College experimentation TWO MM spanking and sex gifs and VIDEO

I woke up before him the next morning, and went and took a shower.

He was up and waiting  when I returned.

"Did you jerk off in the shower?"
I can't tell a lie, I really can't with a straight face, and said, "Yes ...sir."
He pulled a cane and beltout of his closet. 
Where the hell did THOSE come from?
"Lie down on the bed, put a pillow under your hips."
I did and he tied down my ankles and wrists so I was spread eagle and

I was sobbing when he stopped.

"Now," he said, taking down his briefs, "Get to work."

I sucked him til he was rock hard and moaning, and he untied me and said, "Stay on your belly."
He got on the bed behind me and 

I moaned and cried while he fucked me hard.
He spurted inside me, and pulled out and said, "Stay there, I wanna watch my cum dribble out your ass."

"Okay, fine," he said, "Let's get ready for class."

We dressed and went our separate ways.
I was the first one to return, stripped down 

and started on homework.
He returned shortly thereafter, and stripped to his TW.
"Did you jerk off before I got back?"
"No SIR," I said, emphatically.
"Look at me."
I turned and looked.

"I've been thinking about you. Get your briefs off."
I did 

"Now kneel on the bed."
I did and he got behind me, stuck his cock in my ass, and rode me hard."

He shot his load inside me, pulled out, and said, "Now, let's get our underwear on and do some homework before dinner."

He started dressing for dinner, and as I started, he said, "Don't dress yet. Bend over, hands on the bed. I want to watch you wiggle in your chair at dinner."
I bent over and he vigorously applied a paddle to my bottom.

He stopped, and I dressed and we went to dinner.

College experimentation ONE MM spanking and sex VIDEOS

I arrived at my college on the day before classes arrived.
My as yet unmet by me roommate was already in ...
I entered, and saw him standing there 

He blushed, a little, and smiled, and said, "Oh. Hi. Hope you don't mind... I still wear tighty whites as you can see, and I prefer to wear nothing else when I'm in my room or..."
"Okay by me," I said, smiling, and I dragged my stuff into the room, then stripped down to my own tighty whites.

The next morning, I got up and saw him standing ...

and I couldn't stop staring at it.
He smiled. "I usually wake up like this, and I tug it off in the shower. Um, you like ...cock?"
"Well," I said slowly, "Yeah, but only in my fantasies, so far, no experience.'
"Let's get you some experience, then..." and he pulled them down and said, "Get over here..."
I did and he groaned and gasped...

"You like it in your ass?" he asked.
"Again," I said looking up, "No real experience, but I've ...uh... put dildos up there..."
"You want the real thing?"
"..Yeah.."
"Then ....get up here, naked on your hands and knees."
I did. He got behind me, slid his cock into my rectum and 
I moaned and groaned...

then he gasped ...and I felt him cum inside me and he pulled out and 

"That's a lovely sight," he said. "Now, we need to shower and get to class."

I had a later final class than he, and so returned to the room later.
He was there holding a belt and smiled and said, "Get undressed."
I did, and he said, "You were a very naughty boy this morning, sucking some guy's dick,then letting him fuck your ass, and you're getting a belting. Bend over, hands on the chair."
Slowly I did and 

then he stripped naked, showing his big erection, and said, "Suck my dick..."
"But  ... you just belted me for that," I said.
He picked up another strap, and said, "Get back over the chair."

He strapped my bottom and I started sobbing.
"Now then," he said, sitting down, "Get to work..."
I knelt between his legs,took his cock in my mouth while he said

He moaned and said, "Okay, I'm ready, bend over, hands on on the bed ...

and he fucked me  ...

until I could feel his hot cum spurt inside my butt.
"Oh, that was gooood," he said, pulling out, "Now I'm gonna take a nap before dinner."
He lay down on his bed.
I lay down on mine and jerked off...

We got up and dressed, and went to dinner.
When we returned to our room, he said, "Did you masturbate while I was napping?"
"Yes.."
"Did I give you permission?"
"Uh no..."
"Then I'm going to punish you. Get undressed."
He sat in a desk chair.
My bottom was still red from the previous belting, but no matter to 
him.
I went over his lap and 

he paddled my bottom as I sobbed.

He pushed me up and stood up and undressed and said, "Now get to it."

He had me lay back, stuck his cock in my mouth, and rammed his finger in and out of my ass while I sucked him.
"Oh..." he gasped. "Enough for now...   get up, bend over, hands on the bed."
I did, he stood behind me and pushed his cock in my ass and 

He gasped and spurted inside me, and pulled out.
"Excellent," he said, as he backed away, and put on his tighty whities. "Now I have a reading assignment to do before tomorrow."
I groaned, and got up, rubbing my bottom, and I pulled on my tighty whities.
"Remember, no masturbation without my permission."
I made a face, then said, slowly, "Yes ...sir."
He smiled and nodded.

37 I hooked up with a friend for a caning and fucking MM VIDEO

Required to wear TW only, in the house VIDEO

My 18th birthday.
I wasn't due to finish high school for another 6 months, and I had a job I liked, so I didn't intend to go away to college for like 21 months.
So that night I went out with friends.
Some brought alcohol.
I had too much, and well, Dad picked me up at the police station. 
Home and 

The bottom blistering he gave me was memorable.

I went to bed.

Dad and Edith, my step mom, woke me up the next morning.
Groggily, I sat up.
"We've made a decision," said Dad. "When you are in the house, you will ONLY wear white briefs. No fancy boxers, no other colors, only tighty whities. You will undress in the foyer, and leave any clothes you might be going out wearing, in the foyer. Do you understand, tighty whities ONLY in the house."
"Y..yes, Dad."
"Good."
Eventually, I got up and walked through the living room.

and grabbed a cup of coffee and went into the back yard:

Dad come out. "Come inside, now."
I did.
"We're still upset about last night."
"As .. you should be. I'm really sorry..."
"We plan to make sure you are very sorry."
He sat down and beckoned me over his lap and 

"Now stand up, and bend over, hands on the table there."
I did  and 

I was sobbing.
"Not done yet," said Dad. "Stay there, I'm getting my belt."
He walked away and returned and

I yelled and moaned louder, and sobbed.
"Now bend over the table, all the way."
I did and 

I sobbed and cried at each painful stroke.
He stopped and said, "Now go to the corner there. Briefs down to your ankles, on your knees, hands behind your back. Stay there until your step mother or I say you can come out."

There I knelt, sniffling, wishing I could rub my hot throbbing bottom.

From then on, I only wear TW in the house.
If friends came over, whether mine or theirs, I wore only TW. If the doorbell rang, I was told to go to the door, wearing only TW.

32 Caned on the seat of my TW then on my bare bottom

FIRST