped from her gushing pussy.  
As he gathered himself, he reached down to pull his 
pants up and Dorothy started to sit up.

“Stay there, I want to finish fucking you!  Matt, give 
me a moment!”  He and I walked a few feet away and I 
spoke quietly to him.  With that he left after waving 
one last time to Dorothy.  As I walked back to her I 
marveled at her, she was still laying on the table, her 
skirt up around her waist, her pussy spread wide and her 
tits still jiggling as her breathing settled back to 
normal.  I stepped between her legs, guided my hard on 
into her and slowly pushed myself all of the way inside 
her.  “Did you really like that?” 

“God yes, I still can’t believe we did that, I mean I’ve 
thought about what it would be like but never imagined I 
would do something like that until I met you!  I can’t 
wait to tell Jack!”  Even though I was fucking his wife 
and had introduced her to a variety of sex acts, Jack 
and I were friends. 

On several occasions I had chatted with him about some 
plans I had for his hot wife.  “Well, for the moment, 
don’t say anything to Jack, let this be our little 
secret for a few days, okay?”  

She smiled at me, “He is going to freak out and probably 
want to bring me to the park and fuck me on this very 
table!”  

“For the moment, the only one who is going to fuck you 
on this table is me!”  

I knew the thought of telling her husband what she had 
just done was a real turn on for her and I was ready to 
fill her pussy with cum so I began to thrust into her 
more and more quickly and deeper with each thrust.  She 
was lifting her hips to meet my thrusts and pinching her 
own nipples at the same time.  “Oh god Jim, I’m cumming 
again, oh yes, oh god fuck me hard!”  

My own orgasm was at hand and the two of us came 
together, her legs pulling me deep into her, my cock 
spewing hot cum into her cunt and her pussy juice 
pooling on the table top.  

After several long moments, our orgasms subsided and we 
began to put ourselves back together so we could return 
to work.  It was an evil thing to do but we decided to 
leave the towel on the table, instead allowing her 
juices to dry in the open air.

On the ride back to the office, Dorothy was bubbly and 
excited and, I was sure, more than willing to repeat her 
“park fuck”!  When she commented about Matt being a 
stranger I reminded her that Louise, my wife, had made 
the same observation.  “It is the anonymity of it, not 
knowing anything about the guy fucking me, all I want 
from him is his hard cock in me somewhere and then 
pumping his cum into me.  I don’t even want to know his 
name!”  

Dorothy said that she felt exactly like that.  When we 
got back to the office I again reminded her not to say 
anything just yet to Jack.

A bit of information about Jack is important to 
understanding Dorothy’s developing attitude about sex.  
Dorothy had had a couple of affairs prior to meeting me.  
She had said that Jack was a “vanilla lover”, kiss a 
couple of times, get hard, roll on top of her, get his 
dick into her cunt, immediately go to “jack hammer 
mode”, cum, roll off her and go to sleep.  

He only rarely ate her pussy and never after having 
fucked her.  She had sucked his cock on a few occasions 
but never to the point of him cumming in her mouth.  She 
had discovered the pleasure of anal sex and when she 
offered her ass to him he had refused saying it was 
“...dirty sex...”  After she and I had been together a 
number of times and her submissiveness was becoming 
apparent, I had told her to tell Jack about one of our 
fuck sessions.  

I also told her to let him know to expect a call from me 
so he and I could discuss her.  Dorothy was very 
surprised when Jack reacted positively to her sexual 
escapades and to the conversations he and I had.  She 
told me that her husband was much more willing to go 
down on her and he had cum in her mouth several times.  

He still wasn’t too keen on anal sex but his attitude 
was changing since he had started fingering her asshole 
when he fucked her.  I was certain that Jack would want 
to fuck her while she related the details of her “Park 
Adventure” and, as she had observed, he’d probably bring 
her to the park at their first opportunity.  However, I 
did not want her talking about it since I had a surprise 
for her for the very next day.

