u/ShortBear_20

High School Coach- Pt.5

Coach White really loved it when he had in doggy position. Just hearing my moans, his groans, and the wetness of his dick going in and out my very loose hole was pure music to our ears. He fucked in that position for 8-10 minutes and we didn’t say a single word. I was hoping for him to finish but he stopped himself from doing so. When he pulled out, I looked back at him and he was admiring my hole.

“I want more daddy,” I told him. He smacked my ass and made me get up and oh my god I could barely stand straight. “You’re such a good boy Manny,” he whispered in my ear as I rested my back against his chest. I’ve never tried sex while standing so this was very much new to me. As Coach White stuck his dick back inside me, I started to jerk myself. As I did, Coach White pushed me back to my bed and told me to get on my back.

I obeyed him like always and I just laid there fully exhausted but desperate for more. “Tell me Manny, what’s something you enjoy your boyfriend doing to you,” Coach White asked me. “Can we not bring him up please. He doesn’t have to know,” I replied nervously and scared. “I just want to please you like he does,” he replied back quickly. I exhale and stay silent for a moment before I spoke.

“I love it when he gags me with his dick,” I tell him. He laughs and starts to lift my legs up. “Your hole is so loose now and didn’t I make you gag on my dick already,” he said. “Yes Coach you did, but my boyfriend ties my hands behind my back and face fucks me,” I said. “Y’all are two naughty boys,” he said giggling. He grabs my handcuffs and cuffs my hands behind my back. My heart starts beating fast and I just knew I was about to get destroyed in my second hole.

Before we did anything else I stopped him to ask for the time, which was 12 noon. That meant we’ve been having sex for the past two hours. So I made a bold move and said, “Can we do this some other time.” He exhaled and responded with, “Good choice Manny, good choice. Let’s meet at my house for round two.” He removed my handcuffs and I laid him on his back in the bed.

I get on top of him and insert his dick back inside me. But before riding him, I started kissing him and so did he. “I need your cum inside my Coach White,” I said as I began riding his dick. I was bouncing on his dick so hard we were making it clap (sum my boyfriend don’t like doing). I took him around three minutes before he exploded deep inside my ass. My body shivered as I got off him and laid beside him.

“You get an A+ Manny,” Coach White said. I laughed and said, “We’re still going for round two?” He said yes and we headed to the shower. Once we were done we cleaned up the mess we made and went on about ourselves.

As Thursday night came around, I did made some custom videos that I sent to Coach White. He responded with him cumin to all four videos I sent him.

To be continued….

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u/ShortBear_20 — 3 days ago

I helped my friend cum

This is a pretty quick story about my straight friend jerking off in my room while I used the restroom. My friend Eric is a 24 year old tall, muscular Latino guy. He’s always been very attractive to me but I really never said anything because he has a whole girlfriend and I don’t want to ruin their relationship. I met Eric at a soccer complex and we became pretty good friends I would say.

Anyway back to what yall want to hear. This happened last weekend on the 16th of May. Eric decided to come over to my apartment while my boyfriend was out with his family. We played video games the whole time he was there, until I told him I’m going to the restroom real quick. I took a solid 3-5 minutes in the bathroom, and when I was returning to my room I heard a low pitched groan.

I automatically knew he was either watching porn or pleasuring himself. Of course I don’t mind that in my place since I do like watching guys jerk off. As peeked through the cracked open door, I saw that he was using my boyfriend’s fleshlight. I usually get uncomfortable when ppl use sex toys that don’t belong to them, but since I knew that belonged to me I didn’t bother because cleaning them after they were used is the first thing I always do.

His groans got louder so I decided to catch him by surprise. As I pushed the door wide open I said, “A hand would feel so much better.” He got startled and covered himself with my blanket. I just laughed as I climbed into my bed and sat right next to him. I begged him to let me see it which he let me after a while of begging. He was so red of embarrassment.

As I caressed his thigh, I saw how big and wet his Latino dick is. Unlike me whose dick is average or small depending how other ppl rate it, I was so amazed by his. “Do you want me to help you finish,” I asked him. He was nervous to respond and tell if I was being serious or not. I wasn’t wasting time and just started jerking his dick and I guess he wanted that cause he wasn’t stopping me from doing it.

After three minutes of jerking him off I he groaned loudly and started to feel his dick pulse. It didn’t take much longer before he shot 3 thick long ropes of cum. I jokingly said, “I bet your girlfriend can’t match with me huh.” “No kidding dude,” was his response. He then proceeded to tell me to keep this between him and me.

