I still keep in touch with my babysitter Lori. I'm in college and it seems that she thinks I need her to keep me in check because of my behavior. She always promises me discipline punishment and spanking to keep me from screwing off.
To refresh the memory, Lori is about seven years older than I am and she has been my babysitter for a long time. I am now nineteen and in my freshman year of college. Lori about twenty-six years old.
Lori gives me the usual discipline punishment and spanking routine over her knee. She informed me before I left that if she had to come up here to the college to administer a spanking, she definitely would. She doesn't give a shit if we get caught or not, or who knows about it.
I call my babysitter on Thursday afternoon. Being honest with her, I tell her that I am screwing off sometimes and slacking this month. Lori, in turn, says that she's coming up to give me an over-the-knee spanking.
Lori over the phone says, "So, what are you telling me? You've been screwing around?"
"Yes, Lori, I can't lie to you. I never can and never will."
"So what are you telling me, that I have to come up there and spank you for screwing off?"
"Yes, Lori, and I'll prepare for you by the time you get here."
"Yes, that's right and be ready. I'll be leaving in the morning so when you get out of class, I'll be there waiting. "
"Yes, of course, Lori."
"We will go eat first and when we get back, it's punishment time."
"Lori, It will do me some good."
"Yea, I know you're looking forward to it, you naughty boy."
"Yes, I am and I need it too."
"Have a good night tonight. No jacking it off and I love you."
"I love you, Lori."
I decide to go to bed around twelve tonight after watching some Tv. My roommate John has already turned in for the night. I fall asleep no problem since I know I have to report to school tomorrow too, besides seeing Lori afterwards.
I awake about seven-thirty. My classes start at eight-thirty which leaves me plenty of time to get ready. As I'm having coffee I receive a text from my babysitter, Lori already. It says, "Okay, I'm leaving my house at ten-thirty so I'll be there at twelve-thirty or so. Don't make me wait for you, buster, or else."
I reply, "Okay, Lori, I'm up and ready."
In the fifth and last class of the day before the weekend I think of her and her arrival. It s nearly twelve-thirty now the class is almost over. My new friends, Kelly and my roommate John want to get together with me but I have to tell them a friend is coming over and we'll be quite busy. I start to mention we may go get something to eat and talk about. They leave it at that.
I start walking and I get near the parking lot, Lori is there waiting for me. She's dressed very nicely and professionally. She's dressed like a secretary, wearing a black leather skirt and a solid white button-down shirt. Her soft black leather pocketbook is new. Her shoes are medium heel black stiletto shoes. The smell of leather is all over her. There's something sexy about a woman in leather.
Lori says, "Hey there, buster." We hug and greet and kiss on the lips and let go.
I reply, "Hey, how was the drive here."
"I did okay coming up here," Lori replies.
"That's good though."
"Okay, so you want to go get something to eat before our business? "
"Yes, Lori, of course."
"Okay, get in the car."
She drives a new black dodge charger. It is extra clean and is smelling extra good. It smells of leather inside the car too and I love it. The seats are made of black leather. She seems to like it too. There's a blue hard case suitcase in the back seat too.
Lori begins to ask, "Should we do Starbucks?"
"Yes, Starbucks is fine."
"Okay, away we go."
She drives us off to Starbucks and decides were going to hang out for a while. We get to Starbucks and she pulls in the fifth spot and turns the car off.
Lori begins to ask, "Hey, so what's the story with you? Why are you screwing off?"
"I just miss you, so I began slacking off, I think, to get attention."
"Okay, what am I going to do with you?"
"Give me a spanking? I want to be with you."
"We are together, Steve."
"I miss our together time."
"Yes, I do too but I have been firm with you about this."
"I did meet other friends but I've known you for so long."
"I am not going anywhere, Steve."
"Okay, promise?"
"I promise and before I go, I'll give you the spanking you desperately need."
"Shall we go inside, Lori?"
"Yes, we shall."
"Okay, stay there."
I get out and open the door for her and hold out my hand. She takes my hand and holds my hand softly. I hold the door open for her as we walk hand in hand into Starbucks.
We start to order two grande coffees. I pay the barista and receive the coffees. We begin to dress our coffee at the condiment counter adding sugar in the raw and a splash of milk. We sit at a table across from one another connecting our hands. Her hands are so soft as we talk about our relationship over coffee and where it is going. Lori and I decide to take the relationship to the next level. We start to talk about the future together.
We arrive in the parking lot and get back to the dorm. I'm told to grab her suitcase and carry it for her. I open the door for Lori again and shut her door. She locks her door and pockets her keys. I carry a suitcase which doesn't seem heavy. We get to the dorm room without anyone noticing. My roommate, John, and Kelly seem to still be out.
"Okay Lori, no one's here, good."
Lori says, "I know I'm happy about being able to be with you."
I reply, "Yes me too."
"You want to get started."
"Yes, please."
"Okay, first pull your pants down."
My penis begins to grow as I pull my pants to my knees. She stands tall and firm as she shows firm control over me. Lori stands over an inch taller than me without her heels. She changes her white shirt blouse and puts on a short-sleeve leather shirt type blouse. She takes out a pair of handcuffs from her suitcase.
Lori starts to say, "Mmmm, you're growing hard already."
I reply, "Yes, Lori."
"That's what I like to see. Are you comfortable?"
"Yes, I'm very comfortable."
"Walk towards me."
"Yes, Lori."
"It's Mistress Lori to you."
I walk towards her and put my hands in front so she can cuff me. She takes the handcuffs and cuffs my hands in front of me. She pulls my boxers down to reveal my hard penis. Lori sits down on the chair, licks her hand and starts to jack me off as I stand still. My penis throbs in her hand as she works it. She works it faster, yanking on it.
Lori says, "Step out of your boxers I have these for you."
"They look like girls' bikini briefs."
"Yes, they are but they're unisex, put them on as you will be taking your spanking punishment in them."
"As you wish, Lori and I kind of like them."
"You're silly."
I agree as I step into them she helps me in them and pulls them up. I feel sexy in them as they held my penis in one. spot. Although they feel embarrassing, they do feel good and she wants it this way as well.
"Now, over my lap, you go."
"Yes, Lori."
I feel her hand grab me as I'm put over her lap. I'm now over my babysitter's lap again taking a spanking. It's where I want to be. I feel my hard-on in my new girlie panties pressing her leather skirt-clad lap. I feel comfortable submitting to my babysitter over her lap.
Lori begins to say, "Okay, I will now start the spanking. Are you ready for your punishment?"
I reply, "Yes!"
"Yes, what."
"Yes, mistress."
"Yes, mistress what?"
"Yes mistress Lori, I'm ready for my spanking."
"Very well."
I feel her start to rub my ass and then spank me on both ass cheeks with her soft bare hand. I feel stinging already even though we just started. Lori's hand is six in women and not too small. She makes sure it starts to redden up as she examines her work on my behind.