I called Dorothy early the next morning and told her 
what I wanted her to wear.  We were going out for lunch 
and I especially wanted her to bring a light jacket with 
a zipper up the front.  She tried to press me for more 
details but I didn’t reveal my plans to her since I 
wanted it to be a complete surprise.  

Around lunchtime I called our order into Herb’s so it 
would be ready when we arrived.  At lunch time, I met 
Dorothy at my car and she was wearing what I had 
proscribed.  She had on a black skirt that came just to 
her knees, she turned as I approached the car and showed 
me the black seamed nylons she was wearing.  She also 
had a white frilly blouse, not transparent but thin 
enough that I could see her lacy bra and her hard 
nipples.  

As I approached she held up the light jacket I had asked 
her to bring.  We got in the car, I looked around, saw 
no one close and told her to take her blouse and bra 
off, put the jacket on and zip it up to just above her 
cleavage.  She readily complied and again asked me what 
I was planning for her.  “In time, in time, we’re going 
to stop by Herb’s, our order should be ready and here is 
the money to pay for it.”

She was silent as we drove to Herb’s, she got out, went 
in and picked up our order.  Once in the car and heading 
to the park, I asked her to unzip her jacket until it 
was about 3 inches above her waistline.  While not fully 
visible, any one standing to her side would have a fine 
view of her tits.  We got to the park, found the gazebo 
deserted and set about setting up for our lunch.  When 
she unpacked the bag she discovered there were two 
additional sandwiches.  “Who are these for?”  I nodded 
behind her, she turned and there was Matt from yesterday 
and another man about the same age.  Her head whipped 
around, she stared at me and silently mouthed the word 
“Again?” 

 “If you want to, only if you want to!”  She silently 
mouthed “Both?”  

“If you want to yes!”  A faint grin rapidly grew into a 
full smile and she nodded her head.  “Hey Matt, why 
don’t you and your buddy join us!”  

They sat down across from us and both men openly stared 
at Dorothy’s chest.  They were unwrapping their 
sandwiches as Matt started to introduce his friend, I 
stopped him.  “One of the many things Dorothy wants to 
try is the anonymity thing, you know, basically knowing 
nothing about who is fucking her, so no name, let’s just 
call him, oh well, hey he can be ‘Number 2’!  If that is 
okay with you Number 2?”  

He grinned, “Number 2 is fine with me, hello Dorothy!”  

We sat, talking about the weather – it was starting to 
get hotter, about the upcoming baseball season and the 
like.  After we had all finished eating, I smiled at 
Dorothy, “Honey, I think the fellas would like a good 
look at your boobs, why don’t you undo your jacket?”  

We both looked around, saw no one close and she undid 
the remaining part of her zipper and then tucked the 
front of the jacket into her skirt’s waistband at the 
sides.  The result was an unhindered look at her tits, 
her nipples were hard buttons and her breathing was 
picking up.  “Honey, I have the feeling that Matt and 
Number 2 would really like to fuck you, are you game?”  

She smiled, “If they want to fuck me and they do as good 
a job on me as Matt did yesterday then I am more than 
willing!”  As she was speaking, I reached into her 
purse, it was on the table close to me, and pulled out 
her tube of KY Jelly, “Today, I want you to let them 
also fuck you in the ass as well as in your pussy!”  

Dorothy was one of those women who, having been 
introduced to anal sex properly – that is not having a 
cock forced up her asshole, enjoyed the different 
sensations that an anal fuck caused to her body.  She 
took the tube, wrapped her hand around it like she would 
a cock and slowly stroked it.  Her gaze held Matt’s, 
“It’s been a couple of days since I had someone fuck my 
ass so yes, I’d like that very much!” 

“Why don’t you lean over the end of the table?”  I 
spread our towel over the table top so Dorothy could 
stand at the foot of the table, lay down and not get her 
tits all dirty.  “Any time you guys are ready, she 
is...ah wait, you guys did bring enough rubbers didn’t 
you?”  Matt pulled two from his pocket and Number 2 
produced three.

