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I work in the tailoring department of a high-end department store.

Usually a male tailor measures the male customers, particularly if it’s for pants, but the other day a customer was in a hurry and I was the only tailor available. The sales clerk explained that the guy needed a tux altered in a rush because he was in town for his father’s wedding and his luggage had been lost. If I’d had any warning, I would have dressed differently that day, as I knew he’d get an eyeful of my cleavage if he looked down while I was working, and I haven’t met very many men who can resist a look at my 34Ds when they’re on display.

The guy was cute and looked to be in his twenties, about my age, and he was in a gorgeous designer-label tuxedo — my Achilles heel. Men in tuxes are so freaking hot! Then I realized that we’d gone to high school together, and I’d had a huge crush on him. Shit!

We did that awkward “get superficially reacquainted” dance as I took care of the jacket, but just before we got started on the pants, the clerk was called away. Great. Now I had to ask Brendan which way he hangs. I was blushing before I even opened my mouth and couldn’t look at his face as I asked, “Do you dress to the right or the left?”

When he didn’t answer me, I looked up and saw a huge grin on his face. “Brendan?”

“Sorry,” he said with a laugh. “I’ve never had a hot chick ask me that question. I really want to tell you to see for yourself.”

“That would be inappropriate, sir. I’d prefer not to lose my job today.” I winked as I said it, making sure to send a clear message that, despite what I’d said, I was interested.

He ran a finger down the side of my face and across my collarbone as he said, “Darlin’, I want to do so many inappropriate things to you that I don’t even know where to start.” As his hand moved down to my tits, he chuckled and added, “I spent four years of high school dreaming about these breasts, and they look even better now than I ever imagined.”

“Oh, please,” I replied, shocked. “I spent high school dreaming about you. You never looked at me twice.”

“Sophia, you couldn’t be more wrong.” He took my hand and put it on the impressive bulge in his pants. “You did this to me every day. You’re the reason I was never without a notebook.”

Brendan’s hand slid into my top and pinched my nipple through my bra, making me gasp as I rubbed and squeezed his hard shaft. “I wish I could take you right now, but my father is expecting me in an hour. How about dinner tonight?”

“I have a better idea,” I said, giving him a wicked grin. “Let’s get the pants measured first, then I’ll tell you where to meet me in 15 minutes.”

Fortunately, the pants just needed to be shortened, though we had to work around Brendan’s hard-on. I told him how to get to the storage closet while I wrote up the slip and he changed out of the tux.

He met me a few minutes later, and I pulled him in and shut the door. My coworker was due back from lunch soon, so we didn’t have much time. Brendan yanked his shirt and jeans back off, then started to undress me. I was naked in no time, and he reached between my thighs to finger my pussy. He murmured his surprise at finding me wet and ready, but that didn’t stop him from getting me even wetter. His very talented fingers were circling my clit and stroking my G spot, and I came almost instantly. My juices coated his palm, and before I had a chance to think about what would happen next, he got down on the floor, pulling me with him.

He pushed me onto my back and spread my legs wide. Then he positioned himself between my thighs, aimed his cock at my dripping pussy, and thrust into me. I’d imagined fucking Brendan a thousand times as a teen, without really knowing how great sex could be, but none of my fantasies compared to this. He thrust at just the right speed and angle, and touched me in all the right places. I bucked against him, unable to get enough.

His lips trailed down my jaw and along my neck as he fucked me. Then he moved his head down to suckle a nipple, and I went crazy. I was moaning loudly, almost beyond caring if anyone heard me.

Soon enough I felt his dick pulsing inside me, then he pulled his head up from my chest and let out a low groan. That was it for him, and a moment later he was coming. As the first shot went through me, I exploded, coming again.

He didn’t stop thrusting until we were both finished. Then he pulled me into his arms and spooned me for a minute. Afterward, we got up and scrambled to get dressed, making plans to meet later for dinner.

Even better, he came in the next day and asked for another fitting, just to make sure there wouldn’t be a problem. The sales clerk was at lunch, so I sucked him off during the fitting. We spent the rest of his trip screwing every chance we got, scratching every itch we had left from our high school lust.

