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Watching Cheryl

1 June, 2018 (01:08) | Swinger Sex Stories | By: admin

by KarenKay (


Cheryl shared her secret fantasy about having sex with 
another man. The couple soon agree to explore their 
fantasy together and arrange for a meeting with a black 
man Cheryl picked on an online dating site. (MF, voy, 
intr, rom, swinger)


The house is so damn quiet this morning. It's really 
strange not having the kids running and screaming 
throughout the house on a Saturday morning. We got four 
of them to be exact. Millie how is four, Johnny is six, 
Mary and Donny are the twins at eight. I can only 
imagine what my Mother and Dad are going through at this 
very moment.

They were pleased to take them for the weekend. This is 
the first time my parents have had all four of our kids 
over at once. I can see my Mom now fixing breakfast like 
she did when I was that young. Probably cooking oatmeal 
at this very second.

I'm John and my wife Cheryl and I have been married for 
eight years now. We met in college and waited about a 
year after we graduated and found jobs to get married. 
Although we lived together for that year. 

I found Cheryl sexy as hell when I first saw her one 
morning walking across the campus on her way to a class. 
I remember the tight jeans she wore that morning and the 
way her full ass swung with each step she took. Guys 
from all directions had their eyes glued to her ass as 
she walked across the courtyard. 

I remember making eye contact with Cheryl as she walked 
by the bench I was sitting at as I watched her boobs 
bounce up and down under that pink sweater she was 
wearing. It was a cool fall morning. The sun was shining 
and it was my first day as a freshman. All I could think 
about that day was those tight jeans and the full round 
ass that that made those jeans speak that morning. 

OK. The tits were nice too and unlike most men I did 
notice her green eyes. Later that day we ran into each 
other again and I finally got up enough nerve to 
introduce myself. Turned out she was very nice and from 
the next town in Michigan from where I lived. We started 
talking and I finally asked her out that evening.

I guess you could say for a college guy I was kind of a 
nerd. We went to a concert in the park that evening and 
ate at this little silver diner in the heart of downtown 
Ann Arbor. We even held hands on the way back to her 
dorm that night. I can still remember that first kiss.

Yes. I had sex on my mind that evening but I figured 
there would be plenty of time to figure that out. As I 
said. I was really a nerd and didn't have a clue on how 
to go about getting into those tight jeans. I felt lucky 
enough kissing this gorgeous blonde woman that evening 
let alone getting into her pants. 

Cheryl did wear another sweater that evening. It was 
extremely shear and I remember you could see her black 
bra in the sun light. The bra was really shear and her 
nipples were poking out most of the time. I really 
figured this woman was way ahead of me as far as the sex 
department. I later learned that my evaluation was wrong 
when she told me she was a virgin a few nights after 
that first date. That was the first time we ever talked 
about sex and I learned that she was just a scared and 
naive as I was about the subject.

Got my first blow job a couple weeks later. We didn't 
have sex for almost two months to the day we met. I 
remember buying condoms at this little drug store down 
on Main St. I sure felt embarrassed paying for them. 
This older woman behind the counter kept staring at me 
as I pulled out my money. I could only imagine what she 
was thinking. Of course I included a pack of gum and a 
couple candy bars. I didn't want to just through a pack 
of condoms on the counter by themselves. 

Anyway. That was twelfth years ago and four kids later. 
Cheryl is still a head turner at thirty years old. I 
might say that she has matured in all the best ways. 
Even after four kids, she was very adamant about working 
out and staying in shape after each pregnancy. All the 
hard work has certainly paid off because she still fools 
a lot of people about her age and being the mother of 
four kids.

Cheryl loves sex which is good for me and we are both 
open about our sexual desires and fantasies which brings 
us up to date on why the kids are gone to their 
Grandparents house this weekend. Let me explain. Cheryl 
and I hide no secrets and although neither of us ever 
cheated on our partner we've always been honest with 
each other when something turns us on. An example would 
be that we both like to fantasize about having sex with 
other people during love making. I guess that's somewhat 
natural with a lot of married couples. It's just that 
Cheryl and I would talk about it with each other when we 
had those fantasies. 