That’s about it. I did want to lick his cum off him but he didn’t want me to and cleaned it up with a towel. We still talk and hang out like that never happened and if happens again I’ll love to show him that guys are a better side piece than having another girl.

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u/ShortBear_20 — 3 days ago

High School Coach- Pt.4

As we get ready for the fun to begin, I start to shiver as I prepare to take Coach’s big dick. The biggest I’ve ever taken before him was 6.8 inches which was my boyfriend. Coach White makes me get in missionary position on the edge of my bed as he kneels to give me a rimjob. My hole has been loosened up a bit after he’s been fingering me earlier. But once I felt his warm tongue, my body started to shake a lot more.

“Ohhhh….. yesssss don’t stop,” I moaned. His tongue went deep in my hole I couldn’t stop moaning. Coach White stood up after rimming my hole for a solid minute or two. He asked for lube which I told him where I keep it and he went to get it. I remember at that moment everything was moving slow like if I was in a movie.

“Spread your legs for daddy,” Coach White said with a deep voice. I obeyed him and he smiled as he lubricate my hole properly. Although he seems scary and dominant, he was very good at making sure I wasn’t going to feel a lot of pain. “Take deep breaths and relax for me. I’m not going to stop while penetrating,” Coach White softly tells me. As I take deep slow breaths, feel him penetrating my hole.

“Ughhh… stop stop,” I cry (not literally but in begging voice). He doesn’t and continues to penetrate. I start to relax a lot more and he slid half his dick inside me and starts thrusting his hips in and out. Every second he goes deeper and faster. “Good boy Manny good boy,” Coach White says breathing heavily.

I start moaning louder, so I reach for my capybara stuffed animal to cover my mouth. I look up at him and he smiles at me before he slaps my stomach. “Your chubby stomach looks so nice when it jiggles around as my balls clap your cheeks,” Coach White tells. I’m was so amazed by his dick I couldn’t give him a right answer. After a few minutes I responded with, “I’m your best student daddy I am….. ughhhh.” That got him so turned on he picked up the pace.

“Yes Manny you’re my best student,” he growled. “Am I the best dick you’ve ever taken,” he said. “You’re the best BBC I’ve ever had,” I moaned. After that he slowed down before pulling out and turning me around to doggy position. But he then started rubbing his dick around soles. “You were meant to be a girl cause only girls keep their feet that smooth,” he giggled.

I do have a foot fetish for female feet, but getting compliments on my feet from Coach White turned me on. So I asked him, “Want me to play with your dick with my feet daddy.” Coach White smacks my ass and says, “Maybe later let me fuck you doggy style.” So arch my back and he shoves his dick down my hole so easily now. For about 8-10 minutes there was no words but straight up moaning and the sound of him fucking me.

That was pure music to both of our ears.

To be continued….

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u/ShortBear_20 — 5 days ago

High School Coach- Pt.3

Thursday morning comes by and it’s my day off work. Coach White sends me a message saying, “care for some coffee? Don’t mind taking it to you at work.” “Heyyy I’m off work today are you willin to meet,” I replied. He agreed and I meet him at a coffee shop in the city around 9am. As we ordered our drinks he holds my hand, making me wonder to myself if he’s trying to make a move on me.

The coffee shop wasn’t that far from my place so I offered him to visit again. But not after we finished our coffee and have a nice chat. When we got to my place we continued chatting and this time I felt really close to him. He catches me staring at his chest and tells me, “You want me to take my shirt off.” I blush and say, “You don’t have to.” He shrugs and proceeds to take off his shirt.

When he did that I melted in lust and tell him what I’ve been wanting to tell him, “Hey um Coach White? Do you ever see yourself having sex with another guy?” His smile goes away and he gets closer to me. With no words or hesitation he kisses me, “Let me try it once and I’ll give you an answer to that question,” he says. I stripped naked and take him to my room. I get on my knees on the bed and spread my cheeks to show my loose hole.

“Let’s make a deal Manny, if you cum from me touching your hole I get to fuck you,” Coach White tells me. “That’s not fair Coach,” I said back. He smacks my ass and hears me moan for real this time. “You’re such a fat bitch and how is that not fair,” he said squeezing my ass. “My boyfriend trained me to cum from him only touching my hole so I cum pretty quick,” I replied.