Dorothy stood at the end of the table and I reached down 
for the hem of her skirt.  I slowly lifted it, revealing 
her thighs and the tops of her stockings.  Then came the 
stays of her garter belt, the blackness of the garter 
belt and her stockings in sharp contrast to the 
whiteness of her skin.  I bunched the skirt up around 
her waist, “Okay now, lay down on the table!”  She did 
and I caressed the cheeks of her butt, gliding a finger 
up and down her ass crack.  

Dorothy shivered with anticipation!  I spread the cheeks 
of her ass and Matt and Number 2 were able to see the 
brown, puckered rosebud of her asshole.  As I was 
showing her off both Matt and Number 2 had skinned their 
rubbers onto their hard dicks.  

“Honey, do you want Matt or Number 2 to fuck you first?”  

She looked over her shoulder and was able to see that 
they both had similar sized cocks, about seven or seven 
and a half inches.  “Well, I’ve already been fucked by 
Matt so why don’t we have Number 2 fuck me first.  Tell 
you what, Number 2 can be first in my pussy and then 
Matt can be first in my asshole!”  

I laughed, “That my dear, sounds like a plan.”  I looked 
at the two men, “My wife’s body awaits you!”

Without hesitation Number 2 stepped between her legs, 
dipped two fingers into her sopping wet cunt and rubbed 
her fluids on his cock.  He grasped his dick, pointed it 
down slightly, found the entrance to her cunt and slowly 
eased his entire length into her.  She gasped and 
moaned, “God that feels so good!”  

Number 2 pulled his dick back and pushed in again, 
“Mmmmm, I love the feel of your cock in my cunt, fuck 
me!”  Number 2 was soon plunging his cock in and out of 
Dorothy, her ass cheeks jiggling each time he bottomed 
out inside her and we could hear her cunt squishing each 
time he pulled back.  It was a combination of the 
moment, fucking another man’s “wife” with her “husband” 
man standing right there, fucking in the park where 
there was a chance of discovery and the knowledge that 
he was going to fuck her in the ass that all combined to 
hurry Number 2’s orgasm.  

As he hammered his dick into her, Dorothy started to 
cum.  She has this thing that she only does when she is 
being fucked from behind.  She closes her eyes, licks 
her lips and utters a “Unuh!” sound with each inward 
thrust.  When she is cumming in that position each 
“Unuh” is accompanied by a moan or a whimper.  It was 
obvious she was loving what Number 2 was doing to her by 
the sounds she was making.  He drove his cock deep 
inside her and followed with several sharp, short 
thrusts and I knew he had filled his rubber with cum.

Matt touched Number 2’s shoulder, “Come on, it’s my 
turn!”  Number 2 pulled his dick out of her pussy, the 
tip of his rubber hung down, laden with his cum and he 
stepped aside.  Matt wasted no time in driving his dick 
into Dorothy’s waiting pussy.  

Her orgasm had had no time to subside so as soon as 
Matt’s cock was in her, she again started her “Unuh!” 
and moaning routine.  My own cock was hard and pressing 
against the fabric of my slacks.  

As Matt started to fuck her hard, fast and deep, Number 
2 began to pull his rubber off of his cock.  I smiled at 
him, “Don’t throw it away, tie the end off and put it on 
the table.  It’ll make a nice surprise for someone.”  He 
did as I had requested and laid the knotted, cum filled 
rubber on the table.  As Matt was fucking Dorothy he 
worked his hands under her chest so she lifted her chest 
up a bit and he was soon squeezing and fondling her 
tits.  

He was driving his cock into her so hard and so deep 
that he was actually lifting her up so she was on her 
tip toes.  “Damn you are a fine fuck, nice tight cunt 
and a great set of tits!”  Like Number 2 before him, 
Matt was only able to fuck Dorothy for a few moments 
before he too filled his rubber with his cum.  I told 
Matt to do the same with his used rubber.  I could not 
but help notice that even though he had just cum, Matt 
was still hard.

I took the tube of KY and squirted some on my finger 
tips and then caressed Dorothy’s ass.  “I’m sure Dorothy 
would love to help you put your rubber on and coat it 
with KY, wouldn’t you dear?”  She giggled, “Absolutely!” 
so Matt went and stood near her head so she could roll 
the rubber down his cock and coat it with some KY.  

