Coffee Break

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.