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==========
A lot of men talk big on the web, but when it comes right down to it, they’re only brave if they can remain anonymous. You have a world wide web full of “I’ll do anything for you, Mistress” wanka-bees. Trevor was different.
I met him on “The Basement” and instead of immediately coming on to me and telling me how much he’d like to lick my Keds, he actually just talked with me. We talked about all matter of things, and not a word about sneakers. So when he proposed that he meet me, I agreed.
He lived in Seattle and I lived in Boston, a town more famous for its beans than for its Keds. If he was willing to make the trip, I was willing to meet him, but not without caution. I confided in my friend Jan and she agreed to come along as my safety net.
Jan was kinky enough, she understood the importance of fetish objects. Hers were high heels. She loved men who loved high heels. She didn’t particularly like them herself, but she loved the effect they had on her admirers.
She laughed when I told her about Trevor, “Keds? Simple sneaker Keds?”
I nodded my confirmation.
“You lucky bitch. Keds are so cheap. I mean, if you’re going to go with sneakers, at least go for something more expensive. Some sneakers cost more than what I pay for some of my heels.” She sighed and let that thought sit for a while then added, “What’s more, they are so comfortable!”
Luckily it was springtime and warm and dry enough to wear my Keds to the airport. Trevor would be so disappointed if I didn’t. It was one of the ways I told him he could recognize me. It’s not like there are throngs of women who wear champions anymore. I tried to talk Jan into wearing a pair and she told me that she hadn’t owned a pair since junior high.
I recognized him before he recognized me. I was wearing the Boston Red Sox baseball cap I ordered him to wear. He said that he was a Mariner’s fan. I wished him my condolences and told him the get a Sox cap. He agreed.
“Shannon?” He asked as he approached.
“Trevor!” I responded.
I turned immediately and introduced my friend, “Trevor, this is Jan. She’ll be joining us this weekend.”
His jaw worked up and down as if he were trying to say something but not even a babbling came out.
I picked up the conversation for him, “Don’t worry, Jan’s cool. I let her in on our understanding. She won’t tell anyone, and if you want, will even stay in the next room if you want.”
Staying in the next room would be difficult as we were renting a room at a hotel. So the only “next room” was the bathroom, and Jan was not going to stay there all night. I certainly did not want to meet a man for the first time at my house. If it went bad, it would be bad enough that he knew what city I lived in.
He finally got control over his speech again even though it was not eloquent. “OK,” was about all he could manage.
I amazed him by getting through the Boston traffic to the hotel unscathed and with only two obscene gestures from fellow motorists. I asked him if they drove like this in Seattle. He told me that in Seattle, they don’t drive, they get out on I-5 and park.
We checked into the hotel, went up to our room with curious glances … two women, one man … each with baggage? We took some time out to unpack. Trevor was very interested in the assortment of Keds I brought along. For my part, I noticed he pack his pair too.
“Oh, those are cute.” I told him. He blushed perceptively. But I went on. “You can wear them when we go out tomorrow.” We were not going to spend the whole weekend in the hotel. I had planned to take in a Red Sox game, and to visit some of the historic sites that abound in Boston.
Also on the agenda was to dine at a couple of restaurants. In fact, that was the first thing we agreed upon as we were all hungry. I put Trevor at ease and explained that since he was not planning on Jan coming along, that she would pay her own share. Trevor wouldn’t hear of it. I don’t know if he was trying to impress us or was just being a gentleman, but Jan and I both appreciated it.
We ate at an Italian restaurant on the north side – what else? Throughout the meal, I made it a point to cross my legs in such a way that he could look at my sneakers. And look he did.
Eventually we would have to come down to what we were really going to do. Retiring back to the room, I instructed him to take off his clothes.
We had discussed this before he came. There was absolutely no expectation of sex. There wasn’t even an expectation of anything other than our mutual interest in his fetish for Keds.
Trevor looked from Jan to me and back again. Now that he was put on the spot, I wasn’t sure he could do it. I offered, “Do you want Jan to leave now?” I was getting more confident with his conduct.
He hesitated just a little and said, “No. Let her stay. If I’m going to do it, I’m going to do it.”
Slowly he removed his shoes and shirt. The pants took longer to find their way in joining them. The undershirt went next, and then he stalled.
I don’t know why. He wore boxers, but I could still see that he had a penis behind them. I reached down to the floor where he had put them and handed him his Keds. “Here, put these on. Maybe they’ll help.”
He put his foot into one and then placed it on the bed to lace them up. In doing so, he stuck is butt out at Jan and me. She mouthed silently, “Cute buns!” I had to stifle a giggle. He got the other shoe on as well giving us another show. When he turned around again, it was quite obvious that he had a penis behind his boxers!
