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Sherry and Wendy's Sexy Adventures

"A meeting before a party turns into a lot more."

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Author's Notes

"Related to me by Sbombshell2"

My only real work-related titty fucking experience happened when I was eighteen and fresh out of high school. I got a job at a very prestigious financial firm located in downtown. I was a glorified receptionist/filing clerk/coffee getter. I don't recall but I think thirty or so people were working at that branch.

I was assigned to three men. All older (mid-thirties to forties) and none all that exceptional looking. Two were married and the other was an obvious player, which at my age I was unaware of, other than his gold chains and funky clothes.

After four or so months, I was invited to lunch with two of the guys and one other woman. It was at a fancy downtown place and I felt very important and a tad nervous. I think they were impressed that the big titted blonde could carry on a conversation about work and especially sports!

This was in the early '80s when sexual harassment was not a huge deal. Little flirtations or a compliment about a dress or shoes were accepted.

The single guy, Frank was never rude but he was quite open about telling me what he liked about a certain top, dress, slacks, or shoes I would wear. I was aware even back then the power that my tits could have on guys. I did not, however, think about using it as a way to advance my salary. So a quick down-blouse, when I would bend over, was something he enjoyed and I liked doing.

One day at lunch, Frank asked if I wanted to attend a party for one of the guys in another office who was getting married. Mind you, the drinking age was twenty-one then and I had just turned nineteen. When he named the club the party was at, I told him I probably couldn't get in. They had rented a room at the place so that was not a problem. It was, however, a rather formal party.

Not wanting to be a wimp or to seem afraid, I agreed to go as his date. He wanted to pick me up. I told him I would meet him at his place and we could go from there. I didn't want my parents to see some old guy picking me up!

Anyway, the night of the party, I had brought a dress, shoes, and make-up so I could change at work rather than drive all the way home. I went to Frank's at the agreed time. He answered the door in jeans, a t-shirt and old sandals. He made some lame-ass excuse that he was playing volleyball with friends. He needed to shower and would be ready in thirty minutes.

I could see a bottle of booze on the counter. I figured he probably had one when he got home. Offering me one before he dashed into his bedroom, I moved over to a chair by a window that overlooked a nice park.

I was sort of pissed he wasn't ready. I sipped the drink... very very slowly. Back then my drinking involved a barrel of beer in the woods with school friends. So, about fifteen minutes later his bedroom door opens and there is Frank, dripping wet, totally naked and flopping around his hard cock around!

I had no idea what to do? I freaked out. I think he saw that and quickly started to apologize saying he was a little tipsy and had left the shirt he wanted to wear in the dryer... yeah, right. A hundred things went through my mind. The first was to just leave. Then I thought about my job and how he could have me fired in a heartbeat, even though I knew he wouldn't. He was talking but I wasn't paying attention until I heard him say,

“Well, Sherry, drunk or sober you can't deny you have been very careless about letting me see your magnificent breasts.”

Damn, now I felt guilty like it was my fault and I had stupidly put myself in that position. I remember beads of sweat running down my back and on my forehead. As much as I looked at his face I still kept glancing at his cock which was still hard! I had never seen a man his age naked much less standing five feet away with a hard-on!

Very calmly he walked over to the counter and poured straight whiskey into a glass. In one gulp it was gone.

“I'm really sorry that I fucked up playing volleyball and forgot about the party.”

I tried to act mature like it was no big deal but he knew I was freaking out. He suggested I finish my drink. I said no, hard booze was not my choice. Again he strolled to his fridge grabbed a beer and brought it over. That I accepted, knowing I could probably drink him under the table!

“Are you going to get dressed?” I asked

“You should get undressed,” he said. “Well, would you at least do me the honor of showing me those big tits of yours?”

Politely I said no. "That’s the real reason why this is happening," he said as he grabbed and pointed to his cock! Like he had to tell me it was there!

I was wearing a floral pattern yellow sundress and some rather hot strap up sandals. I thought for a minute and decided right then. Either I do this ... Or leave. What did I have to lose except showing off my breasts? I let the straps down over my shoulders. I reached behind and unclasped my bra. He moved over to the chair where I had been sitting. I let the dress fall and pulled the bra off. The dress hung at my waist.

