u/Lower_Ad_4887

Wingman

This is the second part to my first story; “helping a friend.”

So this whole situation with my friend Fred, started because he was in a bit of a dry spell. So I helped him out a few nights back and gave him head on a beach. Then it happened again in his car. 😬😬

A few nights later, we went out for some beers. I told him I would help him out, and be his wingman.
We went to a local hotspot that had a pool table, and some ping pong in the back patio. I’ve hooked up with a few girls here myself, everyone here is looking for some.

We sat at the bar watching the Rangers game and staking out the crowd. He spotted a girl across the room playing pool with a small group of people. She was pretty hot. Black skirt, and deep V blue shirt that pushed her tits up and out. She bet over the pool table to hit the ball, and the lower part of her ass hung out a bit. We both locked in. I noticed a few guys with her, didn’t appreciate our looking.

“I think she’s taken by one of them. They don’t like the way we’re looking at her.” I said leaning close to him.

“No way man.” He said taking a swig of his beer. “She hasn’t leaned on either of them. She’s single as fuck, and they’re probably gay.”

“How do you know that?”

“Because they’re not checking her ass out as she bends over to hit a ball.” He said confidently.

I think he was just hoping. We ordered new drinks an walked over to them. I put a dollar on the pool table.

“We get winner?” I said

The girl looked at us. Then looked at the two guys she was with.

“Three on two doesn’t sound fair.” She said as she hit one of the balls in the corner pocket.

“Are you afraid you’re gonna loose?” Fred said.

“No, I just want to play the game with a challenge.” She said as another ball went in.

Her two friends looked at each other and chuckled.

“Well, what if my buddy here plays winner, and I’ll by a round for the ones not playing.” I negotiated.

She looked at me, then at Fred. Her two friends looked at each other and shared a glance with her.

“Fine.” She hit the eight ball in and demanded Fred to rack them.

I asked what drinks they wanted and went back to the bar hoping they would follow, and give Fred some space. They didn’t. They just stood close and watched. As I waited for the drinks, I noticed them looking at Fred, more like checking him out. I can’t believe he clocked that. Now I have to be a good wingman, and try to get with one of them.

I’ve never actually flirted with a guy to pick up. I’m still not convinced I’m fully gay, I was kind of hoping we both found girls, but looks like I gotta take one for the team.

I walked back and placed the beers on a table near the pool table, but far enough to give Fred space. They walked over to me and grabbed the beers.

“You guys from around here? I asked

“No. Few towns over.” One of them said.

“We’re just here supporting our friend through a brake up.” The other said.

“Oh damn. I’m sorry…those suck.”

They shared a look. “We’re not sorry. He was a fucking loser.” They both chuckled.

“You guys seem cool. I’m Dan, and that’s Fred.”I said

“I’m Kevin, and this is Gary, our girl over there is Claire.”

“Nice to meet you.” I held up my beer for a cheers. They both clinked my glass.

We talked for about twenty minutes. It seemed like Claire and Fred were hitting it off, so we kept talking. We made our way to the back patio for some air. After about twenty minutes, Kevin got a text from Claire.

Claire: “we’re going to his car to makeout.”

They both laughed.

“This wasn’t supposed to be a hook up night, but there she goes.” Gary said.

I took a sip of my beer. Kevin and Gary shared a look. The look that says; “I’ve got a wild idea…”

“Are you gay?” Kevin asked.

“What? I mean…not really?” I hadn’t really been asked that question before.

“That wasn’t a no.” Gary said smiling.

“I mean. I think I’m going through some things, but I still like women.” I said

“Gary and I are her BFFs. Sometimes we help her out when she’s down and single. We thought tonight was one of those nights, but your friend seemed to swoop in and get her first!” Kevin said.

“I’m sorry..I.”

“Don’t be sorry!” Kevin interrupted. “We were just wondering if you wanted to fool around a bit.

I sat there unsure what to say. Gary stood up. “I’m gonna pay the bill.”

Kevin stood up as well. “What do you say?”

He had such a trusting look in his eyes. What am I really getting myself into? I shrugged and stood up, then followed him out the back entrance of the patio.

