Straight Male / 35
I work for a large Corporation and my job takes me to a lot of places for important business transactions. A few weeks ago I was being sent to Europe for a big business deal. I asked my boss if I could take my secretary along for backup.
Her name is Joan and she is a 50yo woman with some style and nothing gets by Joan. She has saved my ass a few times since she became my secretary a few years ago. Joan dots the i's and crosses the T's and I'm thankful as hell Joan is my secretary!
My boss told me to take whoever I wanted as long as it got the job done. That evening I called Joan into my office to tell her I was taking her to Europe for this business meeting and we would be leaving the following afternoon.
Joan was in shock and excited at the same time. She said her boyfriend would be jealous and pissed but he would have to get over it. I guess she liked working for me and mentioned my name to her boyfriend a few times.
Joan wasn't a bad looking gal for her age. She is about 5'8" and maybe around 130lbs. She wore dresses and heels daily and her legs were pretty shapely for an older woman. With that said, it never crossed my mind that one day I would end up fucking Joan.
We both took a cab to the Airport and met inside the terminal at check-in. Joan was dressed pretty much as I had seen her before. Knee length skirt and long sleeve blouse with black pumps.
We get checked in and make our way to security. We get to the scanner and I walk through and Joan is right behind me. I'm gathering my things as the bells start to sound behind me. I look to see two TSA agents approach Joan and the light overhead is blinking red. The "wands" come out and they start to beep like hell as they pass it over Joan's breasts and between her legs.
Now there are more TSA agents and Joan is about to cry as they take Joan off to a room nearby the security scanners. I tell them Joan is with me and suddenly I'm surrounded by TSA agents and both of us are led away to the room.
A female agent walks into the room and she is pulling on latex gloves. Joan is silently crying, tears running down her face. I try to step towards her but I'm grabbed by the TSA agent and ushered out of the room.
Fifteen minutes go by and I'm trying to find out what's going on. Then the female TSA agent steps out of the room, removing her gloves as she whispers to a male TSA agent. They nod in agreement and the male TSA agent tells me that Joan will be out shortly and walks a few feet away and speaks into the microphone attached to his shoulder.
Finally, Joan comes out of the room, she has been crying. Her eye makeup is a mess and her blouse is one button off. I went over to her and she fell against me and apologizing over and over. There wasn't time for twenty questions at the moment, we only had fifteen minutes to get to our gate. If we missed the flight, Joan and I would be looking for another job come Monday morning.
We made it just in time, Joan held onto me the entire way to the gate. We got on the plane and they closed the cabin doors and we took off a short time later. Once the seat belt sign was off Joan went to the restroom. She was gone for a bit, but when she returned she looked like herself again. She had fixed her blouse and her makeup. Now it was time to ask the questions but she asked if I could wait for answers until we landed and got to the hotel.
It was about 10pm when we got to the hotel. We were both starving and each of us could use a cocktail after the long flight. We went downstairs to the hotel bar after dropping our luggage off in our rooms. We had a bite to eat and a few drinks as well.
Now it was time to ask what the hell happened and wasn't going to let Joan put me off another moment. She looked at me for a moment and then reached for her purse. She pulled out a clear plastic bag which appeared to contain a lot of silver jewelry, they looked like collection of hoop earrings, of various sizes. Then Joan told me they were not hoop earrings. I know I had a dumb look on my face, if they wern't hoop earrings, what were they.
The mild mannered and mature, and prim and proper looking Joan was into piercings! The light went off and realized what the hell had happened. Joan was so used to wearing her personal jewelry, she never thought about going through airport security because she didn't fly very often.
I looked at the piercings in the plastic bag and realized that Joan had to remove all of them under the watchful eye of the female TSA agent. There were two that were rather large in diameter, I had to ask her. She took another sip of her drink and told me those were for her breasts. I know my jaw dropped! I guess Joan decided to spill everything right then and there to me. She told me she had another set that were all that size, for everything. I wanted to ask her about 50 more questions but it was getting late and we had our big meeting the next morning, I got the check and we went upstairs to our rooms.
In the shower and once in bed I tried to imagine all of those piercings attached to Joan's nipples and pussy. I thought about it until I finally drifted off to sleep. Joan was ready the next morning but she looked a little tired, jet lag she said as we got into the taxi and headed to the meeting.
Six hours later Joan and I left with smiles, the meeting went better than planned and Joan was a big help. She had everything I needed during the presentation and I couldn't have done it without her.
That night we celebrated at a local pub and my boss gave us the green light to stay an extra day. We partied like teenagers, we danced and drank way too much. We got back to the hotel and giggled our asses off riding the elevator to our floor. I walked Joan to her door and leaned against the wall as she fumbled for the card key in her purse.
