Fun with Sherry

Fun with Sherry

I couldn’t believe how lucky I got

when my sister-in-law Sherry

came to visit her sister (my wife,

Cara). Sherry’s single and Cara is

her only sister. I was feeling a

little down at the time as I was

unemployed and upset with

myself for allowing myself to get

out of shape and pack on some

extra pounds.

One morning while Cara was at

work, I was lounging around on

the living room sofa in a t-shirt

and shorts when Sherry came

into the room wearing gym

shots and a t-shirt, complaining

her feet were bothering her.

Sherry is 40, but a knockout. The

combination of her short, dirty

blonde hair, blue eyes, slim

figure, tight ass and 36D breasts

never fails to turn me on. I often

fantasize about fucking her from

behind or having a threesome

with Sherry and Cara.

I offered to give her a foot rub,

which she accepted. We made

small talk while I massaged her

feet, occasionally sliding a hand

up to massage her calves as well.

She just smiled and said the

massage felt good, not

commenting on my hands

roaming up above her ankles.

I offered to massage the rest of

her legs and she said that would

be nice. So I

draped her feet over my legs

while sitting next to her (she was

laying down) and proceeded to

massage her thighs, making sure

my fingers stopped at the

bottom of her shorts. Although I

had the hots for her, I didn’t

want to get her pissed off and

tell Cara that I was attempting to

make a pass at her, so I was very

careful with how high up her

legs my hands went. However I

did notice that she had her eyes

closed a big smile on her face.

When I finished she said “that

was wonderful, do you think you

could massage my back?”

I responded “Sure” and she

asked would it be easier if she

was bent over leaning on a table

or flat on her stomach on the

floor. I responded with bent

over the table.

As we got up Sherry’s foot

brushed against my cock. Despite

the fact that she’s never shown

any interest in me I had to

wonder if it was accidental or

intentional. Soon I was giving her

the massage, keeping my hands

outside the t-shirt for fear of her

telling Cara I made a pass at her.

As I massaged I realized she

wasn’t wearing a bra as there

were no bra straps in the way of

my hands.

After 5-10 minutes she said to

me “maybe this will make things

easier for you” and proceeded to

take off her shirt bringing those

beautiful 36Ds into view. I stared

for a minute and felt my cock

begin to get hard. She just

chuckled, winked, and said

“You’re married to my kid sister,

don’t get any ideas.”

However I did get an idea and

decided to throw caution into

the wind. While continuing the

back massage I would let my

fingertips “accidentally” go

under the waistband of the

shorts to I was brushing them

against the top of her ass,

making it seem like it was part of

the massage.

I felt myself getting harder the

longer she was bent over in front

of me and topless. Then she

shocked me by asking “if I said it

was ok for you to make a move

on me, what would you do?”

With that I took a step forward

so she could feel my hard-on

pressing against her ass and

brought my hands down off her

shoulders and went directly for

her breasts - caressing them in

my hands and rolling the nipples

between two fingers I then

leaned forward licked from her

neck to her ear and whispered

“I’d probably start like this”

She responded “that’s good, but

I’m sure you can do better. let’s

see what else you’ve got”

So I continued the massage for

another minute, once again

pausing to caress her breasts

while my hands were on their

way down, but this time I didn’t

stop at the top of her gym shorts,

I proceeded to pull them down

to discover that she was naked

underneath. I then used two

fingers to gently massage her clit,

and brought the other hand up

to massage her breast. I leaned

into her and asked “is this

better?”

With that she sighed as she

reached back and pulled out my

cock stroking it gently and said

“does this answer your

question?” I told her it did and

hurriedly took off my own

clothes so I was naked as well.

Then I stepped up right behind

her and started to massage her

ass, pulling the cheeks apart

every so often while she

continued to stroke me and

caress my balls. But I couldn’t

resist those magnificent breasts

so I stood her up and turned her

around so we were face-to-face.

We shared a passionate kiss -

our tongues intertwined Then I

moved my mouth down and

started sucking on the breasts

one at a time, nibbling on the

nipples while right hand was

busy alternating between

rubbing her clit and sliding two

fingers slowly inside her

All the while she was slowly

stroking my cock and caressing

my balls with a perfect touch.

Every few strokes she’d pause to

spit on her hand to make sure

this prime hand job was a wet

one.

After a good 10-15 minutes I

said “do you want me inside

you” to which Sherry whispered

“yes”. I turned her around and

bent her over and slowly eased

my wet, aching cock into her

tight, wet pussy.

I leaned forward to grab her

breasts and held onto them as I

pumped into her for several

minutes alternating between

quick, hard thrusts and slow

pumps. She was moaning softly

saying how good it felt.

I pulled out and said “you might

like this better” and held her ass,

spreading her cheeks apart as I

slowly slid my pussy-juice lubed

cock into her tight ass.

She groaned “yeah baby that

feels so good” as I inched my

way in. Once I was all the way in,

I grabbed her hips and started

pumping into her hard and fast.

I was trying to go faster and

harder with each thrust and she

kept perfect time by bucking

back against me, making the

sound of our bodies slapping

together even louder. She was

rubbing her clit hard while I

fucked her ass.

After afew minutes she again

shouted “yeah baby that feels so

fucking good” and I couldn’t

agree more as I felt my own

orgasm starting to build. A

minute later she shouted “I’m

cumming!” and seconds later I

shouted “So am

I” and shot my load into her tight

ass.

As we slumped forward, our

sweaty bodies pressed together,

I reached

forward, grabbed her tits and

pulled her upright against me

and said “That

was fantastic, but we can’t tell

Cara about this”

Sherry said “Maybe we won’t, but

you did disappointment me”

I said “How?”

Sherry said “With all the attention

you were paying to my tits I

thought

for sure I was going to get to see

you shoot your load all over

them.” and

with that she brought a nipple

up to her tongue and licked it.

I said “sorry about that”

Sherry said “I’ll forgive you,

however keeping it a secret from

Cara will

depend on one thing.”

Horrified I asked “What?”

Sherry gave an evil smile and said

“You have to fuck me that good

anytime and anywhere I want

the rest of my visit.”

Little did I realize how often

she’d want it (to be continued…)