It had been almost a month since I gave Bo his first experience with anal sex.
Needless to say, he couldn’t get enough. As much as I had loved fucking my boyfriend for the first time, I had to be the strong one and force him to wait at least two or three days between each session.
“You know it’s not safe or healthy to have anal sex as often as you want it, Bo,” I had to tell him the Friday before Halloween on the way to my gym. “We’ve talked about this. We’ve looked this up online. Even Michael has told you. Your ass isn’t meant to have a cock in it every day.”
“I know,” he said, obviously dejected. “It’s just so much fun and feels so good. And it’s so – I don’t know how to describe it. We’re finally really – making love. Y’know? Does that make sense?”
“Yes,” I conceded. “I know exactly what you mean. But I’m saying ‘I love you’ every time I kiss you, Bo. I’ve felt like we were making love every time we’ve touched since that first blow job in the mountains.”
“That’s sweet, Daddy! I didn’t know you felt that way,” Bo said.
“But, if anal is what you consider really making love, why aren’t you trying to make love to me?” I asked as I parked in my usual after-hours spot behind the building. “You know I want to try everything you try.”
“I know. I’ve just been so caught up in being your little bottom I haven’t thought about giving back,” he replied, already unbuttoning his shirt before I had the door unlocked.
In a minute, we both were stripping in the empty locker room.
Bo was all over me as he was naked before I even had my shirt off. He caressed and kissed any skin he could reach, stopping me a couple times to kiss my lips.
Locker room showers had begun as his greatest fantasy for us. Once I fulfilled that at work after hours, it had become our favorite after-date place. It was where we finished almost every date – even if we were planning on spending the night in his bed. That night, we spent the evening at the mall walking around, shopping, and eating at the food court.
In the shower, we began our usual choreography of kissing, bathing, and stroking each other. It took us less than three minutes to get clean and hard. I already had made sure I was clean enough for my first anal experience.
I stepped out of the water for a second to insert a syringe of lube and returned to place my hands against the wall with my back to Bo. I arched my back with my ass pushed out inviting him inside.
“Fuck me, Bo-Bo!” I said.
A second later his stiff cock was sliding up and down my spread ass crack before pushing down between my thighs to hit my balls.
He closed to a tight hug and kissed over my shoulders as one hand slid down to find my growing cock.
After a few strokes, Bo pulled back and lifted his cock to push his head against my tight ass hole. He pushed harder than usual. I gasped as his flared head spread my sphincter and nearly penetrated.
“Bo-Bo,” I moaned, pushing back against him. “Keep going!”
He thrust against me over and over, pushing nearly inside, but not quite.
Eventually, he was so close I could feel the throbbing pulse in his swollen head and his hot breath on my back. He spread my tight sphincter so far he had to have more than half his head inside. It felt so good. I realized there was no real pain. My training with butt plugs and dildos had definitely paid off.
As he pressed his cock against my welcoming hole, I pushed back against him. I wanted him inside me so badly I could taste it.
But Bo pulled back.
He reached around my hips and held my throbbing cock in one hand and replaced his cock with a finger from his other hand.
“That feels great, Bo-Bo,” I breathed as he stroked my wet meat and massaged my sphincter with his finger. “But, please! Let me feel your cock inside me! Give Daddy your fat cock!”
He didn’t hesitate to push his flared head against my straining sphincter.
I grunted loudly at the exquisite pain of his thick flare spreading my tight hole wider than even the largest plug I’d tried.
Completely out of control, I pushed my ass back against my friend’s hips to invite his thick meat deeper inside my virgin hole.
I saw stars as I squinted my eyes painfully shut when his massive head broke through my sphincter for the first time. I screamed in the most exquisite pleasure I’d ever felt.
Then suddenly, there was release. He was inside me and I closed down around his thick shaft, filled with my friend’s hot cock.
Bo’s heat was an indescribable pleasure. I felt myself melt around him.
Bo slid his hands up my stomach and chest as he leaned in against my wet back.
“Ohh, Daddy,” he moaned into my back.
I tensed at the heat of Bo’s hairy body. I leaned my head back to rub against the top of his.
In a few seconds, he lifted up and pushed his hips into my cheeks, filling my hole with his thick cock.
We both gasped at the sensation.
“Bo-Bo!” I screamed as my back tensed, my ass cheeks clenched, my sphincter contracted. I think my soul reacted to the life-changing sensation of having my best friend’s cock finally inside me.
I reached down between my legs to grab his balls as he pulled back the first time.
