The Gigolo Chronicles Part 1 Katherine
- 2 years ago
- 21
- 0
I was a warm autumn day and I was stuck at home bored and chatting on the internet as usual. It was depressing, another Friday night home alone. I had little or no life since my marriage ended four months ago. I’m 32 years old and this is the extent of my life? Sure I had dates from time to time and even slept with some of them, but nothing exciting.
After chatting for in a room for awhile I noticed one of my friends, Katherine, logged onto instant messenger. Katherine was 21 and seemed very nice. I had talked to her a few times and even invited her out to dinner once. I messaged her and asked how she was and she responded that she was ok, but bored. I said that I was pretty much in the same boat and joked that we could be “bored together.”
About fifteen minutes into our conversation I said that I was considering heading out her direction to get a bite to eat and inquired if she was interested in joining me. She said that she needed to shower and so we agreed on a time to meet at the restaurant. The place we went was out near the edge of town and had a hotel and beautiful grounds where guests could just stroll around. During the drive over to the restaurant I wondered what she would be like.
It turned out I was pleasantly surprised. Katherine had a cute face and beautiful smile and was very cheery. We sat down and ordered food and drinks. The waitress brought our beers to us and we sat and talk. I was quite nervous to begin with. As we talked I think Katherine sensed I was nervous and seemed to like to joke with me about it.
The waitress came back after a bit and brought us our food. Katherine proceeded to pick up the ketchup and hit the bottom of the bottle. I noticed that ketchup was flying on me and we laughed. Finally something had broken my nervous state. After dinner I asked Katherine if she would like to talk a walk with me.
After walking around for awhile we sat on a bench. As we talked I stared at her, thinking to myself how beautiful this woman was. Katherine was young, spunky and gorgeous. I wondered what it would be like to kiss her. I got up the nerve to ask Katherine what her reaction would be if I kissed her. I don’t think she ever really gave me an answer, so I leaned over and kissed her on the mouth. The kiss was passionate and we did a brief tongue exchange.
My thought were that neither one of us wanted the night to end. We talked about what other things we could do the rest of the night. We decided to get a cup of coffee and go watch the planes take of at the airport. I followed Katherine back to her house and we left her car there, opting to just go in one car. After picking up our coffee we headed out to the airport.
We took a main road that runs along the airport and found a secluded spot to park. I began to get nervous again. Here I am 32 years old and I can’t ever remember parking with a girl. She turned on the radio and we sat and talked. After awhile I leaned over and kissed Katherine. The kiss turned into an embrace and we were suddenly both aware of just how turned on we were.
Katherine began to kiss and suck on my neck. I was moaning and enjoying her attention. I slipped my hands under Katherine’s sweatshirt and begin caressing her small beautiful breasts. She continued kissing me and I took her hand and moved it toward my hard aching groin. Katherine began to massage me and I undid my pants so she could feel my hardness unabated.
I slipped my hand under Katherine’s bra and started playing with her nipples. Her breasts were small but firm and her nipples were hard. I leaned over her and lifted her sweatshirt up along with her bra and begin sucking on her nipples. Katherine became excited urging me to bite down. She moaned and I could tell that she was really turned on.
I leaned back and Katherine went down on me sucking my hard shaft. She massaged my sack and licked and sucked on my balls. I was panting and enjoying the feeling of her mouth giving me pleasure. I could tell that she was getting off herself during the course of giving me head.
I reached over and undid her pants and slipped my hand down the front. I was not surprised that Katherine’s slit was dripping wet. I massaged her clit and slipped my fingers in and out of her hot wet slit. Katherine moaned even louder and I wondered if she was going to cum.
I took my fingers out and began licking them, tasting her hot juices. I looked at her and smiled, enjoying the taste of her hot body. I dipped my fingers back in her again, burying them deep insider Katherine’s body. She let out a loud moaning sound. Once again I brought my fingers up to my mouth and enjoyed the taste of her juices.
Katherine began giving me head again and was moving at a faster speed, bobbing up and down on my hard shaft. Every once in awhile she would stop and lick the top of my head, enjoying the pre-cum. I asked her if she like that and she said yes. Katherine said if I came she wanted to swallow my wad.
After awhile we started self masturbating. As I watched her get herself off, she began licking her own fingers. She was so young and hot. I was stroking myself and leaning over and dipping my fingers in her and licking them. We were both egging each other on to bring ourselves to a climax.
Around two in the morning I took her home and kissed her goodnight. I drove home and fell into bed. Katherine wore me out, but I enjoyed it way too much! I remember as I started to fall asleep in my bed at home, hoping I would get another chance to see her.