We walked a few minutes in silence and approached a larger SUV. Kevin opened the back door and got in. I followed his lead. I shut the door behind me, and when I turned around his dick was already out.
It was a nice looking dick, I’d say average size, and cut. Without hesitation, I moved in and wrapped my hand around it and started jerking him off.

“Get it wet first.” He said moaning.

I leaned over and spit on the tip and moved my hand around, I spit some more and was able to slide it in my hand. He moaned some more. “That’s nice.” He said.

The door flung open, I let go of Kevin’s cock, startled. It was Gary. “What the hell? You get started without me?” He complained.

“Come on in.” Kevin said. “You can keep going.” He grabbed my hand and placed it back on his cock.

Gary started rubbing my leg and made his way up my thigh and grabbed my already hard cock through my pants. I felt him unbuttoning my jeans. I sat up and let him pull out my dick, has I kept stroking Kevin with my left hand. I felt off, but I was trying. Kevin seemed flustered for a moment.

“Hold on. I have an idea.” Kevin said.

Gary let go of my dick, slide my pants down. Kevin moved from the seat and laid me down on my back. He moved his leg over my chest, kneeling, with his cock inches from my face.

“This will be much better.” He said grabbing the back of my head, and skidding is warm cock in my mouth.

I couldn’t really move the way I was positioned, but he controlled my head movement. I then felt my cock getting wet and warm. Gary was sucking me. I couldn’t really concentrate on everything, but it was amazing. Kevin started to push his cock further into my mouth and face fuck me. I was so turns on. He started moaning and grunting. I started to feel myself about to cum. I tried to warn Gary, but I was just gagging on Kevin’s cock. Then it happened.

Kevin picked up the pace, and so did Gary. Kevin’s cock started to swell, as he shot his first string of cum into my throat, I burst in Gary’s mouth. He sucked harder as I came, and Kevin kept fucking face as he came. His hot cum dripping down my chin. He pulled his cock out and I licked the remaining cum.

“Wow. That was…wow.” Kevin said. He unstraddled my check, I sat up as Gary cleaned his mouth. Gary sat next to me and pulled out his cock. It was bigger than Kevin’s. Uncut. He moved his foreskin back revealing a nice mushroom tip.

“My turn.” He said grabbing the back of my head.

I leaned over and shoved him in my mouth as deep as he could go. I started bobbing my head slowly and stroking him. I felt Kevin grab my legs and pull me up to the seat in a kneeling position. I felt warm breath on my hole, then I could feel him kissing it.

“Is this okay?” He asked

“Mmhmm.” I answered with Gary’s cock filling my mouth.

I’ve never had my asshole licked, I’ve had a finger in it, but that’s it. I still can’t describe the feeling, but it made me hard again. He was slobbering and spitting, then I felt his finger start to breach. I let out moan, an pulled Gary’s cock out of my mouth.

“Oh my god.” I said taking deep breaths.

Gary shoved his cock back in my mouth. Kevin then slid another finger in. I let out another moan, a little high pitch.

“You’re so tight..” Kevin said.

I heard a snapping noise, like a bottle. The felt a cooling liquid drip down my crack. I pulls Gary’s cock out and looked back, Kevin’s waist was up to my ass.

“Wait…I’ve never…” before I could finish my sentence, Kevin was already sliding his cock into my ass. I went to let out a groan, then Gary shoved my head back onto his cock.

“Keep it in your mouth.” He demanded.

Kevin slowly pushed in, and slid out, getting my ass ready for a pounding. I kept sucking and stroking as best as I could. Gary didn’t seem pleased. He pulled out of my mouth and got on his knees, leaning back on the car door.

“You’re about to get fucked in both ends.” Gary said.

They both slowly got into sync, sliding in and out of my mouth and ass. It was amazing. I was doing nothing, just being used. One set of hands grasping my hips, pumping in and out so hard his balls clapped mine. The other set of hands holding my head, and thrusting his cock into my throat. I gagged, I moaned I wanted it all.

Gary started to tense up and groaned. His cock swelled up, his pace quickened. He pulled his cock out of my mouth and said, “I wanna paint your face!” He jerked off and the first string of cum shot across my face. I kept my mouth open wide, trying to catch as much as I could. I was moving all over the place because of Kevin’s thrusting.

“Oh yeah, take all his I’m while I fuck you!” He yelled.

