For three years, I worked with a woman named Stephanie teaching night school. Every evening, we would teach for an hour and a half, take a break and eat, and then teach for another hour.
During those breaks, I got to know her well--she drank a lot, fucked a lot of guys, and seemed to take great pleasure in tormenting them sexually. Her life was a maze of "Marco heard me talking to Jack" drama, and while it was stimulating, it was a world away from my quiet, sexually frustrating marriage. She was a good teacher, though, and we had fun together.
One night, after about a year of this, she was laughing about her weekend. She said the guy she was with lasted about a minute any time they fooled around. He was great with his tongue, and always made her feel great, but couldn't stay hard when he blew his load, so she was left hanging repeatedly. I was squirming at that point, but told her she should give him a blowjob first to slow him down--seemed like good, wildly inappropriate coworker advice!
She said she had tried that, and she almost snorted when she said he came in under a minute from the blowjob, but still couldn't last. At this point, I could feel my cock twitching. Lighting a cigarette, I paused and then jumped in with both feet. I told her I had the opposite problem--I could last all day because it was really hard for me to get off from a blowjob. I loved every minute, but it was a rare woman who could make me cum, and my wife wasn't patient enough. She got me riled up, but then wanted to fuck.
"Poor thing!" was her laughing response.
That's when the awkward pause happened. She exhaled slowly, then looked up at me from her pose against the brick wall of the school.
"Maybe," she said, "you just didn't marry the right woman."
I didn't answer. There isn't really a good answer for that one, is there?
She went on, stumbling a little over her words: "I didn't mean it like that--I just meant you should have married someone who could make you cum like that."
She was actually blushing, even after our conversation five minutes ago.
I decided to let her off the hook a little, so I said, "That's not why I fell in love, ya know," trying to lighten the mood. "It just turned out that way..."
She looked even more embarrassed if anything. "I didn't mean..."
"I know--I'm just busting your balls," I said.
She laughed and looked down again. When she looked up, though, something had changed. Her eyes were challenging. "I could do that for you, you know," she said with a direct stare.
It was my turn to blush. "I bet you could," I said.
One thing I always liked about her was her direct attitude. She dropped to her knees and rubbed her cheek against my swollen cock through the fabric of my pants.
"I mean it," she said.
"I know," I responded, unzipping my fly and pulling out my rapidly swelling 7" cock.
Looking up, she stroked in slowly, smiled and said, "I've always wondered about this!" before she took me in her mouth.
Leaning back against the wall, I could hear the kids in the courtyard, enjoying their break. Not like I was enjoying mine, though! One of Steph's hands gripped the base of my shaft while she moved slowly up and down on my cock. At the top, her tongue would swirl around the head and then she would descend again, taking a little more into her mouth. Pretty soon, she flattened her hand against my abs, gripping me only with her thumb so that she could take more of me. Her other hand moved around to my ass, urging me forward rhythmically, letting me know that it was OK to fuck her mouth.
I ran my fingers through her hair, not trying to control her motion, but to let her know I appreciated what she was doing. Her bobbing stayed steady and relentless. She threw in a few strokes with her hand then, swirling her palm across my most sensitive parts before putting me back in her mouth and lapping at me with her tongue.
Glancing at my watch, I knew we had to finish up and get back to work, so I put both hands on her head, holding her steady. She got the message and relaxed her motion, letting me find the sweet spot I needed to get off, sucking hard when I pulled back and jerking me with her hand. Pretty soon, my cock began to swell and my balls started to tighten up. She held just the head with her lips, her tongue rubbing that sensitive spot below the head, and she stroked me with her slippery hand, jerking me off into the suction of her hot little mouth. Standing up tall, I thrust forward one last time, feeling the cum spurt out of me, feeling her sucking mouth drawing it out, her throat working as she swallowed every drop. When my throbbing slowed down, she squeezed me more firmly, milking the last few drops out of me as I shrank. My cock was clean and almost dry when she smiled up at me and tucked it back into my pants.
With a smile, she stood up, kissed my cheek, and lit a cigarette. With shaking hands, I zipped up and lit one for myself.
"That was amazing," I finally said, smiling back at her.
She nodded and said, "I liked it too. I like a challenge!"
"You definitely won," I told her.
"You definitely lasted more than a minute" was her only response.
Pretty soon, we were back inside teaching, breath minty fresh from the gum, and our attitude vastly improved by the blowjob.
When the night was over, we headed for our cars when the kids were gone. Stopping under a streetlight, she paused. "I'm not going to suck your dick every night, you know?" she said.
"I know that, " I told her. "I'm just glad you did tonight."
"I tell you a lot of stuff about what I get up to because I trust you, and I kinda think it turns you on. I don't want you to think I'm a slut, though..."
