Coffee Break (MF, blkmail, cheat)

By FIN

I work with a number of attractive women.  I happen

to be one of only 6 males that work for this parti-

cular
 business, and of the six, I am the youngest

25.  The majority of the females that work with me

are around my age and attend graduate school in

similar programs as I do.

It is because of this that we have similar interests

and problems.  I have often talked to them about 

schoolwork or their opinions on certain topics or 

problems with our relationships.  School and work 

happen to take up a lot of our time and our relation-

ships with girlfriends and boyfriends tend to

suffer.

Tonight wasn't any different.  I had plans to go to

dinner with my girlfriend and her parents but had

to hit the library instead to do research for a

paper I was doing.  Of course she didn't understand

and we had a big fight, so she went to dinner and I

headed to the library.

When I got to the library I found out that it 

closed at 8PM, and there it was 8:30 PM.  Just my 

luck, I had a big fight with my girlfriend over 

nothing, I couldn't even get the work done that I 

needed to.  I couldn't bare to listen to her bitch 

and moan about me not going with her to dinner so I 

called one of my friends from work.  I got in touch 

with Gretchen and we decided to meet for coffee, 

she needed to take a break from studying and I 

needed some impartial company.  

I got to the food and sat with Gretchen at a 

table and we ordered some coffee and something to 

eat and talked for a bit.  I told her my problems 

with my girlfriend and she told me her problems 

with her boyfriend.  It seemed that are problems 

were similar and we found humor in that.  I could 

have sworn that she started flirting with me the 

minute I sat down, laughing at almost every joke I 

said, touching my hand, playing with her hair, but 

I couldn't be sure.  As we wrapped up our 

conversations and finished eating she said to me, 

"I have been flirting with you all night, aren't 

you going to kiss me?"

This caught me off guard because we were 

talking about our relationships with others, people 

who we were dating.  I replied to her, "I don't 

think that is a good idea, we are both dating other 

people.  It's not that I don't want to, I mean you 

are beautiful and I like you a lot, but it just 

wouldn't be right."  She truly is attractive and I 

do like her.  She just smiled and said, "Trust me 

after I show you what I have in my car, you will 

not feel the same way."

I wasn't sure what she was talking about, but I

figured that I should go and find out.  We went to 

her car and she told me to get in the passenger 

side.  I got in and she started the car and opened 

the glove compartment where she removed some 

pictures.  She told me that some of the girls at 

work were passing these around and I would be 

interested in them.  She handed them over and I saw 

pictures that Cheryl, Jill and I took at work one 

night (see story Where I Work).  They were explicit 

pictures of a 3-some we had.  She explained to me 

that she talked with both Cheryl and Jill and they 

had told her that it was an incredible experience 

and that it relieved a lot of stress from school 

and work and that she wanted to have some of that 

stress treatment.  

I couldn't believe what was happening.  I was 

being blackmailed into fooling around with 

Gretchen.  I fantasized about blackmailing girls 

into having sex with me but not the other way 

around.  I loved the idea.  I told Gretchen, "I 

guess I have to do what you say, I wouldn't want 

those pictures to get around too much."  Gretchen 

smiled and said that she hoped I would see it her 

way.  In reality I didn't care if those pictures 

got around, apparently they had already gotten 

around.  Gretchen told me to follow her in my car 

to her apartment.  I did as she said.

We arrived there and she brought me inside.  I 

told her that I was at her disposal.  She smiled 

and told me to sit and relax that she wanted to 

change and then we can get started.  I sat down on 

the plush couch and looked around.  I saw some 

pictures hanging on the wall and got up and looked 

at them.  They were pictures of Gretchen and her 

boyfriend at the beach.  I never realized just how 

sexy Gretchen was.  Whenever I saw her she wore 

very conservative clothing.  She never wore clothes 

that accentuated her body, which was quite nice 

from what I could see in the pictures.