He chuckled and started fingering me. “Uhhhh…. Use three fingers,” I moan. He does and I moan louder as he fingers me deeper and harder. He fingers me for 3 minutes before he stops and starts jerking me off. It took me about 30 seconds to a minute before I came without warning him and his reaction was priceless. He laughed and started stripping naked.

Once he got to his boxers, OMG his bulge was so huge. “Come take my boxers off bitch,” Coach White tells me. As I get up my bed and drop to my knees in front of Coach White, he rubs his bulge against my face which makes me rock hard. I grab his boxers waistband and slowly pull them down. At that moment I was left speechless and shocked by the massive size he was. I never thought dicks can get this huge in real life.

“Oh my gosh Coach that’s so biggggg,” I exaggerate as I grip it with my hands. “You like daddy’s dick,” Coach White said as he slapped my face with his dick. “Yesss daddy, how big is it,” I replied. “I’m 8.9 inches,” he responded with a grin. I nervously laughed and gently stroked his dick. “Suck my dick bitch,” Coach White says as he forces my head down to his dick.

I started sucking him. I really couldn’t get much into my mouth but he forced me to gag on his dick. It took me less than two minutes before I started to shed a tear because I couldn’t take his dick. It was just so huge (BBCs would always make me a bitch). After 8-10 minutes he lifts me off the floor and throws me on my bed. “Open your legs,” he tells me with a deep voice.

“Wait can we work this out real quick,” I asked. He stared at me and began to spread my legs apart to unveil my small (5.5 when fully hard) dick. “Look at that little dick of yours. You want me to suck you,” he said. I nodded at him and started sucking my dick and fingering me again. “Ima cum again daddy,” I moaned.

He stops sucking and calls me a good boy. I moan as I slowly came. “You ready for me to fuck you,” Coach White said. “I’m scared Coach, you’re the biggest I’m ever going to take so far in my life,” I said to him. He giggled and says, “Let’s see how my former student sounds in bed.”

To be continued….

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u/ShortBear_20 — 8 days ago

High School Coach- Pt.2

As he looked me up and down, I noticed how big his bulge was under them grey sweat pants. “See Manny, you’re so desperate to pull my dick out huh,” he said as he went to sit on the other end of the couch. I was still trying to figure out how he knew all of these secrets I kept to myself, and decided to ask, “How do… you know all of this stuff Coach White?” “Glad you finally got the courage to ask me that question. But you left your notebook in my class the very last day of your school year before graduation,” he said as he caressed his bulge. I was left flabbergasted and embarrassed to say anything right away.

I watch him caressing his bulge and I catch him looking at me staring at his bulge. “Come touch it, you’re legal 21 years old at the end of the day now,” he said encouraging me to make a move. “I’m still 20 Coach, and I’ll be 21 on Saturday when my boyfriend comes home,” I said as I melt under my sweat. He smiles and extends his hand to me and says, “You’re still a grown man now, so come fulfill your fantasy and take this Big Juicy Black Dick into your hands.” “Aren’t you married to a woman Coach? And why are you so desperate for me?” I said with a more serious tone. “I divorced my wife on Christmas of last year and you’re not the first nor last gay guy I’ve hung out with,” he said winking at me.

“Oh my gosh Coach White, you’re really convincing,” I said exhaling loudly.

I get up and tell him it’s getting late and he should head out. He followed me to my door and said, “Have a good night and I’ll keep in touch with you tomorrow.” Tomorrow? I thought to myself. The next morning on Wednesday, I couldn’t focus on work because I kept thinking about the huge bulge Coach White had. I had so many questions like, how big is Coach White’s dick?, how thick is Coach White’s dick?, and many other questions. As my shift ends, my coworker tells me that I’ve seemed off today and if I was ok, I obviously said yes and clocked out and went about my day.

Around 6:20pm I get home and stripped naked. I grabbed my sex toy, which is a dildo but instead of a dick it’s a tentacle. I start ridding it imagining I was riding Coach White, I start riding faster and get startled by phone ringing. I check to see who’s calling and it’s Coach White. I try catching my breath before answer, “Hello… how are you Coach?” “How was work today son,” he said. “Son? That’s an awkward way to say what’s up,” I replied.

Anyway as we talked I proceeded to continue riding my toy. He caught up to what I was doing and asked, “Can I see what you’re doing?” I stopped what I was doing and stayed quiet for like 2 minutes before responding with, “Are you serious about what you just said to me Coach White?” “I’m 100% serious Manny, let me see you play with yourself,” he replied. So I FaceTime him and he responded quickly. I was nervous to show anything besides my face but I encouraged myself to just do it.