“OK big boy, you can do it.” And he did. He slid down the boxers, stepped out of them and stood before us. I had my share of boyfriends, and I’ve seen some magazines and been on line, so I know what penises look like and I appreciate that, like snowflakes, no two are exactly alike. A man’s penis is as unique as his face.
Trevor’s face was not Hollywood hansom, but he was not a bad looking man. His penis, on the other hand, could star in any movie where aesthetics counts. Porn magazines and pictures do not do justice to penises. They all think that bigger is better. While not of the gargantuan proportions of porn fame, Trevor’s penis was of reasonable size.
What made it so attractive was how it was shaped. It was circumcised, tall and straight, had a beautifully shaped head, and just the right amount of veins in it. It bobbed perceptively with the beating of his heart.
I decided to try something simple to start off with. “Go into the bathroom and fetch a towel.”
I think he could figure out what was coming next.
I pulled a chair around and showed him where I wanted the towel. “Now kneel in front of me and jerk off.” I commanded. Jan took her position on the bed so she could watch.
I looked over at her, “Have you ever seen a boy jerk off before?”
“Well, no. Sort of. Well, I did see some pictures. I mean what woman hasn’t?”
Neither had I. So this was going to be a first time for us both.
“What about you Trevor, have you ever jerked off for a girl?”
He just shook his head.
“Great,” I thought, “The blind leading the blind.”
I nodded and Trevor began jerking.
I crossed one leg over the other and lifted it so my sneaker was directly in front of his face.
He bent to kiss it, but I gently pushed his head away with my foot. “There will be time for that later, sneaker-boy. Right now, Jan and I want to watch you jerk off and come.”
He must have been quite horny as it took him almost no time to start squirting his stuff. This was another pleasant surprise for me. I read enough stories and saw enough pictures to know what an ejaculation should look like. I also know that these accounts are exaggerated. Trevor’s come was on par with the best of those depictions. He shot it far, he shot a lot of it, and it just kept coming!
“That performance is worthy of a reward. You may kiss the toes of my sneakers.” This he did for a couple of minutes before I called him off. When he got up, I was surprised to see that he was still erected! “Boy, he has it bad,” I thought.
After having Trevor clean up his mess, the three of us sat around sipping some wine that Jan thought to bring along.
I had to admit that I did not think this adventure through. I knew I would meet with Trevor, I knew we would do Sox, dinner and digs (history) and I knew that he had a fetish for my Keds. What I didn’t know was what to do with it. I didn’t put things onto a spreadsheet, and I did not check them off as I accomplished them.
==========
A lot of men talk big on the web, but when it comes right down to it, they’re only brave if they can remain anonymous. You have a world wide web full of “I’ll do anything for you, Mistress” wanka-bees. Trevor was different.
I met him on “The Basement” and instead of immediately coming on to me and telling me how much he’d like to lick my Keds, he actually just talked with me. We talked about all matter of things, and not a word about sneakers. So when he proposed that he meet me, I agreed.
He lived in Seattle and I lived in Boston, a town more famous for its beans than for its Keds. If he was willing to make the trip, I was willing to meet him, but not without caution. I confided in my friend Jan and she agreed to come along as my safety net.
Jan was kinky enough, she understood the importance of fetish objects. Hers were high heels. She loved men who loved high heels. She didn’t particularly like them herself, but she loved the effect they had on her admirers.
She laughed when I told her about Trevor, “Keds? Simple sneaker Keds?”
I nodded my confirmation.
“You lucky bitch. Keds are so cheap. I mean, if you’re going to go with sneakers, at least go for something more expensive. Some sneakers cost more than what I pay for some of my heels.” She sighed and let that thought sit for a while then added, “What’s more, they are so comfortable!”
Luckily it was springtime and warm and dry enough to wear my Keds to the airport. Trevor would be so disappointed if I didn’t. It was one of the ways I told him he could recognize me. It’s not like there are throngs of women who wear champions anymore. I tried to talk Jan into wearing a pair and she told me that she hadn’t owned a pair since junior high.
I recognized him before he recognized me. I was wearing the Boston Red Sox baseball cap I ordered him to wear. He said that he was a Mariner’s fan. I wished him my condolences and told him the get a Sox cap. He agreed.
“Shannon?” He asked as he approached.
“Trevor!” I responded.
I turned immediately and introduced my friend, “Trevor, this is Jan. She’ll be joining us this weekend.”
His jaw worked up and down as if he were trying to say something but not even a babbling came out.
I picked up the conversation for him, “Don’t worry, Jan’s cool. I let her in on our understanding. She won’t tell anyone, and if you want, will even stay in the next room if you want.”
Staying in the next room would be difficult as we were renting a room at a hotel. So the only “next room” was the bathroom, and Jan was not going to stay there all night. I certainly did not want to meet a man for the first time at my house. If it went bad, it would be bad enough that he knew what city I lived in.
He finally got control over his speech again even though it was not eloquent. “OK,” was about all he could manage.