Then suddenly, I asked Joan if I could see them, the piercings. I knew I had too much to drink for asking. Joan froze just as the door clicked open. She looked at me for a moment and then she smiled. She didn't say yes, she didn't say no, she just entered her room and left me leaning against the wall by the door.
The door didn't lock and after a moment I stood up and pushed the door open slowly. Joan was standing at the far end of the large room facing me as I slowly stepped inside. There she was still wearing her blouse and knee skirt and pumps. She told me to sit on the edge of the bed.
There was silence between us, maybe we were both deciding if we should do this? Without a word Joan reached around and I heard the zipper of her skirt. The black material slid down her stocking legs silently and landed around her pumps, she stepped out of it and began to unbutton her blouse.
She removed her blouse and then her bra. Omg! Her breasts were nice. But my mouth fell open when I saw those big piercings dangling from her breasts. She slid her panties off a moment later and I know my eyes almost popped out when I saw the row of piercings lined up each side of her labia.
Joan walked over to me and took my hand and placed it between her legs. I could feel her flesh and metal hoops, I could also feel her heat between her legs. She pushed me onto my back and climbed on top of me. We kissed like two teenagers in heat for several minutes, my cock was getting harder by the second. she raised up and I watched her play with her breasts, the big hoops dangling freely. I reached up and squeezed them both. Joan moaned with pleasure at once.
As my shirt came off, Joan was pulling at my belt. I was still on my back as Joan mounted my throbbing cock. She rode my cock and I hooked my fingers into her breast piercings and tugged them gently. She cried out and came all over my cock almost at once. I flipped her over once she came two more times.
I spread her stocking legs apart and looked at the piercings between her legs. I buried my cock into her pussy and fucked her like an animal. Joan dug her heels and nails into my body and I exploded into her pierced pussy way too soon.
It didn't matter because I was going to fuck her again before the sun came up. We spent most of the night fucking. Just looking at those piercings made my cock hard. When we were done Joan told me she would wear the bigger piercings for me if I was interested? You better believe I was interested.
Since we got back home we have been having sex every chance we get. Joan's boyfriend must have caught on he wasn't needed anymore and moved out of Joan's house a few weeks later. But in all honestly I have a hard time at work concentrating when Joan is there. I see her walking to my office and she is smiling, thinking about what piercings she is wearing for me that day. When she gets to my office I just want to throw her on my desk and fuck her raw, and I know she would let me.
Our affair is secret, my family has no idea I'm fucking a woman that's old enough to be my mom. Not sure where this is all going, but one day I may end up shocking my family and telling them about Joan and myself............
Her name is Joan and she is a 50yo woman with some style and nothing gets by Joan. She has saved my ass a few times since she became my secretary a few years ago. Joan dots the i's and crosses the T's and I'm thankful as hell Joan is my secretary!
My boss told me to take whoever I wanted as long as it got the job done. That evening I called Joan into my office to tell her I was taking her to Europe for this business meeting and we would be leaving the following afternoon.
Joan was in shock and excited at the same time. She said her boyfriend would be jealous and pissed but he would have to get over it. I guess she liked working for me and mentioned my name to her boyfriend a few times.
Joan wasn't a bad looking gal for her age. She is about 5'8" and maybe around 130lbs. She wore dresses and heels daily and her legs were pretty shapely for an older woman. With that said, it never crossed my mind that one day I would end up fucking Joan.
We both took a cab to the Airport and met inside the terminal at check-in. Joan was dressed pretty much as I had seen her before. Knee length skirt and long sleeve blouse with black pumps.
We get checked in and make our way to security. We get to the scanner and I walk through and Joan is right behind me. I'm gathering my things as the bells start to sound behind me. I look to see two TSA agents approach Joan and the light overhead is blinking red. The "wands" come out and they start to beep like hell as they pass it over Joan's breasts and between her legs.
Now there are more TSA agents and Joan is about to cry as they take Joan off to a room nearby the security scanners. I tell them Joan is with me and suddenly I'm surrounded by TSA agents and both of us are led away to the room.
A female agent walks into the room and she is pulling on latex gloves. Joan is silently crying, tears running down her face. I try to step towards her but I'm grabbed by the TSA agent and ushered out of the room.
Fifteen minutes go by and I'm trying to find out what's going on. Then the female TSA agent steps out of the room, removing her gloves as she whispers to a male TSA agent. They nod in agreement and the male TSA agent tells me that Joan will be out shortly and walks a few feet away and speaks into the microphone attached to his shoulder.
Finally, Joan comes out of the room, she has been crying. Her eye makeup is a mess and her blouse is one button off. I went over to her and she fell against me and apologizing over and over. There wasn't time for twenty questions at the moment, we only had fifteen minutes to get to our gate. If we missed the flight, Joan and I would be looking for another job come Monday morning.