I propped my phone on the counter like if I was to film a sex tape with my boyfriend. When I got on frame on my phone I saw how amused Coach White was. I began riding my toy and spoke dirty to him. I started off with, “Am I good enough to be slut?” “You’re a good slut,” he said. I let a few moans out before I start riding my toy faster and tell him, “Come make me your slut for tonight daddy.”

That was my move to let him know I’m ready for him. As time passed, I realized it was 9:46pm. Meaning I’ve been on the phone with Coach White for like 2-3 hours straight. I did more than just ride my toy, but I lied and told him that I had to head out now. But in reality I was tired as fuck. I never done anything like this for anyone for free. When we hung up, I continued to play with myself and send pics and videos to my boyfriend.

Stay tuned for the next part…

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u/ShortBear_20 — 13 days ago

High School Coach- Pt.1

I’ve always fantasized of being sexually used by high school football coach. His name let’s call him Coach White, he’s 54 and I’m 21, he’s in very good shape at his age and very muscular. After graduating back in 2024, I lost contact with him until I bumped into him at a local gym. I’m more of a chubby, short, Latino bear and been on my weight loss journey since my ex boyfriend left me. When he first came to check me out, I was extremely excited to see him again after two years.

“Manny is that you. You’re looking so much better in terms of weight loss and muscle gain,” he said patting my shoulders. “Coach White… it’s so good to see you,” I replied nervously. I looked him up down trying to not get aroused. He gave me a hug that melted me, and out of pocket I said, “Your sweat makes you so wet.” He gently shoved me away and said, “Aye man, that’s a lil too gay man.” “Um… sorry to tell you but, I am gay coach,” I replied a bit upset.

He laughed, so I laughed with him. “You’re so funny. I’ve always thought you were gay believe it or not,” he said. That seemed to calm me a bit down. As we headed to the locker room I him, “You actually thought I was gay when I was in your class coach?” “It was so obvious Manny. You always wore baby blue or girlish color clothes to school,” replied to me. I shrug my shoulders and told myself maybe I did seemed obvious I was gay.

As I waited for him to change, I began to think what he could possibly tell me next. When he came out the change room he asked, “So are you still living with your parents or are you on your own?” “I was kicked out at 18 when I was still in school,” I replied a bit uncomfortable. His face looked upset but then smiled. “Oh wow, I never knew that. You mind me visiting your place tonight,” he asked me with a grin. “Uh… yes sure but my boyfriend is coming back on Saturday,” I replied to him. “Perfect then get going then,” he said with a bit more excitement than expected.

“Yeah for sure I will coach,” I said.

I started cleaning my place when I got home. Although it was only Tuesday and my boyfriend gets home from a work trip on Saturday I was worried he would think I’m cheating on him with my high school coach. Around 11:45pm, Coach White knocked on my door. I answered quickly and opened the door. “Welcome in Coach White, this is my home,” I said walking him in to my living room. “It’s a pretty good place Manny. How long have you been living here,” he asked me.

“Actually I just bought this place with my boyfriend on February. I used to live in a single bedroom apartment from 2022- February 2026.” I said very excited. He gave me a pat on the shoulder telling me he’s proud of my success. “You still keep contact with any of classmates from high school?” “Ha, hell no. Them students were straight up bullies and annoying,” I said. Coach White laughed and said, “What about your fantasies about me.” I felt my face turning red. “Ahh como’n don’t play dumb I know your fantasies about me,” he continued to say. “I was being sarcastic Coach,” I replied.

He stands up and tells me, “So you wouldn’t get on your knees for Coach Daddy like you said on your notebook.” Once again my face turns red. “We’re legal adults now,” he said winking at me. I’m so speechless at this point that I feel every beat of my heart. “No, no, no Coach this is not right,” I said. “Como’n Manny I know you want my Big Juicy Black Dick like you said on your notebook,” he said as he sat right next to me on the couch.

I start sweating bullets trying to figure out how much more he knows about my fantasies of him. He started to rub his hand on my thigh and I just sit there frozen like a popsicle. I lock back in and pull his hand off my thigh. “That made me uncomfortable Coach,” I say trying to act smart. He backs off and looks me up and down a couple of times.

To be continued….

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u/ShortBear_20 — 14 days ago