Kevin picked up his pace. He announced he was about to cum. Gary sat back down, his cock getting soft.

Kevin shoved into me causing me to fall on my stomach, and face onto Garys wet lap. His soft cock in my face. I opened my mouth for it again.

“This guy is cock hungry!” Gary said laughing.

Kevin pumped harder and harder. My ass started to hurt from his thrusting. He let out a loud groan, and pushed his cock deep inside and held it. I could feel his warm liquid filling me up. My own cock began to explode between the seat and my stomach. He thrusted back and forth a few more times until he was empty.

When he pulled out, I could feel his cum dripping from my hole. It was a mess. I was filled with these guys cum.

The clean up was long, we exchanged numbers and I started walking. I got back to the bar, still filled with cum, and saw Fred sitting alone. I walked up to him.

“How was it?” I asked

“We made out, then she cried about her ex. Then left to walk home. Where have you been?

“I was just distracting her friend for you to make a move.” I smiled

“You fucker.” He smirked “at least one of us got laid.” He added.

We left. I got home and showered. Then was a good friend, and sucked him off.

It was a win, win, win….win.

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u/Lower_Ad_4887 — 1 day ago

F my way out of a corner

In my early 20s, I was never really a troublemaker. Sometimes I just hung out with the wrong group of people. Tonight was one of those examples of hanging out with the wrong crowd. I may have outrun the cops, but who I ran into might have been worse.

The night started out as a regular group of friends hanging out, drinking, and having fun. Someone always takes it a little too far, and that’s exactly what happens next. One of my friends took a giant rock and claimed that he was the most athletic in the group and he could throw further than any of us. Real stereotypical male testosterone right there.

Without any of us saying anything, he took the rock and threw it as hard as he could. As it went flying through the air, we noticed it was heading in the direction of a car.

SMASH! The rock went right through the front windshield. There was glass everywhere inside and outside. Without hesitation, we all just ran. We ran for about three or four minutes. We cut through people’s yards, some roads, till we got to a park that had some woods on the other side of it.

We yelled at our friend for doing what he did, he just laughed. The mate felt like it was coming to a natural land at this point. As we caught our breath, we noticed a car pull into the parking lot of the park that we were at. We couldn’t tell if it was a cop or not, but the blue flashing lights that came on was a dead giveaway. The cop pointed the car spotlight in our direction. We booked it again. This time in all different directions. I was left in the direction of the woods. Honestly, not a bad idea, if I was a half of the woods is the last place I’d run into without any backup. Not that I’m saying I’m dangerous, I think it’s just a safety thing.

I ran for a few minutes and then stopped behind a large tree. I sat there waiting to see if I could hear any other footsteps coming. I heard nothing. I started walking slowly towards what I thought was the back end of the woods. But because of how dark it was, I lost my bearings.

I heard some male voices in the distance and a faint light, I crouch down, not sure if it was a cop or not. I started slowly walking away from the voices. I tripped over a log and let out a grunt from hitting the ground. One of the voices spoke out as I lay on the ground.

“What was that?”

I paused. A flashlight pointed in my direction.

“Who the hell are you? What are you doing out here?”

“Sorry, I was just..hiking, and I tripped.” I said.

“Hiking? This late at night?” He laughed, then a second voice spoke up. “I saw some cop lights a little bit ago, anything to do with you?”

“What!? Me? No way man.” I said trying to lie.

“Okay, you hurt?” One said.

“Maybe we can flag the cop down, get you some help.” The other added.

“No!” I snapped.

“Ooooh, looks like you are in trouble…well don’t worry, we’re just messing with you. I’m Greg, this is Paul.”

Greg walks closer to me and extends his hand. “Here, let me help you.” He pulls me up and starts brushing leaves off my shirt.

“Thanks man.” I said.

Paul stepped forward. “So what got you running from the cops?”

I explained everything to them. They laughed, then offered me a beer where they were sitting. We hung out for little bit. They were pretty chill, but after a few beers, plus what I had earlier. I needed to get home. I stood up and thanked them.

“Whoa. You’re just gonna leave?” Greg said with a weird tone.

Paul leaned forward in his chair. “We helped you up, gave you beers. Just a thanks?”