Little did I know my wish was about to come true….
Katherine had planned to go to the coast for the weekend with some friends. When her plans didn’t pan out, I asked her if she would like to go out again. She eagerly accepted my invitation. We decided that it would be best if I pick her up around 7:30.
I drove by her house early and left some flowers at her front door. I waited until I was a few blocks from her house and phoned her. I said, “Have you looked outside your front door lately.” She asked me if I was outside and I replied, “no, but you might want to look outside anyway.”
Katherine said, “You are so sweet.”
I blushed at the fact that I had made Katherine’s day by simply doing something that made both of us smile. I could tell that she was so happy and surprised by my token of affection. I talked with her on the phone as I ran some errands in town. I went back to her house and she invited me in while she finished some of her house work.
After putting some gas in my car, we decided to drive out toward the gorge. It was another crisp autumn evening and we had each other to keep warm. We decided to drive out to the falls and walk around. When we arrived, I parked the car and we walked down to the waterfall. We chose a bench as the base of the beautiful tall waterfall to sit and enjoy the view.
I held Katherine in my arms and kissed passionately. We embraced each other like we had been apart for months. I could not help but smile as I looked at her. I stared into Katherine’s eyes and knew that I was beginning to fall for her.
We walked back to the car and decided to drive further out into the countryside and find a secluded place where we could park. After driving for ten minutes we pulled off the road at another less popular waterfall area. The parking lot was pitch dark and I turned off the car off.
I leaned over and kissed Katherine and we once again begin to embrace each other. She unzipped my pants and began to caress my shaft and balls. I asked her if she noticed anything different. Katherine felt my groin again and smiled, “you shaved.” She pulled my pants down and began slowly going up and down my shaft with her mouth.
I was moaning hard and enjoying the attention Katherine was giving my hardness. I lovingly stroked her hair as she bobbed up and down taking it in her mouth. I started fingering Katherin
e’s wet slit again and decided I wanted to pleasure her no matter how difficult it might be in the car.
“Pull your pants down honey,” I commanded of her. Katherine said that there was not enough room for me to go down on her in the car. I said, “I want to give you as much pleasure as you have given me.”
I leaned over her seat and put my head down between Katherine’s legs and began to lick her hot wet slit. She tasted so good. I rubbed my face all over her and buried my tongue deep in her. Several times I came up to kiss her and share the taste of her wetness. This seemed to turn Katherine on even more.
Even though there was very little room in my car, we both ended up totally shedding our clothes. As Katherine sat across from me, her hot body was waiting for me to take her to new heights. I grabbed a bag of condoms from the backseat and asked her if she wanted to try having sex in my car.
I was rock hard and wanted to feel our bodies mold as one. After putting on a condom, I climbed over to Katherine. I rubbed myself against her hot slit. She moaned and shifted so that she was in a better position. I slowly pushed my hardness into Katherine. I heard her gasp and I began thrusting inside of her body.
I held Katherine tight as we made love. I looked into her eyes and stroked her hair. She looked at me with admiration and adornment. I put my hands under her firm little butt and began thrusting her into my body. Katherine moaned loud and her body began to shake.
I felt my shaft begin to bulge and was moaning loud and said, “I’m going to cum.” Just then I blew my wad into the condom.
Afterward I lay on top of Katherine enjoying the feeling of our bodies having climaxed together. We held each other tight and I knew both of us were smiling.
I climbed back over to my seat and we sat in my car naked talking to each other. It didn’t take long before we began to get worked up again.
I leaned down and began licking Katherine’s slit with my tongue and fingering her. She stroked my shaft with her hand. We both wanted another shot at making love.
I straddled back over the seat and was again on top of her. She adjusted her body to allow me to get in a position to put myself insider her. I pushed myself back inside Katherine and began thrusting.
Katherine had told me she likes some rough sex. I grabbed her hair and pulled back. I told her that she was a dirty little whore. She immediately seemed to get more aroused by my actions. She moaned louder and I could feel her hot slit get wetter. I continued pumping it into her body and shot my load of cum into the condom.
We talked for a bit and decided to get dressed. I drove Katherine home and kissed her goodnight and gave her a hug. Since that weekend we talk on the phone everyday and have become closer. Even though there is a large age difference between Katherine and myself, I feel close to her. She is an amazing person and I hope I can get to know her even better.
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This past weekend I had a clandestine meeting with an XH friend. It was my first such meeting and as you know from reading my profile that a fantasy of mine is to meet XH friends and have some "fun" together!Mary (not her real name) and I exchanged a number of pm's and e-mails as well as a few skypes before we decided to meet. We live about 40 miles from each other so we decided to meet somewhere in the middle, about 20 miles of traveling one way for each of us. Mary is in her mid-40's and...