I heard Gretchen enter the room again and I 

turned to see her.  She was wearing a schoolgirl 

outfit, a sheer white blouse, plaid skirt and knee 

socks.  She told me she had a fantasy about one of 

her high school teachers and she wanted me to be 

him.  I too had a similar fantasy, but mine was 

about seducing a schoolgirl.  I sat back down on 

the couch and she said, "I am glad you agreed to be 

my private tutor.  I could really use a good grade 

in your class."  Getting into role I replied, "It 

is my pleasure, I don't want anyone to have 

problems in my class."  She sat down across from me 

on her loveseat and leaned over to pick something 

off the coffee table and I got a nice view down her 

blouse.  I noticed through her blouse that she was 

wearing a black bra and now I was looking at her 

breasts being held by that bra.  I got and idea of 

where to take this role-play and said to her, "I 

think I know why you are having problems in 

school."

She said back, "Really?  Why am I having

problems."  

I looked at her, smiled and said, "I think it 

is because the boys are giving you a lot of 

attention."  She nodded in agreement and I said, "I 

know why they are doing that, you are wearing a 

black bra and a white shirt, they can see right 

through your shirt and see your bra and they are 

getting aroused by you."

She blushed and smiled and said, "You think 

so?"

I said yes and told her that she should 

consider wearing a white bra instead and wear the 

school sweater to cover her breasts.  I continued 

that I thought she was very beautiful and that I 

didn't mind her wearing what she was wearing.  As I 

was talking she sat back and spread her legs 

slightly and I couldn't see Gretchen wearing any 

underwear, I couldn't quite make out her pussy but 

definitely no underwear.  I smiled at her and she

said, "You really think I am beautiful, I think my 

breasts are too small."  I shook my head and said 

that they were perfect.

She said, "How can you tell, they are covered 

up," as she unbuttoned her blouse and said that she 

was going to give me a better look. She quickly 

removed her blouse and bra and covered her breasts 

so I couldn't see and said that since she was 

showing herself that I should reciprocate.  I told 

her that wouldn't be appropriate and she said, 

"what would the police say if a 16 year old was 

naked in her teachers apartment."  I agreed and 

began to undress.

It wasn't long before I was wearing my boxers 

(which were pointing straight out) and she removed 

her hands from her breasts and revealed the most 

perfectly shaped breasts I have seen.  On 

Gretchen's 5-8, 110 lb. frame, her breasts were 

very firm, nipples small but hard and pointed 

straight at me.  There was no sag in her breasts 

and the entire breast looked hard and firm.  She 

looked directly at the bulge in my boxers as she 

removed her skirt to reveal that she was indeed not 

wearing panties.  Her pussy looked delicious, she 

had neatly trimmed pubic hair, just a small patch 

above her pussy.  She asked if I liked how she kept 

her crotch and I nodded.  She asked how I kept 

mine, as she pointed to my tented boxers.  I told 

her to come on over and take a look.

She walked over to me and dropped to her knees 

and took my boxers by the waistband and slowly slid 

them down.  She jumped when my cock sprang from my 

boxers and almost hit her in the nose.  I stepped 

out of my boxers and asked her what she thought.  

She said it looked yummy and I told her to go ahead 

and have a taste.  She tentatively took my cock in 

her hand and stroked it loosely in her hand.  She 

took her other hand and with her finger wiped a 

drop of precum on the tip of it and licked it.  She 

moaned as she did so and licked her lips.  She 

opened her mouth and licked the tip of my cock and 

ran her tongue around the head of my cock then she 

took me in her mouth sucking and twirling her 

tongue around my cock.

I looked down to see her sucking my cock and 

found her sliding her finger up and down her pussy.  

I told her to stand up and when she did I took the 

fingers she was using to rub herself into my mouth 

and tasted her sweet pussy.  I took her hand with 

mine and slid our fingers into her pussy as I 

kissed her.  When our fingers were drenched from 

her pussy, I brought them up and had her suck her 

fingers while I rubbed her juices on her nipples.  

I pinched and rolled them slightly getting them wet 

and slippery.  She said she never tasted herself 

before and would have to more often now because she 

like the taste.  

I told her that she would have the opportunity 

again real soon as we lied on the floor.  She 

stroked my cock as I kissed her and licked her neck 

and tits.  Sliding my tongue around her nipples, 

sucking them and pulling them with my mouth.  She 

moaned and asked me to eat her.

I moved my head down and spread her legs wide.  