I started feeing nervous. “Ummm. I have a couple bucks. For the beer.”

Greg stood up and looked at Paul, who also stood up. They locked eyes and had some kind of conversation through looks. I took a small step back.

“Wait.” Greg held his hand out. “We appreciate the offer of cash. However, Paul and I come out here once a mouth when the wives are away and just have some..us time. You kind of interrupted our time out here.”

Where the fuck is he going with this? I thought to myself.

Paul started to unbutton his pant, and dropped them to his feet, leaving his boxer briefs on. He had a bulge the size of a softball.

“Whoa, guys. I’m not gay.” I pleaded.

“Either are we.” Greg said. “We’re just two guys that come out here and watch porn and jerk off. Nothing weird.” Greg’s voice was so calm. This really was a regular thing they did. “So, I’m gonna sit here and watch you jerk off my friend.” Greg sat and pointed to Paul.

Paul stood there looking at me as I stood frozen, starring at his bulge. It was hypnotizing. Ive given a handjob before, but that was college. I still think about it, and as I thought about it in that moment, I was getting erect.

“Whoa!!” Paul pointed towards my crotch. “You are too gay! BONER!” He chanted while laughing.

Greg looked at Paul. “Stop.” He looked at me. “You can either do it, or I call the cops and tell them I found who they’re looking for.

“Don’t do that. Okay. Just let me think.” I said. My heart raced as I negotiated with myself. It’ll be fine, I’ve jerked off tons of times. It’ll be done quick.

“Well?” Greg said.

“Fine.” I said.

Paul then dropped his boxers revealing his massive cock. It must have been eight inches hanging there half hard. It was uncut with a nice mushroom tip, and low balls. He sat in his chair and looked at me. “Get to work.”

I walked over and dropped to my knees in front of him and slowly wrapped my hand around his member. It was so warm. Hot almost. Paul and Greg both shared a look. As I started pulling him in and down. Paul moaned, then stopped me.

“Wait.” He reached into his bag next to him and handed me a bottle of lube. It had a picture of some fruits on it. “Use this.”

Without thinking, I put some on his mushroom tip and watched it dribble down. I snapped the cap and Greg took it from me. I started slowly sliding my hand up and down his shaft. I stared towards the tip, but then worked my way down to cover the whole thing. This continued for a minute or two.

“Massage my balls.” Paul said

I switched hands and stroked him with my left, an then massaged his balls with my right hand. His moans grew louder and deeper.

“Fuck, I’m gonna cum.” He said. “Don’t stop, go faster!”

I picked up speed. I was really getting into it, and wanting him to cum. I moved my hand in a circular movement around his tip. He was grunting and moaning. His cock started to swell, I placed my hand over his tip while working it, just to stop the cum from hitting me. He was shooting rope after rope of hot cum. It dropped all the way to his crack.

His grunts slowed down, and he relaxed. I kept stroking him as he softened in my hand. I looked over at Greg next to him. His pants already off. His hand around his long cock. It wasn’t as thick as Paul’s, but it was probably the same length.

“Good job.” Greg said. “Now it’s my turn…” he smiled.

“I thought i only had to give him a handjob!?” I argued.

“You did, and I liked what you did so much. Now I want to get taken care of.” He said as he flapped his semi hard cock. “However. I am not a fan of handjobs. I want you to use your mouth.”

My heart sank. I have never had another man’s cock in my mouth, or near my face. But making Paul cum was fun. The nerves turned to excitement, but I didn’t want to show it.

“I don’t know man..” I pleaded.

Greg looked at me a little confused. “I’m not convinced you don’t want to, you keep starring at my cock. So come here.”

Paul grabbed my arm, and pushed me in Greg’s direction. I walked on my knees to Greg, grabbed his cock and started stroking him.

“No…no hands.” He said.

I looked at him. I placed my hands on his legs and moved in slowly. His musky smell was making my heart race faster. I opened up with my tongue out and guided it into my mouth. I slowly took him in. The taste was salty, and smelled of sweat. I locked my lips and sucked. He moaned. I do it again. He moaned more.

“Yeah, just like that.” He said.

I started moving my head up and down. I could feel him getting harder. I picked up my pace. He placed his hand on the back of my head. I was putting pressure down as I bobbed up, keeping me down, trying to get further in my mouth. He hit the back of my throat, I gagged a bit.