Frank just gasped and sat there wide-eyed. I felt like a mannequin. He leaned back and grabbed his cock. My nipples got even harder than they were. I sort of scooped my tits up under my arms as he started to stroke. If anything about Frank was okay it was his cock. He was hard and leaking pre-cum like a faucet!

He lifted one leg onto the chair and asked if I would move closer. I took a step forward and was less than a foot away. I just watched as he cupped his balls and stroked. I think I stood there for a minute which felt like an hour. The little beads of sweat on my head were now small drops that were starting to run down and ruin my make-up.

I asked him if he had a tissue so I could save what face I had left. He got up and went to the kitchen, came back with a wad of tissues and a small towel that had ice cubes in it. I thought he was going to plop them in his drink.

He handed me the tissues and the towel, saying to me these might help you cool off. I took the tissues and set the towel on the table. I was able to save the make-up.

Then the requests started.

“Sherry, why don't you rub that ice around your nipples?” I didn't feel trapped but I sure was nervous. I asked him three questions.

“Frank, are we going to the party? Just what do you expect to happen? And... What happens at work on Monday?”

“We are going to the party,” he said. “There is no start or ending time, so we can go whenever. As for work, my lips are sealed. I'm sorry for being so abrupt but I find you amazing, smart and very sexy.”

I felt a calmness go through me. At least my job was safe.

“I thought we could have a little fun before the party. Since you started at work I have spent many a night picturing you topless and as you can see it has turned me on to the point I thought I would get a little drunk and make a move to see what would happen. I'm sorry but I'm happy that you didn't kick me right here." He pointed to his balls.

I think I said I would never do that. "I could have just slapped your face and left, right?" He nodded. As he did I just reached down, grabbed an ice cube and ran it over my nipples. I think we both gasped at the same time. Me from the cold and he from the reaction my nipples had. He reached out and caught a few drops that fell off my nipples onto his finger. I stared at his cock. How it was standing straight up, hard, erect and the tip wet with his clear juice.

I could feel my pussy start to react. The small string of the white thong I had on was, for sure, getting wet.

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He stood up and walked to the bedroom. 'Oh fuck, am I supposed to follow him?' I did not want to fuck this guy. I almost bent down to retrieve my bra when he walked out holding his wallet. Opening it he took a twenty out and placed it on the table.

“I would love to give this to you if you allow me to suck on your amazing nipples."

“I'm not interested in having sex, Frank.”

"Listen, I go to strip clubs and spend way more just to watch girls with tits that don't even compare to yours. So my offer is not for sex but for some plain old naughty fun for me to enjoy, OK? Indulge me please, Sherry?"

I thought, 'no sex, whew!' He took an ice cube and put it in his mouth, leaned forward and half rubbed it and half sucked my nipples. It felt great! I realized what he was doing was pretty harmless and from the looks of his hard cock and tight balls, this was not going to last very long.

All of a sudden I felt the cold water running down my belly landing on my dress, 'shit!' When he stopped for a second, I leaned forward, put my hands on his shoulders and wiggled my hips enough for the dress to fall to the floor. I kicked it off to the side. Standing like I was, my tits were now right in his face. I kept my hands on his shoulders and fed him my tits switching from one to the other. I could feel his right arm moving. I couldn't see but I knew he was stroking that hard cock.

His left arm moved and his hand ran up my thigh on the outside. I sort of jerked. I think he took that as a move to back away, but it was just the initial shock of him touching me. He stopped sucking, reached over and took another twenty out of his wallet!

“Do you know what a lap dance is?” he asked.

I didn’t. For the next fifteen minutes, I became his private stripper. As he explained, he stroked and as he stroked, I began to get horny. He held me by the waist, turned me around and slowly lowered me onto his lap! The little white thong did little to stop the contact of his cock on my pussy. He reached under my arms and started to play with my tits. I put my hands on the arms of the chair and lifted off so his cock started to glide across my pussy. I was wet, he was leaking. There were a few moments when the head of his cock slipped into my pussy.

As tempted as I was I still did NOT want to fuck him. His cock head bumped my clit a bunch of time and I came. I didn't make a big deal of it other than a very distinct 'grunt'. It was more of a little shiver. I pulled away, turned around and squatted between his legs. As I wrapped my tits around his cock, I took two long licks off the tip. He moaned and I thought he was going to cum.