As she worked on Matt’s cock, I worked first one then 
two fingers into her asshole and Number 2 watched 
intently.  “She’ll help you too once Matt stuffs his 
cock in her ass!”  Number 2 grinned and went to stand on 
Dorothy’s other side.  She reached between Matt’s legs, 
bobbed his balls a couple of times, “There you go, I 
think you’re ready!”  

Matt immediately moved to stand behind Dorothy, I spread 
the cheeks of her ass and watched as his cock 
disappeared into her nether regions.  He was firm but 
gentle as he pushed all of his seven inches into her 
asshole.  As he was pushing into her, she had skinned a 
rubber onto Number 2’s cock and coated it with KY. Then 
she was able to concentrate on the dick up her ass.  

She again started her litany of “Unuh!” and a small moan 
with each of Matt’s thrusts.  Having just cum, Matt 
lasted much longer and fucked Dorothy’s ass for several 
long minutes before he again filled his rubber with his 
cum.  Her ass started to squeeze his cock out so Dorothy 
looked over her shoulder, smiled at Number 2, “Next!”

Matt moved to the side and stood, watching his buddy, 
“Number 2” fucking Dorothy’s asshole.  Matt looked at 
me, “You want these rubbers too?”  I nodded so he peeled 
it off his limp dick, knotted it and placed it on the 
table alongside the other two filled condoms.  

Number 2 became very vocal, “God I love your ass!” as he 
massaged her ass cheeks while fucking her.  “Your ass is 
so tight! I wish I could pump my cum inside you!”  

Dorothy managed to look over her shoulder at him, “And I 
love your cock in my ass, it feels so big and so long 
and so hard!  I love you fucking me like this!”  

Number 2, like Matt had, fucked Dorothy for several long 
minutes and her orgasm continued.  

Finally the eroticism of the moment overwhelmed him, he 
drove his dick deep into her bowels and followed that 
with several short, sharp thrusts.  He leaned over her 
back and kissed the base of her neck, “Thank you for a 
great fuck, thank you!”  

Dorothy’s ass muscles squeezed his dick out so she 
managed to stand up and turned to face Number 2.  She 
kissed him on the lips, “And thank you for a great cum!  
Both of you, thank you, thank you!”  Her skirt had 
fallen back down, covering her from the waist down.  

Number 2 peeled his rubber off, tied it and placed it 
with the other three.  She wiggled her finger at Matt, 
he came over, she kissed him, “And thank you for spying 
on us yesterday.  Maybe we can do this again someday!”  

I heard a car approaching, “Honey, you’d better cover up 
and gentlemen, you’d better zip up, just in case!”  We 
were all neat and presentable when a woman with two kids 
walked to the gazebo.  

She smiled at us and took her kids to a table on the far 
side.  In a quiet voice I said, “Guys, thank you for a 
terrific lunch, no promises but we might get to see you 
soon.  Dorothy and I are going to stay here for a couple 
more moments!”  With that Matt and Number 2 smiled, said 
their goodbyes and walked to their car.  

Dorothy and I sat down as I pulled three envelopes from 
my pocket.  I picked up the two rubbers from her pussy 
and put them in one envelop and did the same with the 
two from her asshole.  I marked the envelopes 
accordingly and then handed her all three of them.  I 
was grinning at her, “Now you can tell Jack about your 
park adventures.  This envelop has a set of instructions 
for Jack and it is to only be opened by him.  

"What I want you to do when you get home is find every 
opportunity you can to tell Jack about the different 
things you did and how much you enjoyed it.  I know Greg 
and Kathy, will be home so be careful around them.  Only 
when you and Jack go to bed tonight are give him the 
three envelopes, this one first though, and have him 
follow the instructions, okay?”  She took the envelopes, 
sniffed the two with the used condoms, put all three in 
her purse and nodded. “Have we got a couple of more 
minutes?  I want to talk with you about something.”  

