Welcome back lovelies. With Valentine’s Day right around the corner, I thought this would be the perfect time to share with you all the tale of my first V-Day in the bondage fetish world. Mmmm I remember it like it was yesterday…
As you may recall, my first exploration into this exciting world was as a mistress—the dominant one—which was tantalizing; but there was still this obedient little girl inside me who craved a heavy hand and boy did I find that heavy hand with Beau Bailey. Oh my goodness Beau! For three glorious months he took control and treated me like the naughty girl that I was—I am—and I loved every second of it. But I’m getting ahead of myself.
It all started about a year ago. I had just began exploring this new naughty side of myself that I didn’t know existed and I was still a bit shy and filled to the brim with curiosity. My friend Tiffany was living at home with her parents at the time and I often ended up staying at her place after long nights out. I will never forget the first time I laid eyes on her gorgeous, burley father—all 6 foot 5 of him.
The second Mr. Bailey and I shook hands I could tell there was an incredible energy surging between us. When our eyes met we both knew there was something there that needed to be explored. The whole first night was filled with lingering gazes, “accidental” touches and a palpable sexual energy hanging in the air between us. Tiff and I had dinner with her parents that night before going out and when we returned from a night of dancing and tequila shots Mr. Bailey was still awake, sitting on the couch reading.
Tiffany passed out within moments of our return and I slipped into the kitchen for a glass of water. When I closed the refrigerator door I was suddenly face to face with Mr. Bailey; he had snuck in so silently that I gasped with surprise when I saw him standing there.
“Hi there,” he said in that sexy, bassy voice that I would later come to crave. I wanted him so badly that my pussy became instantly wet. I could barely look at him, let alone speak. My only response was a coy smile and a faint wave.
“Did you girls have fun tonight?” He asked.
“Sure,” I replied, just barely finding my voice.
I felt like he could see right through me. It was like he could see that I was shy on the surface but he knew there was this very naughty girl brewing inside me ready to explode. He was a college professor by trade and I could tell he was dying to be my BDSM teacher, and I was definitely dying to be his student. That first night was all about feeling each other out, trying to get a read on one another to make sure we were on the same page. We talked—and flirted and made subtle implications—until 5AM that night. By the time we parted ways for bed we both knew what the future held for us.
The next time I went over to the Bailey home I convinced Tiffany that it would be fun to stay in and hangout with her parents. I can’t even explain the tantalizing excitement that surges through your body when you are sitting across from the wife of a man you plan on fucking later and sharing a bottle of wine with her. Beau and I made sure to get Tiffany and Mrs. Bailey nice and liquored up and when they went off to bed our time to play had finally arrived.
“You’re a sweet little thing with a naughty, naughty side aren’t you?” Mr. Bailey asked as he caressed my cheek and I nodded in agreement. “You need a real man to teach you how to behave, don’t you?”
This time I had a response, “yes sir, I do.” As the words escaped my lips the fire in his bright green eyes ignited. I could see the bulge in his pants growing already and I was quivering with anticipation wondering what he might do to me.
He took my hand and led me to the den, sliding the pocket door shut behind us. Even the sound of the wooden door sliding against the track was arousing. I was yearning for him to treat me like the naughty little slut that I am. Oh my goodness that first night was filled with thrilling spankings, punishments and pleasure like I had never before even imagined…but I set out to tell you about my first Valentine’s Day in this world so I’ll save this full story for another time.
Valentine’s Day came a little less than a month after Mr. Bailey and I began our wicked affair. He had to spend the night with Mrs. Bailey of course, but he told me he had a special afternoon in mind for us. He instructed me to put on my tiniest schoolgirl uniform with a trench coat over it and meet him in his classroom at exactly 12:15PM; and like a good girl, I obeyed.
When I arrived, I was surprised to find the classroom filled with studious college students so I took an open seat in the back. Five minutes later Professor Bailey dismissed the class and said, “Miss J could you please come see me before you leave.” I waited for everyone to file out and then I made my way to the front of the room.
“Miss J, I’ve noticed the quality of your work has been slipping lately and that is simply unacceptable. What do you have to say for yourself?” He asked in a stern voice.
“I’m so sorry Professor Bailey, it’s just that—“
“I don’t want to hear excuses Miss J.” He snapped before I could finish. “I just want to know how you’re going to make up for it.”
“I’m willing to do anything, sir.” I replied, looking up at him through batting eyelashes.
“Good.” He said with the sexiest crooked smirk across his face. Then he backed up silently and took a seat in the chair behind his desk. “Now come stand in of me and take that coat off.”
I did as I was told.
After staring at me in silence for what felt like hours of agonizing suspense he slowly stood up and approached me. He ran his fingers down my cheeks, then over my perky breasts, down my quivering stomach to my thighs, and then he slowly reached up my skirt to gently pull down my now wet panties. With each touch I was already moaning with ecstasy.
Suddenly his whole demeanor changed as he roughly grabbed my thighs, lifted me up and slammed me down on his desk. “You’ve been a bad girl and I need to punish you with my rock hard cock. But you are not allowed to come until I have given you permission. Understood?” Lips parted and breasts heaving up and down with each heavy breath, I nodded in agreement. “I need a verbal confirmation, Miss J.”
“Yes, sir. I understand, Sir.” I responded in a whispery gasp.
Then without another word his thick rod was thrust inside me. I couldn’t help but let out a loud, “Oh God!”
“Mmm. You’re so wet, Miss J. You are a naughty little slut aren’t you?”
“Oh…My… Yes. I am.”
“You needed to be punished, didn’t you?”
I was on the edge of euphoria, not sure how I was going to stop myself from exploding with ecstasy when he said, “Not yet Miss J, or I will have to punish you all over again for being disobedient.” And I wasn’t really sure if that would be such a bad thing, but I obeyed anyway.
Every thrust was pushing me closer and closer to the edge when finally he called out, “Come with me baby!” And I did. We did. And it was magically euphoric.
Once our breathing had calmed, we put ourselves back together and got ready to leave.
“Thank you for your time, Miss J. And don’t let me catch you slipping again.” He called after me as I walked out of the classroom.
That was the first of many encounters that Beau and I had in his classroom—oh, and I was reprimanded during his office hours a few times as well—and if you’re lucky, I’ll share more stories from our three month affair with you down the line.
Now that I am all wound up from remembering these scandalous details I have to go unleash my pent-up frustrations on someone else. So until next time…