I recently made a confession to Cheryl that caught her 
totally by surprise. I told her one night after we made 
love that I thought it would be exciting to watch her 
make love to another man. She laughed it off that night 
as just a fantasy but one of us would bring it up during 
sex. Sometimes as a joke or just fantasy talk like 
couples sometimes have to enhance their sex life.

Out conversations grew longer about the subject as time 
went on until we were finally discussing the possibility 
of actually going through with it. Cheryl started 
telling me about the kind of guys that turned her on and 
even confessed about fantasizing about sex with a couple 
of our friends. We both knew we couldn't involve anyone 
we knew.

One evening we actually laid on the bed with our laptop 
looking through these personal ads of single men and 
women on this dating site we found. I encouraged Cheryl 
to browse through the pictures of men rather then the 
ladies so she did. We had lots of fun looking through 
the adds. Some of these guys looked like models. You 
know, real stud like characters. Me, I'm just a normal 
looking guy. Never played sports or anything so I've 
never really considered myself as a jock. These guys 
looked like jocks to me.

Cheryl surprised me a bit further when she started 
looking at the adds of black men. I could see she was 
getting excited and turned on reading their profiles and 
looking at the photos they had posted. Some of these 
guys posted photos of them working out in a gym and 
such. I mean these were muscular body builder type men 
Cheryl was drooling over. 

Of course the thought of watching a huge muscular black 
guy screwing my wife was making my dick hard and Cheryl 
knew it when she reached down and found my cock hard as 
a rock. She even laughed about it and made a few 

"Your really getting turned on thinking about this, 
aren't you John?"

I couldn't deny it so I replied. "Yeah. The thought 
never occurred to me that you might be interested in 
black men until now."

"Does the thought of screwing one of these black men 
turn you on" I asked.

Cheryl sat starring at the pictures a few seconds longer 
then pointed at the computer screen and said. "What do 
you think of this guy?"

I focused my eyes on the photos first. This guy looked 
huge and his skin was almost black. Typically an African 
American looking guy. Attractive and in great physical 
shape from what I could see. Cheryl started reading his 
bio to me.

"He's twenty-seven, never been married. Six foot five 
inches tall and two hundred and fifty five pounds. It 
says here he went to college in Georgia and has a degree 
in law."

Cheryl clicked through his pictures. He had a dozen or 
so in his photo album. Some wearing suits and a few in 
his workout clothes and a couple bathing suit photos 
showing off his muscular body. 

"Why don't you contact him?" I told Cheryl.

She grinned at first but I could see she was giving the 
idea some thought. She finally turned toward me and 
asked, "What should I tell him?"

I think my heart skipped a beat knowing Cheryl was 
really interested in contacting this guy. My dick got 
even harder thinking about it. Cheryl sat thinking for a 
minute, even biting on one of her nails. She looked over 
at me again and we both laughed.

"What's wrong?" I asked Cheryl.

Cheryl hesitated replying at first while she bit on her 
finger then finally said. "Wouldn't it be better if I 
could send him a picture or two of myself?"

I was all excited and replied, "Yeah. Your right. What 
you got to send him?"

Cheryl laughed almost immediately to that question 
saying, "Why don't I send that picture your mother took 
of me pushing the twins in their double stroller?"

We both cracked up at Cheryl's reply, but as I figured 
we really didn't have anything to send to this guy 
without Cheryl holding one of the kids in her arms.

"Why don't I take some?"

"What? Now?" Cheryl asked.

I popped out of bed fetching our digital camera which 
had a flash card and pointed it at my wife. "Smile"

Cheryl held her arm out covering her face. "Not now 

I laughed because I was only joking anyway. In the mean 
time before I finished that sentence, Cheryl got out of 
bed and walked over to a drawer and opened it. She had 
her back turned my way as she said, "Let me find 
something to put on."

Wow. I thought. She's really serious about taking some 
pictures tonight. My mind started drifting all over the 
place. I figured this guy must really have her curiosity 
going. I watched as she wiggled into these tight white 
shorts then pulled out a tank top and slipped it over 
her head. Her boobs filled out that top with her nipples 
poking out, that's for sure!