I looked at my watch, “Sure, we can do that, what’s up?”  

She was quiet for a moment, “It’s about Gregory.  He’s 
been spying on me from time to time.”  

“You mean like when you dress or undress?”  

She nodded.  

“Taking a shower?”  

Another nod.  

“Does he stare at your tits and legs whenever he can?”  

She again nodded.  

“How does it make you feel?  Do you like it?”  

“I know I shouldn’t, I mean I am his mom but yeah, I do 
like it, it makes me feel sexy!”  

“Does Jack know?”  

“Yes, and that is the odd thing, Jack thinks it is just 
fine.  In fact he has suggested that I let Greg see more 
of me.”  

“Well then, there you have it.  Let Greg see his 
beautiful mother in all of her naked glory.  Let him see 
her tits and her pussy and her ass.  Let him look all he 
wants!”  

“I’m not sure I am quite ready to let him see me totally 
naked but I promise you that he’ll get to see more and 
more.”  

I chuckled, “I sure would like to be a fly on the wall 
of his room after he has spied on you!”  

Dorothy laughed and blushed, “We’d better be heading 
back!”

On the ride back we talked about the past two days.  She 
and I had often fantasized about involving other men in 
our sex life but it had been nothing more than fantasy, 
now it was real.  “I can’t believe that I actually got 
fucked by Greg yesterday, I mean I didn’t know him from 
Adam and yet I willingly spread my legs for him and let 
him fuck me.  I felt so, I don’t know, maybe like a 
whore feels.”  

I squeezed her knee, “The difference is that a whore 
gets paid money for fucking.  In a certain sense I guess 
you did get paid too, only you got paid in pleasure, you 
sure did cum hard, didn’t you?”  

“Did I?  I swear my pussy muscles gripped his dick so 
tight when I came, I was afraid I’d pull his cock right 
off his body.  And then to have two of them today, both 
of them fucking my pussy and my ass, it was a delicious 
feeling but I did feel so slutty.  The truth is, I want 
to do it again and do it again soon!”  I laughed, “Give 
me some time to see what I can set up, hey, maybe we can 
do it such that Jack can be there and watch, how would 
you feel about that?” 

“I am sure I would like it and I know Jack would, the 
only problem would be that he’d be fucking me every 
chance he had after that.”  “And that is a bad thing?”  
She was giggling when we pulled into the parking lot and 
got out of the car.  “Now, don’t forget about the 
envelopes and tell Jack I’ll call him at work tomorrow.”  
We said our goodbyes and headed to our respective 
offices.

I met Dorothy the next morning on the way into the 
office.  As we walked together she laughed, “You sir, 
are a pervert.  Where did you ever come up with the idea 
of having Jack rub Matt’s and Number 2’s cum into my 
tits and ass?”  

I leaned close to her, “From my wife, Louise.  She and I 
have done that very same thing a number of times.  You 
did like it though, didn’t you?”  She nodded her head as 
she laughed, “I loved it.  See you at lunch.”  

“You have a date!”  

I called Jack shortly after my work day had started and 
he was able to tell me about their activities the night 
before.  He told me that Dorothy was already home when 
he and the kids arrived.  The kids immediately headed 
for their rooms while Dorothy began to prepare dinner.  
She began to tell him, in bits and pieces, what had 
transpired over the past two days and he told me that he 
was walking around with a hard on imaging his wife 
laying across a picnic table so two strangers could take 
turns fucking her pussy and ass.  

He also told me that once she had dinner started she had 
asked him to keep Kathy busy for a few minutes while 
Dorothy went upstairs to change.  He said that Dorothy 
had whispered to him, “I’ll keep Greg entertained for a 
couple of minutes too!”  Later that evening before she 
gave him the envelopes, she told Jack that she had 
flashed Greg but hadn’t given him much in the way of 
details.