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A Good Measure

  • 1

Storyline

I work in the tailoring department of a high-end department store.

Usually a male tailor measures the male customers, particularly if it’s for pants, but the other day a customer was in a hurry and I was the only tailor available. The sales clerk explained that the guy needed a tux altered in a rush because he was in town for his father’s wedding and his luggage had been lost. If I’d had any warning, I would have dressed differently that day, as I knew he’d get an eyeful of my cleavage if he looked down while I was working, and I haven’t met very many men who can resist a look at my 34Ds when they’re on display.

The guy was cute and looked to be in his twenties, about my age, and he was in a gorgeous designer-label tuxedo — my Achilles heel. Men in tuxes are so freaking hot! Then I realized that we’d gone to high school together, and I’d had a huge crush on him. Shit!

We did that awkward “get superficially reacquainted” dance as I took care of the jacket, but just before we got started on the pants, the clerk was called away. Great. Now I had to ask Brendan which way he hangs. I was blushing before I even opened my mouth and couldn’t look at his face as I asked, “Do you dress to the right or the left?”

When he didn’t answer me, I looked up and saw a huge grin on his face. “Brendan?”

“Sorry,” he said with a laugh. “I’ve never had a hot chick ask me that question. I really want to tell you to see for yourself.”

“That would be inappropriate, sir. I’d prefer not to lose my job today.” I winked as I said it, making sure to send a clear message that, despite what I’d said, I was interested.

He ran a finger down the side of my face and across my collarbone as he said, “Darlin’, I want to do so many inappropriate things to you that I don’t even know where to start.” As his hand moved down to my tits, he chuckled and added, “I spent four years of high school dreaming about these breasts, and they look even better now than I ever imagined.”

“Oh, please,” I replied, shocked. “I spent high school dreaming about you. You never looked at me twice.”

“Sophia, you couldn’t be more wrong.” He took my hand and put it on the impressive bulge in his pants. “You did this to me every day. You’re the reason I was never without a notebook.”

Brendan’s hand slid into my top and pinched my nipple through my bra, making me gasp as I rubbed and squeezed his hard shaft. “I wish I could take you right now, but my father is expecting me in an hour. How about dinner tonight?”

“I have a better idea,” I said, giving him a wicked grin. “Let’s get the pants measured first, then I’ll tell you where to meet me in 15 minutes.”

Fortunately, the pants just needed to be shortened, though we had to work around Brendan’s hard-on. I told him how to get to the storage closet while I wrote up the slip and he changed out of the tux.

He met me a few minutes later, and I pulled him in and shut the door. My coworker was due back from lunch soon, so we didn’t have much time. Brendan yanked his shirt and jeans back off, then started to undress me. I was naked in no time, and he reached between my thighs to finger my pussy. He murmured his surprise at finding me wet and ready, but that didn’t stop him from getting me even wetter. His very talented fingers were circling my clit and stroking my G spot, and I came almost instantly. My juices coated his palm, and before I had a chance to think about what would happen next, he got down on the floor, pulling me with him.

He pushed me onto my back and spread my legs wide. Then he positioned himself between my thighs, aimed his cock at my dripping pussy, and thrust into me. I’d imagined fucking Brendan a thousand times as a teen, without really knowing how great sex could be, but none of my fantasies compared to this. He thrust at just the right speed and angle, and touched me in all the right places. I bucked against him, unable to get enough.

His lips trailed down my jaw and along my neck as he fucked me. Then he moved his head down to suckle a nipple, and I went crazy. I was moaning loudly, almost beyond caring if anyone heard me.

Soon enough I felt his dick pulsing inside me, then he pulled his head up from my chest and let out a low groan. That was it for him, and a moment later he was coming. As the first shot went through me, I exploded, coming again.

He didn’t stop thrusting until we were both finished. Then he pulled me into his arms and spooned me for a minute. Afterward, we got up and scrambled to get dressed, making plans to meet later for dinner.

Even better, he came in the next day and asked for another fitting, just to make sure there wouldn’t be a problem. The sales clerk was at lunch, so I sucked him off during the fitting. We spent the rest of his trip screwing every chance we got, scratching every itch we had left from our high school lust.

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