Cheryl fluffed up her long blonde hair looking into the 
mirror. "Let me put on some makeup first."

OK. I thought. So I sat on the bed again starring at our 
laptop again reading this guys add. His zip code nearly 
mated ours so I knew he lived nearby. I played around 
with the camera until Cheryl finally came out.
She looked hot. She had applied red lipstick and used 
eyeliner and some other stuff women normally put on 
their cheeks. She looked like she was ready to go out 
for the evening. She walked into the closet and came out 
wearing pumps.

"OK. I'm ready," Cheryl said.

I stood up with the camera in my hand waiting for Cheryl 
to give me some instructions.

"How about over here?" Cheryl said as she walked next to 
a chair on the far end of the bedroom. She gave me a few 
poses so I began clicking away. She turned around like a 
model sometimes teasing me in the process making all 
sorts of funny faces in between shots. I was starting to 
have fun with this.

Cheryl stopped me as she walked back to the dresser 
while pulling off her shorts. "You're not going to send 
him naked pictures are you honey?"

Cheryl replied as she pulled the tank top over her head. 
"Why. You want me to?"

I laughed. "You think that's a little too much?"

Cheryl looked at me once the top was off saying, "I was 
thinking of putting on my bikini. You know. The black 
one you like so much?"

I agreed. "OK. Sound good to me." So I waited for Cheryl 
to change into the bikini. Only took a couple minutes 
and she was adjusting her boobs in the cups making sure 
everything was just right. She adjusted the bottom half 
looking my way and asked, "You think my ass looks too 

"No not at all baby. You look hot in that suit."

I watched as she played around with the material a 
little longer. Cheryl had a nice ass. A healthy size ass 
I called it. Nowhere near skinny and not fat. Just 
right. I always thought black men loved nice round asses 
on a woman anyway but didn't say that to Cheryl.

I started taking pictures when she was ready. I got the 
back, front, side as Cheryl posed like a pro for me. I 
even made some suggestions which she followed. Got some 
really sexy shots. 

We finished up and Cheryl took off the bikini again and 
washed the markup off her face before returning to bed. 
I already transferred the photos to our laptop using the 
flashcard while she got ready for bed again. I let 
Cheryl pick out the pictures she was going to send to 
this guy. I laid back on the pillow while she typed out 
her letter to this guy. That's when I noticed she wasn't 
wearing her wedding rings.

"Honey," I said. "What happen to your wedding rings?"

Cheryl stopped typing and looked at her left hand and 
said, "I must have left them in the bathroom."

That's when I realized she had taken them off for the 

"You are going to tell this dude your married aren't you 

Cheryl stopped typing again. "Yes John. I didn't want to 
confuse this guy by wearing them in the pictures. I'll 
tell him everything later."

Well. I felt comfortable with Cheryl's answer and 
watched as she finished her letter. She selected some of 
the photos to send across and logged off as soon as she 
finished. We had wild sex that night before we went to 
sleep I might add. Cheryl's pussy was extremely wet that 

I can't tell you how much tome I spent at work the next 
day thinking about what Cheryl and I did the night 
before. I remember driving home that afternoon and 
waited for Cheryl to tell me she got a reply from that 
black guy. The kids were around and all she told me was 
that she would talk about it when we went to bed.

The anticipation kept me on edge all evening long as I 
played with the kids and helped with homework until it 
was bedtime. The moment the kids were in bed, I was 
waiting for Cheryl to shed some light on this black guy. 

"We talked on the phone this afternoon," Cheryl told me. 

"What did he say."

"We talked for almost two hours after Millie fell asleep 
this afternoon. I was very open with him and explained 
everything to Mike."

Wow. His name is Mike I thought to myself. "So what's 
the deal? Did you make arrangements to met him?"

Cheryl replied, "Yes. I told Mike our kids would be with 
their Grandparents the second weekend of this month so I 
attentively made a date with him."

Wow, I thought. Cheryl was really going to go through 
with this. Cheryl went on to explain every detail to me 
that evening. She even went online that night and 
chatted with Mike while I laid next to her on the bed.
This was going to be very exciting.

To be continued?

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