They watched some television while the kids did their 
homework. Jack said that he noticed Greg was having a 
hard time concentrating and kept looking at his mom.  
After the late night new, he and Dorothy headed to bed 
after making sure both kids were in their bed getting 
ready to sleep.  There was the usual teeth brushing and 
laying out of clothes but finally the two of them 
climbed into bed – both naked.  Dorothy kissed her 
husband, “James sent these for you!”  Jack told me he 
was surprised when Dorothy handed him the three 
envelopes.  “Open this one first, James’ instruction.”  
Jack did and this is what the note said:

“Jack – the other two envelopes Dorothy has each contain 
two rubbers.  One from each of the two men who fucked 
her in the park today.  The one marked “Pussy”, were the 
ones used in her pussy and the one marked “Ass” came out 
of her asshole.  What I want you to do is take the two 
from the “Pussy”, have Dorothy lay on her back, snip off 
the tip of one and squeeze the cum onto one of her tits.  
Do the same with the other rubber only onto her other 
tit.  Then massage the cold cum into her skin, warming 
it with your hands and treating it like it was a very 
expensive skin cream.  

"Once you have done that, make Dorothy turn over and 
repeat the process with the condoms from the envelope 
marked “Ass”, spreading the cold cum on her ass cheeks 
and rubbing it into her skin.  Then I want you to fuck 
her in the ass, fill her bowels with your hot cum.  
Then, if you can, fuck her pussy afterwards and only 
then, let her take a shower!  I hope you enjoy this 
little exercise and I’ll talk with you tomorrow JAMES."

Jack was laughing when he told me about reading my note, 
“Never in my wildest dreams did I think I would be 
rubbing some other guy’ cum into Dorothy’s tits and 
ass.”  “But you did it and you enjoyed it right?”  “Yeah 
that is the kinky thing, I did enjoy it and I know 
Dorothy damn near came while I was doing it.  I did 
manage to fuck her ass but it was after her shower that 
I was finally able to get hard enough to fuck her 
pussy.”  He and I chatted a bit more and then hung up.

It wasn’t until lunch time that I was able to get all of 
the details of Dorothy’s little show for her son Greg.  
Once upstairs and knowing that Kathy was downstairs, 
Dorothy had stuck her head into Greg’s room to tell him 
dinner would be ready in about thirty minutes and that 
she was going to change into something “...more 
comfortable...”  

She knew that bit of information would draw Greg to her 
door like a moth to a flame.  She puttered about for few 
minutes to give Greg time to get himself into position.  
Then she made a big production of taking off her blouse 
and then her bra.  She cupped and massaged her tits and 
even tweaked her nipples a couple of times, moaning 
softly for Greg’s benefit.  Then it was time for her to 
take off her skirt, garter belt and nylons.  

After she undid her skirt and let it flutter to the 
floor, she sat on the edge of the bed, facing the door, 
slowly undid the stays and, as she lifted each leg, she 
rolled her stockings down her legs.  She then undid the 
garter belt and was completely naked.  

She stood up, bent over to pick something up off the 
floor and had her ass pointing right at the bedroom door 
so she was certain Greg had gotten an eyeful of both her 
ass and her pussy.  “God I was so turned on all I could 
think about was... well... getting fucked!”  After that, 
she slipped into a baggy sweat shirt and some sweat 
pants.  She knew Greg would have enough time to get back 
to his own room without being observed.  When she told 
Jack what she had done, she said that Jack’s cock got 
rock hard.  

With the encouragement of both her husband and myself, 
Dorothy had a number of other “adventures in anonymity” 
but those will have to wait for in another chapter.

***

Author Note: As always, this is a work of fiction. Any 
resemblance to any person, living or dead, is purely 
co-incidental...or is it?  Feedback is welcome at 
jamesmc6243@gmail.com. I hope you enjoyed this.

* * * * * * * * * * * * * * * * * * * * * * * * * * * *
It's okay to *READ* stories about unprotected sex with 
others outside a monogamous relationship. But it isn't 
okay to *HAVE* unprotected sex with people other than a 
trusted partner. 4-million people around the world 
contract HIV every year. You only have one body per 
lifetime, so take good care of it!
* * * * * * * * * * * * * * * * * * * * * * * * * * * *
Kristen's collection - Directory 82