He released a long moan that sounded almost like a question.
“Yes! Give it to me, Bo-Bo,” I pleaded as I bent down farther and pushed my eager ass against his groin.
He started a long, slow stroke in and out of me. I could feel his wide-flared head pressing against my inner sphincter with each stroke. Then his thick bush and hips pushed into my ass.
I could feel my boyfriend stroking against my soul as we both moaned in unexpected pleasure.
I could barely keep my head from banging into the wall as Bo began pounding against my open hips faster. His fingers were locked tightly into my hip bones as he rocked in and out of me.
It took only seconds of this ecstasy before my hole was throbbing and contracting rhythmically against Bo’s cock and his meat was pulsing and his abs and ass were contracting, forcing him to pump me harder and deeper.
I could feel both our heartbeats, mine in my pulsing ass hole and heaving chest, and his in his swollen cock.
“Cum inside me, Bo-Bo!” I yelled. “Cum in Daddy!”
With that, I felt his explosion of hot milk inside my ass. Bo grunted loudly into my ear as pulse after pulse of his thin cum filled me.
I don’t know how long it really lasted. It probably was only a few seconds. Bo could never last very long. But it felt like an eternity as his fat cock pushed and pulled in and out of my body.
I remember being surprised at how intense the sensation was when he came inside me. I could feel his cock pulsing and contracting. I felt every spray of his thin cum blasting into my ass. I could even feel the warmth of his seed as it filled me.
Even after the amazing new sensations of having another boy jack me off and suck me off over the past few months, the feeling of Bo fucking me and cumming in my ass was the most intense experience of my life.
I could barely stand. My legs, arms and every other part of my body was trembling. I could feel Bo’s legs trembling, as well.
He was draped over my bent torso. We both were heaving, trying to catch our breath in the hot shower. It seemed as if he’d lost all his strength, and I was holding us both up.
I caressed Bo’s balls slowly, lovingly as he breathed heavily against my wet back.
Finally, after what seemed several minutes, Bo lifted himself off me and slowly pulled back to disconnect his limp cock from my still tight ass.
We both jumped slightly when the flare of his head spread and escaped my used sphincter.
He finally released his iron grip on my hips before turning to face the water as I straightened up.
His limp cock was clean before I saw it again. But I remember thinking it looked beautiful and masculine. It was limp, but still thick and heavily veined, its deep brown color shimmering in the wet light.
My own meat was hanging limp and sticky with the remnants of my dripping orgasm from my first anal pleasure.
“My God! Bo-Bo!” I whispered, still in ecstasy, as I slid up behind him. My cock slid instinctively between his round ass cheeks. My hands found their way around his torso. “Your fat cock felt so good inside me. Now I know why you love it so much.”
He turned to face me and we kissed almost violently.
“Daddy! What did I just do?” Bo almost sounded shocked, even a little scared.
Our eyes met. His were weary, but surprised. I’m sure mine still were dreamy.
“You fucked your daddy like a real man,” I said.
Our tongues wrestled as we held each other tight under the hot shower.
Eventually, we released each other and finished showering off. I loved the new sensation of his cum filling and leaking from my worn, sore ass hole.
“This is an amazing feeling,” I confessed as we dried off. “I can feel your cum inside me.”
Lying in his bed later, wrapped in each other’s arms, Bo began telling me his fantasies – or plans, depending how you looked at them – for our sexual future. He’d never mentioned it before, but he had a list of places where simply had to have sex. The gym locker room already was crossed off the list. It was the first place we’d had sex and, so far, it was the only one, though I’d been in his olive ass nearly a dozen times in the previous four weeks. And, now, he’d been in mine.
In addition to the gym shower, he wanted it in his bed, in his shower at home and by the pool. He also mentioned my Jeep and by the lake in the mountains.
“So, you basically want to have sex anywhere we’ve been naked together?” I confirmed.
“Of course,” he said matter-of-factly.
“Well, I suppose your bed and shower are fair game any time,” I said. “I’m surprised we haven’t done it here before. But, it’ll be a while before we can do the pool or the mountains.”
“I haven’t ridden you on top yet either. I really want to do that.”
“We can do that here in bed, on the floor, or on the bench in the locker room,” I suggested. “I’d probably like that.”
“Ooh! The locker room bench would be perfect,” he said as he snuggled in close to me.
“I think I’d like it on the bed tonight if that’s alright with you,” Bo said as we made out in the shower after work the next day.