Me: I’m so sorry I just need to grab something As I shot her a smile. Her: oh not to worry She smiled back. We crossed paths a few more times before heading to the cash. She ended up in front of me in line. Me: we need to stop meeting like this, I joked She turned and smiled Her: that’s a big load you have there She said in reference to my shopping cart. I laughed and smiled back at her. After checking out as luck would have it her car was parked directly beside mine. As I rolled...
David Sugihara looks critically at his junior intern translator who has just entered his large modern glass and steel office. The girl appears every inch the demure young “office girl” professional attired as she is in her tight grey pencil skirt and crisp tailored white cotton blouse. The pretty young office trainee has her hair tied up in a neat bun. This girl seems so young and inexperienced the older executive thinks to him self? The business leader wonders why Langham-san wants her for...
InterracialIt was a number of years into my marriage and my wife just was notsatisfying the "darker" sexual urges of mine. As I had grown sexually overthe years I came to enjoy being the dominant partner and my wife had arather vanilla and puritanical view of sex that I hadn't fully recognizedwhen we were dating. Eventually I decided to look online for a submissivegirl to chat with and maybe meet. This is the story of my first meeting with "alyssa", a woman I ended uphaving a relationship with for...
Meeting a new friend I’m to try to tell about the first time I met a very good friend, I’m going to call her vikki. We had found each other on a online classified and emailed for awhile. Now it came time to meet. We decided to meet at a mall and go from there. I got there first and waited for her with a coffee. Vikki arrived and we hugged we started talking right away and walked back to her car. We drove across town to an adult video store. She was nervous as she was fairly inexperienced,...
There's a note sitting at his desk, in it reads, "Meet Me at the hotel after work" His heart begins to race, his breathing shallow, he knew this day would come. He'll finally meet Her, the one he's called Mistress for over a year. Pictures and phone calls, emails and Im's, it all culminated into tonight. So now he had to cancel his plans for this evening, easy enough. She had told him when ever they met that he need only bring himself and make sure he was wearing a tie, She loved them for...
Damnit, mom! I can see your nipples and bush showing from twenty yards away. There’s no way you’re not aware of that! Those were my thoughts as I climbed out of my lover’s SUV and saw her running up to greet us. Her C-cup breasts bounced up and down with her steps. Even if her hard nipples couldn't be plainly seen from that distance, their free movement would have made it known.She was barefoot, as always, and wearing her favorite tie-dyed maxi dress. It was made from t-shirt cotton, faded, and...
ExhibitionismIntroduction: This story is about a guy I met a few times. Although I fell for him, he never couldve seen me the same way. Its a Tuesday night, and Im walking home from a Narcotics Anonymous meeting in the dark. Its about six blocks from my apartment, but it seems like longer. The meeting tonight was the same as usual, junkies from town, most of them on parole, telling their somewhat fabricated stories. There was a new face, someone I had never seen around town, and he didnt speak. Usually...
It was about 7.30 in the evening and the sun was going down, but as it was summer it was still quite warm.I parked my car in the road across from the wood, then clutching my carrier bag I walked down the road a little then crossed over and went into the wood.The place I liked to go to was about 200 yds into the woods and over by an old wall that surrounded a large section of the Whipps Cross hospital grounds, you wouldn't go over there normally as it went no where, so for privacy it was...
Hi, this is secretlysaucyguy from Mumbai. I am 33, fair, handsome, six feet tall with a pleasing personality and brilliant communication skills. This is my second story here and I am excited about it. It happened five years back when I was 28. Being a film fanatic, I watch almost all the films which get released every Friday. I also attend a lot of film festivals to watch world cinema. Being from Mumbai, MAMI is one such festival I never miss. It has never been difficult for me to break the ice...
The temptation was in the air. My meetings were over and I had the freedom to sample the Big Apple. But how far would I allow myself to go? Would I even have the nerve to go all out on the make in this fast-moving concrete jungle? Would one night on the loose be worth the risk?When I accepted this assignment to travel to New York to interview a celebrity for my magazine, I had not planned on such a thing. I was merely doing some sightseeing, perhaps visit some places I’d missed when I traveled...
MatureIntroduction: A young girl that rocked my world I was working nights for a few months after one of the night operators retired from our facility. I manage a pipeline terminal and storage facility for one of the larger oil and gasoline companies. I normally work Monday through Friday on day shift, but needed to cover Johns shift until we hired and trained a new operator to take over. Luckily we had just hired a new guy and he was scheduled to be done with his training in the next 12-16 weeks. ...