We made it just in time, Joan held onto me the entire way to the gate. We got on the plane and they closed the cabin doors and we took off a short time later. Once the seat belt sign was off Joan went to the restroom. She was gone for a bit, but when she returned she looked like herself again. She had fixed her blouse and her makeup. Now it was time to ask the questions but she asked if I could wait for answers until we landed and got to the hotel.
It was about 10pm when we got to the hotel. We were both starving and each of us could use a cocktail after the long flight. We went downstairs to the hotel bar after dropping our luggage off in our rooms. We had a bite to eat and a few drinks as well.
Now it was time to ask what the hell happened and wasn't going to let Joan put me off another moment. She looked at me for a moment and then reached for her purse. She pulled out a clear plastic bag which appeared to contain a lot of silver jewelry, they looked like collection of hoop earrings, of various sizes. Then Joan told me they were not hoop earrings. I know I had a dumb look on my face, if they wern't hoop earrings, what were they.
The mild mannered and mature, and prim and proper looking Joan was into piercings! The light went off and realized what the hell had happened. Joan was so used to wearing her personal jewelry, she never thought about going through airport security because she didn't fly very often.
I looked at the piercings in the plastic bag and realized that Joan had to remove all of them under the watchful eye of the female TSA agent. There were two that were rather large in diameter, I had to ask her. She took another sip of her drink and told me those were for her breasts. I know my jaw dropped! I guess Joan decided to spill everything right then and there to me. She told me she had another set that were all that size, for everything. I wanted to ask her about 50 more questions but it was getting late and we had our big meeting the next morning, I got the check and we went upstairs to our rooms.
In the shower and once in bed I tried to imagine all of those piercings attached to Joan's nipples and pussy. I thought about it until I finally drifted off to sleep. Joan was ready the next morning but she looked a little tired, jet lag she said as we got into the taxi and headed to the meeting.
Six hours later Joan and I left with smiles, the meeting went better than planned and Joan was a big help. She had everything I needed during the presentation and I couldn't have done it without her.
That night we celebrated at a local pub and my boss gave us the green light to stay an extra day. We partied like teenagers, we danced and drank way too much. We got back to the hotel and giggled our asses off riding the elevator to our floor. I walked Joan to her door and leaned against the wall as she fumbled for the card key in her purse.
Then suddenly, I asked Joan if I could see them, the piercings. I knew I had too much to drink for asking. Joan froze just as the door clicked open. She looked at me for a moment and then she smiled. She didn't say yes, she didn't say no, she just entered her room and left me leaning against the wall by the door.
The door didn't lock and after a moment I stood up and pushed the door open slowly. Joan was standing at the far end of the large room facing me as I slowly stepped inside. There she was still wearing her blouse and knee skirt and pumps. She told me to sit on the edge of the bed.
There was silence between us, maybe we were both deciding if we should do this? Without a word Joan reached around and I heard the zipper of her skirt. The black material slid down her stocking legs silently and landed around her pumps, she stepped out of it and began to unbutton her blouse.
She removed her blouse and then her bra. Omg! Her breasts were nice. But my mouth fell open when I saw those big piercings dangling from her breasts. She slid her panties off a moment later and I know my eyes almost popped out when I saw the row of piercings lined up each side of her labia.
Joan walked over to me and took my hand and placed it between her legs. I could feel her flesh and metal hoops, I could also feel her heat between her legs. She pushed me onto my back and climbed on top of me. We kissed like two teenagers in heat for several minutes, my cock was getting harder by the second. she raised up and I watched her play with her breasts, the big hoops dangling freely. I reached up and squeezed them both. Joan moaned with pleasure at once.
As my shirt came off, Joan was pulling at my belt. I was still on my back as Joan mounted my throbbing cock. She rode my cock and I hooked my fingers into her breast piercings and tugged them gently. She cried out and came all over my cock almost at once. I flipped her over once she came two more times.
I spread her stocking legs apart and looked at the piercings between her legs. I buried my cock into her pussy and fucked her like an animal. Joan dug her heels and nails into my body and I exploded into her pierced pussy way too soon.
It didn't matter because I was going to fuck her again before the sun came up. We spent most of the night fucking. Just looking at those piercings made my cock hard. When we were done Joan told me she would wear the bigger piercings for me if I was interested? You better believe I was interested.
Since we got back home we have been having sex every chance we get. Joan's boyfriend must have caught on he wasn't needed anymore and moved out of Joan's house a few weeks later. But in all honestly I have a hard time at work concentrating when Joan is there. I see her walking to my office and she is smiling, thinking about what piercings she is wearing for me that day. When she gets to my office I just want to throw her on my desk and fuck her raw, and I know she would let me.
Our affair is secret, my family has no idea I'm fucking a woman that's old enough to be my mom. Not sure where this is all going, but one day I may end up shocking my family and telling them about Joan and myself............
- That's Juicy! 62
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