“Of course, it’s OK,” I said. It had been a couple days since I’d given him his favorite anal pleasure. “I’ll do you anywhere you want, Bo-Bo. But, don’t you want to go out first? We can go to a movie or get pizza or something.”
“If you want to,” he said as he kissed over my wet chest. “I don’t care what we do. I just want my daddy to fuck me.”
We spent another fifteen minutes in the shower kissing, caressing, and edging each other to near orgasms.
As we dried off, a thought occurred to me.
“Let’s go to the adult store,” I suggested. “I want to get a metal ball ring.”
“Have you figured out what size you need?”
“Yeah. A thirty-eight millimeter should work perfectly,” I replied. “I just hope they have one that size.”
Of course, they had a dozen different sizes in different shapes. Some were taller; some were fatter; some were narrow and light; others were thick and heavy. I chose one that was a little over three-quarters of an inch in height. The added height would give me a chance to stretch my scrotum skin a little to eventually force my balls to hang lower. It also was a little over half a pound. That also would help with the stretching.
Once I explained how it all worked, Bo was all for stretching my balls.
“You know I love it when your balls are swinging loose,” he said. “The lower they hang, the hotter they’re going to look.”
I gave Bo a quick fashion show with my new shiny steel ball ring on when we got back to his house with a takeout pizza.
“I love it,” he said. “That would look good with your leather cock ring.”
A couple seconds later, I showed him just what leather and chrome could do to his boyfriend. He couldn't keep his hands to himself.
Bo reached out and cupped my balls and caressed my limp but lifted cock.
“This is sexy as shit,” he said. I could almost see his mouth watering.
I left them on as he stripped down and put on his cock ring and silicone ball ring. We both were nearly half-hard by the time we wrapped our arms around each other.
We kissed for a few minutes just standing there in his room. It didn’t take long for our cocks to grow to full size pressing against each other.
Bo turned and pushed me down to sit on the edge of his bed.
He dropped to his knees between my legs and grabbed my dick. I lay back on my elbows to watch his expert work.
He stroked me for a minute, just staring at my groin. My leather cock ring added constriction, while my ball ring had my balls hanging off the bed and swinging back and forth as he played.
His hand continued moving up and down my shaft as he lowered his mouth to find my swollen head.
My eyes closed involuntarily as soon as I felt his tongue slide down the underside of my shaft and his wet lips close down with my head inside.
I moaned quietly.
Bo sucked and licked as his hand milked me up and down.
“Slow down,” I said. “Do you want me to cum in your mouth or your ass?”
“Mmh, yeah,” he purred as he stood up and pulled a syringe and tube of lube out of his night stand.
I repositioned myself on his bed and popped off my cock ring. I left the ball ring on.
“You still want to ride me?” I asked.
“More now than ever,” Bo said as he crawled up the bed over my legs until he found my swollen cock and engulfed my entire length making me gasp.
“Bo!” I breathed as my body tensed.
“Mmh, Daddy,” he moaned as he released me and stroked my shaft slowly.
He kissed his way up my stomach and chest before sending his hot tongue into my mouth.
He lifted up after a minute of wrestling. He was on his knees straddling my aching cock.
Bo’s fingertips guided my meat to his lube-slick hole as he carefully lowered himself to meet me.
I couldn’t help but moan quietly when I felt the warm lube coating his wrinkled hole.
He lowered himself slowly. The pressure of my swollen head pushing against him built anticipation for both of us.
Bo’s own dick hung slightly limp but was stiffening visibly. His balls were tight orbs held almost motionless by his black ball ring.
I felt my mouth and eyes open wide as my swollen glans pressed farther and farther into my best friend.
“Bo!” I gasped as I met his eyes.
He was biting his bottom lip and squeezing his eyes as tight as his puckered hole.
Then, instantly, I was in. Both of us gasped again. I jumped a little when the corona of my head popped through his tight sphincter. The sudden release was a welcome ecstasy that forced my eyes to close, my back to arch and my head to fall back. I had to stifle what would have been a loud moan.
Bo’s cock was instantly hard and straining against its leather restraint.
“God! I love being inside you, Baby!” I breathed out.
Bo continued to slowly, sensually lower himself down on to me. Now that he was on top and in charge, it appeared he wanted it to be just as sexual, sensual, and loving as he could make it. This time, he was the one making love to me.
As Bo dropped himself lower and lower, swallowing inch after inch of my hard meat, he opened his eyes to find mine staring at his face.
“Daddy,” he breathed and smiled sensually at me.