For the first time I got a really good look at her 

pussy and saw the tightest looking pussy I had ever 

seen.  Her lips were not large at all, very tight 

and young looking.  All I noticed was her clit 

protruding from it's hood.  I licked all around her 

pussy as I looked up and saw her playing with her 

tits.  I took one of her hands and brought it to 

her pussy where I helped her slide her fingers in 

to her pussy.  Between the 2 of us we had 3 fingers 

in her pussy, sliding them in and out slowly as her 

juices dripped and I licked them up.  Her other 

hand continued to pinch and play with her nipples 

and tit.

I removed our fingers from her pussy and she 

licked hers while I spread those tight lips and 

focused on her clit, sucking and nibbling it, 

occasionally sliding my tongue and fingers in her 

pussy.  It wasn't long before her body tightened 

and she started to moan louder and louder.  When 

all of a sudden she grabbed the back of my head and 

pushed me into her pussy, as fluid started to 

squirt out of her pussy.  I opened my mouth and 

caught as much of the juices as I could as she 

continued to cum, one of her hands found her clit 

and was rubbing it fast and hard.  She came for 45 

seconds straight, juices never stopped flowing.  

When she relaxed and let go of my head she told me 

to kiss her.  Little did she know that I had a 

mouthful of her cum.  

I slid my body up on top of hers and kissed her 

letting her cum flow into her mouth.  She played 

with her cum with her tongue and moaned.  Our kiss 

broke and I rolled off her.  She sat up as some of 

her cum dripped from her mouth and onto her tits.   

I rubbed the fluid around on her tits and played 

with her nipples as she moaned and said that she 

had never came like that before.  I told her it 

wasn't over and to get on her knees so I could fuck 

that tight pussy of hers.  She rolled over and got 

on all fours.

I took my cock in hand and rubbed it up and 

down her pussy making sure to get the head nice and 

wet.  When I was satisfied that I would slide in 

her easily, I pushed hard and fast and entered her.  

She wasn't expecting to be taken that fast and hard 

and fell on her face, with her ass in the air.  I 

pulled my cock almost all the way out and thrust 

hard into her again.  She said, "Yes, fuck me, fuck 

my pussy, I love it hard."  I pounded into her as 

she reached under her and played with my balls when 

they slapped against her.  Once in a while I stood 

still with my cock in her and my balls against her 

as her fingers played with my balls.  

I slid my cock in and out of her pussy for 

quite a while.  We switched positions many times, 

her on top, doggy-style, over the couch, standing 

up, against a wall, sideways, I did everything I 

could to keep from cumming.  We were fucking for 

over an hour and she had cum 4 or 5 times, when I 

removed my soaking cock from her pussy and 

straddled her stomach and rest my cock between her 

tits.  I moved forward and slide my cock into her 

mouth.  She moaned as she tasted herself on my cock 

and sucked me into her.  She bobbed her head back 

and forth and I started to cum.  I shot 2 times in 

her mouth and her cheeks bulged, and she pulled my 

cock out of her mouth and stroked my cock over her 

tits as I finished cumming on her tits.  She didn't 

swallow and sat up and let my cum drip out of her 

mouth onto her tits.  She told me when she was 

finished that she loved cum on her tits, just like 

in the pictures of Jill and Cheryl.  

She played with the cum on her tits and rubbed 

it in and got her nipples really hard.  I cleaned 

up and got her a towel.  When we got dressed 

Gretchen told me she had a secret she wanted to 

tell me about.  She brought me to the TV and turned 

it on where I saw us standing there.  It seemed she 

had a video camera hidden in the room and had 

videotaped us.  She said that she wanted to show 

Jill and Cheryl sometime.
  I told her that she 

could do that as long as I was there when she did 

it so we could all have a good time.  She agreed 

and couldn't wait to make a date and called both 

Jill and Cheryl and told them that she had a great 

movie that she wanted them to watch with her and 

invited them over for the next weekend.  She made 

it sound like a girls weekend not mentioning that I 

would be there.  When she got off the phone she 

told me she would pick me up early and I could hide 

and watch as they watched the video and see what 

happens from there.  I agreed and waited for the 

weekend.

But that is another story.

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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. You only have one body per lifetime,

so take good care of it!

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