I couldn't stop thinking about my encounter with Mark. I was pretty sure I still liked girls, but I was so hot for Mark! I longed to kiss him, undress him, stroke his cock and slide it in my mouth again. And have him do the same for me.
I got to see him four days a week in gym class, and loved watching him strip to his boxers and A-shirts. The rest of the guys in class, including me, wore tighty-whitey briefs and colored t-shirts, but Mark transferred here from Dallas, and all the guys there wore white boxers with little patterns and white A-shirts. During our encounter last week, Mark let me try on his underwear, and I liked them so much, I was determined to switch myself.
Every year for Christmas, along with our other presents, my mom would always buy my little brother and me new underwear, white briefs from JCPenney. My dad always got a pack of boxer shorts, but I never really thought about them before. I never saw him in his underwear, and besides, men wore boxers, boys wore briefs. However, now that I was eighteen and a senior, I could start dressing more like a man.
My mom was fixing dinner, and I was setting the table. "Mom, are you planning on getting us underwear for Christmas again?"
"Huh? I guess I was thinking of that again. Why, do you want something special?"
"Yeah. I was thinking of trying boxer shorts and A-shirts. Some of the guys in gym class are switching to them. They seem more for older guys."
My mom laughed. "Well, I guess I didn't think of that before, but sure, I suppose I could pick some up for you. Do you want to pick them out with me?"
Be seen shopping for underwear with my mom? "No, that's okay, surprise me. The guys are wearing white boxers with little patterns. I'm not sure where their moms get them from. You can probably try Penney's. I'd also like to try some A-shirts if you can find some."
"I'll see what I can do."
"Thanks, Mom."
I started imagining what kinds of shorts she would get. Mark had shown me his underwear drawer, and he had a lot of variety.
The next day at school, Mark asked me if I wanted to help him with his algebra again. He winked at me and smiled, and I flashed a big smile back. "I'd love to."
As we walked to his house after school, I told him how I asked my mom to get me some boxers too.
"Cool, man! You looked so good wearing my boxers. I can't wait to see you wearing some new ones. I hope I don't get a hard-on watching you undress in the locker room."
"Now you know what I have to avoid when I see you undress!"
We got to his house, and as usual, his mom was working. We had about three hours.
"You want to wear my underwear while we work again?"
"You bet! Pick me out something hot, and I'll call my mom to let her know I'll be late."
I set out our math books, and Mark came back with a pair of white boxers with little blue diamonds and an A-shirt for me. I undressed and slipped on the clothes he gave me, while Mark striped down to his yellow boxers and A-shirt. We checked each other out and smiled. Mark kissed me, and we sat down to do homework.
Mark kept sliding his hand to the tent in my shorts, and I pushed him away. "Man, we'll never get this done if we start that now. Tell you what - you finish your assignment and I'll check it over. If you get 80% right, I'll give you a 'B' for 'blowjob'. How's that?"
Mark laughed, "Wow, that's incentive! If I had that offer before, I'd be a math genius by now!"
We worked on our homework. I helped Mark out with a few questions, and soon he was done. I checked over his work - 13 right out of 15 - 87%. "You pass! Now, let's give you your reward."
Mark slid his chair back from the table, and I kneeled down in front of him. I opened the fly in his yellow boxers and pulled his hard cock out. "Mmmm, somebody looks good enough to eat!"
I gently kissed his soft cockhead and ran my tongue around the rim. Mark moaned in delight. I slid my hand around the shaft, and slid his cock in my mouth. I lightly sucked on his throbbing member, as I jacked it in and out of my mouth. I wanted to please him so badly, and I loved hearing his little moans of delight. It was so sexy sucking him off in his shorts, and before he knew he, he yelled 'I'm cumming!", and he shot his load in my mouth.
I gulped as I tried to contain the cum explosion. He was so warm and salty. I licked off thick strings of his wad from his cock, smacking my lips as I swallowed them. His cock clean and getting limp, I moved up to sit on his lap and kiss Mark's soft lips. He slid his tongue in my mouth, eager to taste some of his cum on my lips. We kissed for some time, exploring each other's mouths, until my throbbing cock was poking him in the belly, and he laughed, "Your turn".
We switched places, me sitting on his kitchen chair, and Mark kneeling at my feet. He pulled my hard cock out of the fly of the boxers, and slid the whole length down his throat. Mark bobbed his head back and forth, my cock sliding all the way in and out of his mouth. I placed my hands on his head, and gently caressed his hair as I guided him. I was so aroused, sitting there in Mark's boxers with the little blue diamonds, as I watched my cock disappear in his warm mouth. In no time, I felt my balls quivering, and I shot a huge load in his mouth, Mark gagging as he swallowed my seed. I saw some dribble out of his mouth.
Mark pulled away, and I guided his face to mine, licking my cum off his chin and kissing those sticky lips. He sat on my lap, and we made out as before, kissing and caressing.