Once he bottomed out and I felt his ringed balls on my groin, he started moving his hips in a circle and forward and backward. He forced my cock to shift and move inside him. He was somehow squeezing and moving me around in his body. It was like my cock was stirring him inside.
After a minute of his gyrations, he started really squeezing and releasing my shaft with his sphincter muscle.
He then began pulling himself up as he squeezed and released me as he dropped back down. It felt like he was milking my cock with his tight brown ass.
I couldn’t take my eyes off him. But Bo had his head thrown back, his eyes shut tight as he slowly rode me up and down, in and out.
Without guidance, my hands slid over his olive thighs and hips and up his torso. My thumbs played over his already erect nipples before I slid down to his stiff cock.
Thick, clear pre-cum was dripping onto my stomach. I slowly caressed him up and down in a dry masturbation that matched his sensual ride on my cock.
“Daddy,” Bo whispered as he dropped down, his hands on either side of my head just holding his face above mine.
I could feel his hot breath just before he lowered his mouth to mine.
The new position changed the orientation of my cock inside Bo’s anal cavity. There was a new squeeze, new pressure I hadn’t felt before having only done him from behind on our knees.
He was tighter, more constricted. I gasped when he started stroking himself up and down my body and my shaft.
I bit my lip as Bo ground up and down along my body. His cock and balls gliding along my stomach felt like he was jacking himself off against me.
I whimpered and held back moans as his tight sphincter ground up and down from the base of my stiff shaft to more than half-way up.
Bo had gone from slow, sensual lovemaking to a deep, grinding fuck and I loved every second of it.
“Bo! God! This is amazing!” I whispered. “Don’t stop!”
“Mmh, Daddy,” Bo moaned into my ear. His breath made me gasp.
“I’m going to cum, Baby!” I panted. “I’m cumming!”
Suddenly, my abs constricted. I felt my balls pulling tight against my steel ball ring as they tried to pull into me. My cock twitched and I instinctively began thrusting my hips up and down, pushing my throbbing cock in and out of my lover’s tight ass.
“Bo-Bo,” I breathed in a pleading ecstasy just as I exploded into his body. I thrust over and over into him violently and savagely.
Our bodies slapped loudly against each other as we both grunted in each other’s face.
Bo ground his ass down as hard as he could into my groin as I pumped him hard and deep.
Just as I felt my thick cum squeezing out of his hole around my shaft, Bo’s own cock blew a long stream of sperm up over my stomach and chest.
I finally pushed up into him as far as I could and stopped with a long loud grunt. I reached up and grabbed his shoulders to force him down on to me.
I could still feel cum leaking – pumping – from my spent cock as my boy finally let himself drop down on to me.
I wrapped one arm around his sweaty back. My other hand slid down to grab his now loose left ass cheek.
We breathed heavily into each other’s ears and both our cocks continued to leak semen.
“God! Bo-Bo! Baby!” I gasped. “That was the best! You’re amazing!”
“Daddy! I love you so much,” he breathed. “Your cock is so perfect!”
We lay perfectly still except for our heaving chests for more than twenty minutes. When his limp meat finally slid out of me, Bo kissed his way across my face to my mouth and our tongues made love for several minutes.
Eventually, he pushed himself up and off the bed.
His cock dripped cum as he stood up. I noticed it was again thick and veiny.
My own limp meat, covered in sperm and lube, flopped down into a puddle of Bo’s semen.
Before heading to the bathroom, Bo leaned down and kissed me again. While he was gone, I used my fingers to gather as much of his cum as possible from my chest and lick it off.
I stepped into the shower just as Bo was rinsing off.
I grabbed his face and kissed him deeply. He reached around, grabbed both my ass cheeks and pulled me against him.
We both moaned into each other’s mouths as I moved my hands around, one to his upper back, the other to his ass.
After a couple minutes, we separated. Bo finally stepped out of the shower and I began washing off.
“That was amazing, Bo,” I said. “You jacked me off with your ass!”
“Daddy, I love it every time you fuck me,” he said. “But that was the best so far.”
“That was all you, Hercules,” I replied. “Eventually, I’m going to want to try that on you.”
Bo had removed his silicone ball ring. But I left my steel ring on as I slid into bed beside him.
“Are you going to leave that on all night?” he asked as he fingered my cock and balls.
“Yeah. I really like the feeling of it separating my balls and cock,” I said. “Does that bother you?”
“No, Daddy. It’s kind of sexy.”
Twenty minutes later, we fell asleep in each other’s arms, naked and happy.