He reached over, grabbed another twenty and asked me to stand up. He pulled the thong back and placed the bill inside. Kneading my butt as I squatted back down another twenty came out and he sort of wrapped it around his cock. I pulled it off, dropped it and placed my mouth right over his cock. Hovering for a second I felt his hands on my head as he guided me down on it. I sucked hard swirling my tongue all over I could taste that salty flavor and I knew he was close. I slobbered over it and pushed his drenched cock back into my tits.

I could make my nipples touch each other while he bucked up and down. In less than a minute, I felt a splash under my chin, followed by a loud groan as two more spurts pushed out. He pulled away, grabbed his cock and finished off covering one tit with very thick hot cum! It was weird. As I watched his cum land on my tits I was sort of mad that I hadn't let him push that cock into my pussy! He sat there for a minute. I grabbed the towel and wiped my neck and tits off. The ice had melted and it was freezing cold but I was more worried about my appearance than the cold.

"I'll get you a warm towel," he said.

When he stood up there was a rather nice drop of white cum on his still semi-hard cock. I reached down, lifted it up and sucked it while I pumped another drop or two out! My pussy was soaked and the thong was pretty much useless at that point. It was as wet as my pussy. I was trying to adjust it when he walked out with the warm towel. I wiped my neck and tits again. He went over to his wallet and pulled another $20 out.

“Would you let me lick you?” he said, “Before you put on your panties?”

I just pulled them down lifted my leg onto the chair as he knelt and lapped at my cunt. As he worked my slit it all seemed to hit me. I had just let my boss cum on me, lick and suck his cock and now he was eating my pussy!

I looked down on the top of his head wondering what the hell did I just do? He stopped after a minute or so.

As he pulled my thong up I was tempted to say just leave it, lie down and eat me to a nice orgasm. Instead, he asked if I wanted to clean up and pointed to the bathroom. I grabbed my clothes and tossed them on his bed as I walked into the bathroom.

'Hmmmmmm. Not bad.' My makeup was pretty good, a few brushes through my hair but my thong was soaked. I asked if he had a hairdryer. He handed it to me, jumped in the shower, rinsed off. I put the thong on the sink and tried to dry it the best I could. I could see him behind me in the mirror and I was amazed that he was still half-hard!

We didn't talk much. When my thong was fairly dry I went out in his room and we sort of dressed together. We decided, or I decided it would be best for us to NOT go in one car. Since we were almost an hour late it would be best off if we didn't walk in together! It's hard to hide that "just had sex" look anyway much less being late.

I was actually more nervous at the party than I was standing naked in Frank's apartment thirty minutes earlier! I met a bunch of people. I tried to mingle but felt very out of place, being nineteen. These were professionals who handled rich people's investments. There were only two other people my age and both were huddled in a corner.

It was fun for a bit. Frank and I went out to the smoking area and we talked there more than we had the entire time at his place. He made me feel nice, not like a hooker who just made $100. Which reminded me about the money he spent at strip clubs.

I left and was home before 11. Monday and from thereafter, work was fine. He kept his word and nothing was ever said. He and I did have at least one or two moments of sexy side talk every day. Just little hints.

Nothing happened for almost four months. I became engaged to my high school guy. That didn't last. For one thing, the boyfriend was a terrible lay, a drinker and a braggart. All of which happened shortly after he gave me a ring. One night I caught him in the park, in his car at our 'makeout' spot. He was with some girl he worked with. I didn't say much but things changed.

“Had any good lap dances lately?” I said to Frank when I was leaving work a week later.

The next day he handed me an envelope with a $100 bill in it and a note that said: "I'm still at the same apartment"! I was intent on having revenge sex and why not make some money too!

That's another story that to this day I still get a tingle when I recall it. My first mature cock.

I never told my boyfriend. I met Bob a few months later when I quit the financial place and went to work for Honda. I tossed the ring back to the boyfriend only one day after I met Bob. He was playing softball. I threw it at him when he was walking to the outfield, flipped him the finger and only talked to him for five minutes a few days later!

Published 
Written by sdsioux
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