Swim Brief Adventures

Back when I was 18, my parents decided I needed to exercise more and not just spend all my time playing video games. My dad used to go to the local swimming pool every Saturday morning, and Mum suggested that I join him. I hated waking up early but I had no choice but to go, with my dad telling me he would buy some glazed doughnuts for breakfast as a treat, so that cheered me up slightly.

Anyway, I got to the pool in my old pair of black board shorts. When I first got them a few years ago, they were quite oversized but now they fit well. Dad was doing laps in the large pool and he told me I could go in the leisure pool as long as I didn't stay still and actually swam from time to time.

About half an hour into my session, I noticed a guy around my age enter the pool. He had short blonde hair, a nice smooth face and slightly muscular body. But what was interesting about him was he was wearing a pair of tight light-blue swim briefs. In my area, pretty much all the guys my age wore shorts for swimming, so seeing a guy wearing swim briefs was surprising and a bit strange.

As much as I tried not to look at him too much, the guy’s swim briefs looked great on him. They were fairly tight and clung to his body. His butt cheeks looked nice and round and his small bulge was turning me on. He wasn't hard or anything but he seemed to have a decent-sized soft dick. Suddenly, my mind was flooded with thoughts of me wearing one of those swimsuits to swim in. My penis became semi-hard during these thoughts but settled down as I continued swimming.

When my dad said it was time to go, we changed back into our regular clothes and he asked me whether I had a good time. I said it was alright and asked if we could go to the pool's swimwear shop to buy me a new suit. My dad agreed, seemingly glad that I was showing interest in swimming. The shop was quite small so I instantly found what I was looking for - a pair of light-blue swim briefs just like the one the guy had! As I felt them in my hand I marvelled at how soft and smooth the material was. I couldn't wait to try them on!

There wasn't a fitting room at the store so I guessed my size (choosing a slightly smaller size than usual because I wanted a tight fit), took that size off the rack and paid for them. After a delicious glazed doughnut breakfast, my dad and I headed home with my new swimsuit. I quickly went to my room and closed the door. Taking the blue swim briefs out of the bag it came in, I ripped off the tags with my hands and got naked.

Excitedly, I pulled the swimsuit over my legs and onto my crotch. Wow! What an interesting feeling! I instantly loved it and noticed my dick getting stiffer and stiffer inside the swim briefs. I went up to the large mirror which was hung on the back of my door and marvelled at how my hips, butt and boner felt and looked in my brand new swim briefs.

In regards to masturbation, I only had ever used a basic method - hand around shaft, stroke up and down. Now with my new swimsuit, I decided it might be time for a different method. I got on my bed and put my pillow in the middle of the bed. Then I put my crotch on the pillow, face down, and proceeded to slowly hump my pillow up and down.

Instantly, I knew it was feeling better than any time I had done it before. I imagined I was back at the pool with the blonde haired dude and we were swimming together. For a few minutes I humped and humped, gradually changing my speed from slower to faster. Then, an amazing sensation came over me. My balls were tightening, my six inch boner throbbing as I gripped my bed as my cum flew from my penis.

Breathing fast and overwhelmed with shock and surprise, I looked down at my swimsuit to see a small wet patch on the front. I reached inside the swim briefs, to feel my white sticky semen on my hand.  My dick was softening but as I played with the jism on my hands it instantly became hard again. I came a few more times in the next hour, ecstatic at my new method of masturbating.

Overall, it was a great morning and I was looking forward to more swim brief adventures!

***

The week after I ejaculated cum in swim briefs for the first time, I was hooked! It was the holidays, so I was young, free and horny! I would have two masturbation sessions each day: once in the morning after I woke up, and once at night just before I went to sleep. I would wear my light blue swim briefs to bed each night, loving the way they felt during the night and in the morning when I woke up with a boner.

During the day, I would wash them with water and a bit of soap in the bathroom sink. I kept popping boners throughout the day dreaming about that night's masturbation session. I didn't want to do it more than twice a day because I wanted to eject a healthy amount of cum each time.

The night before the weekend, I decided not to jerk off that night or the next morning, because the next day my dad and I were going to the pool again. I thought maybe it would be fun to jerk off at the pool instead! I did wear my swim briefs to bed that night and had a dream about going to a crowded beach and seeing everyone there (men and women) wearing swim briefs and talking to each other as if everything was normal. Strange dream!

The next morning, I woke up to find a clear wet spot on my swim briefs, along with a raging boner. I got ready and wore the swim briefs under my shirt so I could quickly change at the pool. My dad again promised doughnuts after our pool session and that it would be a recurring thing as long as I came swimming with him. Great!

When we got to the pool, I noticed the blonde-haired guy from the previous week already in the pool, wearing his light blue swim briefs! At first I got excited to see him, so excited I became semi-erect, Then for some reason I became a bit worried if it would be weird that we were both wearing the same swimsuit.

After changing into just my swim briefs, my dad headed to the lap pool while I went to the leisure pool where the man and his family were. As I climbed into the pool, the guy quickly glanced at me in my swim briefs and gave me a small smile. I smiled back, examining his face more closely than the previous week. He had kind blue eyes, a small nose and a wide mouth. Not a bad-looking dude at all!

We didn't talk to each other that day, but we did glance towards each other from time to time as we swam around the leisure pool. I learnt that his name was Tim from overhearing his family talking to him. On occasion we would swim past each other and I could make out his bulge in his swim briefs, making my own boner harder.

After a few hours my dad told me it was time to go and as we headed to the change room I was pleasantly delighted that Tim was following us! He was about to leave the pool too, and Tim was right behind us.

Before we changed back into regular clothes, I had to pee so I went to the urinals. Tim stood at the urinal beside me. I knew it was maybe rude, maybe impolite, but I couldn't help it - I glanced at his dick. It was semi erect, smooth and about 7 inches. While it was longer than my own 6 inch penis, Tim's dick was not as wide.

Seeing another guy’s junk got my boner raging. As I finished peeing, it was completely stiff and pointing straight up. Hurriedly, and unsure whether Tim was looking at my dick or not, I slapped my penis back into my swim briefs, headed inside a toilet stall and locked the door. I sat on the seat and immediately I pulled my briefs down slightly, exposing my boner to the air.

The front of my swim briefs were tightly hugging my balls, providing me with a pleasant feeling. The drawstring was still tied so I untied them to loosen the suit a bit. Excited, I began to pump away at my boner with my right hand, while my left hand gently squeezed my testicles through the soft swimsuit fabric. I closed my eyes and my thoughts began to drift back to moments ago, of Tim's dick.

I pumped slowly at first, focusing more on the soft squeezing of my balls. Gradually, I increased my speed, and let out some moans and grunts (not too loud in case anyone was nearby!). I wanted this euphoric feeling to continue forever, but I knew it couldn't. After only a minute or two of stroking, I stopped on a down stroke and let it out. Rope after rope of cum exploded from my penis as my body convulsed. I opened my eyes and saw that it went everywhere - my stomach, the inside of my swim briefs and even the floor of the stall.

My boner became soft once again and I quickly cleaned up and joined my dad again, changing back into regular clothes. My dick managed to stay soft as we walked along the path back to Dad's car and our journey to the doughnut shop. After we ordered our doughnuts, we sat down at a comfortable table to eat them. While I was chewing, my mind drifted back to Tim, his swim briefs and his dick. My boner was rising again and I couldn't wait to have more swim brief adventures!