I amazed him by getting through the Boston traffic to the hotel unscathed and with only two obscene gestures from fellow motorists. I asked him if they drove like this in Seattle. He told me that in Seattle, they don’t drive, they get out on I-5 and park.
We checked into the hotel, went up to our room with curious glances … two women, one man … each with baggage? We took some time out to unpack. Trevor was very interested in the assortment of Keds I brought along. For my part, I noticed he pack his pair too.
“Oh, those are cute.” I told him. He blushed perceptively. But I went on. “You can wear them when we go out tomorrow.” We were not going to spend the whole weekend in the hotel. I had planned to take in a Red Sox game, and to visit some of the historic sites that abound in Boston.
Also on the agenda was to dine at a couple of restaurants. In fact, that was the first thing we agreed upon as we were all hungry. I put Trevor at ease and explained that since he was not planning on Jan coming along, that she would pay her own share. Trevor wouldn’t hear of it. I don’t know if he was trying to impress us or was just being a gentleman, but Jan and I both appreciated it.
We ate at an Italian restaurant on the north side – what else? Throughout the meal, I made it a point to cross my legs in such a way that he could look at my sneakers. And look he did.
Eventually we would have to come down to what we were really going to do. Retiring back to the room, I instructed him to take off his clothes.
We had discussed this before he came. There was absolutely no expectation of sex. There wasn’t even an expectation of anything other than our mutual interest in his fetish for Keds.
Trevor looked from Jan to me and back again. Now that he was put on the spot, I wasn’t sure he could do it. I offered, “Do you want Jan to leave now?” I was getting more confident with his conduct.
He hesitated just a little and said, “No. Let her stay. If I’m going to do it, I’m going to do it.”
Slowly he removed his shoes and shirt. The pants took longer to find their way in joining them. The undershirt went next, and then he stalled.
I don’t know why. He wore boxers, but I could still see that he had a penis behind them. I reached down to the floor where he had put them and handed him his Keds. “Here, put these on. Maybe they’ll help.”
He put his foot into one and then placed it on the bed to lace them up. In doing so, he stuck is butt out at Jan and me. She mouthed silently, “Cute buns!” I had to stifle a giggle. He got the other shoe on as well giving us another show. When he turned around again, it was quite obvious that he had a penis behind his boxers!
“OK big boy, you can do it.” And he did. He slid down the boxers, stepped out of them and stood before us. I had my share of boyfriends, and I’ve seen some magazines and been on line, so I know what penises look like and I appreciate that, like snowflakes, no two are exactly alike. A man’s penis is as unique as his face.
Trevor’s face was not Hollywood hansom, but he was not a bad looking man. His penis, on the other hand, could star in any movie where aesthetics counts. Porn magazines and pictures do not do justice to penises. They all think that bigger is better. While not of the gargantuan proportions of porn fame, Trevor’s penis was of reasonable size.
What made it so attractive was how it was shaped. It was circumcised, tall and straight, had a beautifully shaped head, and just the right amount of veins in it. It bobbed perceptively with the beating of his heart.
I decided to try something simple to start off with. “Go into the bathroom and fetch a towel.”
I think he could figure out what was coming next.
I pulled a chair around and showed him where I wanted the towel. “Now kneel in front of me and jerk off.” I commanded. Jan took her position on the bed so she could watch.
I looked over at her, “Have you ever seen a boy jerk off before?”
“Well, no. Sort of. Well, I did see some pictures. I mean what woman hasn’t?”
Neither had I. So this was going to be a first time for us both.
“What about you Trevor, have you ever jerked off for a girl?”
He just shook his head.
“Great,” I thought, “The blind leading the blind.”
I nodded and Trevor began jerking.
I crossed one leg over the other and lifted it so my sneaker was directly in front of his face.
He bent to kiss it, but I gently pushed his head away with my foot. “There will be time for that later, sneaker-boy. Right now, Jan and I want to watch you jerk off and come.”
He must have been quite horny as it took him almost no time to start squirting his stuff. This was another pleasant surprise for me. I read enough stories and saw enough pictures to know what an ejaculation should look like. I also know that these accounts are exaggerated. Trevor’s come was on par with the best of those depictions. He shot it far, he shot a lot of it, and it just kept coming!
“That performance is worthy of a reward. You may kiss the toes of my sneakers.” This he did for a couple of minutes before I called him off. When he got up, I was surprised to see that he was still erected! “Boy, he has it bad,” I thought.
After having Trevor clean up his mess, the three of us sat around sipping some wine that Jan thought to bring along.
I had to admit that I did not think this adventure through. I knew I would meet with Trevor, I knew we would do Sox, dinner and digs (history) and I knew that he had a fetish for my Keds. What I didn’t know was what to do with it. I didn’t put things onto a spreadsheet, and I did not check them off as I accomplished them.