“We’re gonna have to let you get adjusted. Here, let me stand up.” He stood up, keeping my mouth on his cock. “I’m gonna take over.” He said.

I heard Paul moaning, I couldn’t see him clearly, but it looked like he was jerking off while watching me suck Greg’s cock. That turned me on.

Greg began sliding his cock in and out of my mouth, getting my throat used to the pressure, going deeper every time he pushed in. His pace picked up. He was grunting. Suddenly I realized i couldn’t breathe well. I started to pull back. He fought it.

“Don’t yet, I’m gonna cum soon.” He grunted.

His pace picked up. I gagged and gagged, drool pouring out of my mouth. I pulled back and regretted with anger. I took deep breaths.

“What the fuck!? I was so close!!” He yelled.

“I couldn’t breathe man.” I said trying to catch my breath.

Greg was frustrated. “Fine, take a breath. I’m gonna grab something.” He walked to his bag. “When you catch your breath, go take care of Paul. He’s hard again.” He added.

I looked at Paul with his cock in his hand, as he smiled. “You sure Greg?” He asked while guiding my head to his cock.

Greg looked at him, and pulled out more lube from the bag.

“Yup. I’m glad I didn’t cum yet. So while you suck his fat cock, I’m gonna fuck that tight hole of yours.”

Paul pushed his big mushroom tip into my mouth. I felt my pants being tugged on. Then a cold liquid right on my hole.

To be continued…😃

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u/Lower_Ad_4887 — 5 days ago

Helping a friend

I’m during the time of this story, I was just discovering things about myself and sexuality.

For three years a buddy of mine would tell me all about is adventures with women. He was always telling me about some new girl when we hung out. Could never figure out why. He’s always awkward around chics when we go out, but they always approach him. He’s a good looking dude, just fucking awkward. Then he hit a dry spell.

After a few weeks of not being able to take a girl home, I could tell he was getting frustrated. We were out at a local bar we frequent, and I just casually through out; “hey, if you can’t get laid tonight, I’ll suck your dick.” We both laughed it off.

As we were leaving he stopped me next to the ally and asked me if I was serious. I explained that I have been feeling things lately, things about guys, and he was super supportive, also drunk and horny, but supportive.

He looked at me and said, “Listen man, if it’s too weird, I get it. We’ve been friends for years, and we don’t wanna ruin that. However, I haven’t had a blowjob in almost a month. You’re figuring things out, let’s just help each other out.”

I shrugged and said okay. Don’t get me wrong, I was really hoping he would take me up on the offer. I’ve seen him in sweatpants and basketball shorts. I know his dick isn’t tiny.

We walked to his car, and we drove around to a small beach that was never occupied at night. We got out of the car and walked to a set of rocks that was facing the water and good cover in case someone came walking. It was night time, no one would see anyway.

He sat on the rock. I sat next to him. We were both feeling awkward. We both broke silence at the same time. Then laughed. “You go first.” I said.

He looked at me. “How does this work?” He asked

“I don’t know man. Wanna pull up some porn you like? Then go from there?” I suggested

“Okay.” He pulled out his phone and started scrolling. “This is one of my go to videos.”

It was a POV titled; “Step sis sees your boner, then offers to help.”

“Wow…Porn industry is SUPER creative. “ I joked.

He hit play and laughed. It was a pretty good video.
We both watched for a few. The girl was sucking the guys fat cock loud and sloppy. Not sure if I can compete with that. I’ve only really done this two other times.

He paused it. “So…should I pull it out?” He asked

“I can do it. Just umm, pull the phone up and pretend it’s her?” I said with no confidence.

He shifted on the rock. I kneeled in front of him, and started unbuckling. He stopped me.

“Hold on. Lemme take my sweatshirt off. I don’t want my bare ass on the rocks.” He said standing up. Has he did, he pulled his sweatshirt, and his unbuckled pants drop some, revealing his pretty large, slightly hard cock peaking out of the hole in his boxers. It was a few inches from my face. After placing his sweatshirt down he saw my face in awe.

“Do you want to take it out?” He asked.

I nodded yes, and slid his boxers down. It looked like the big white cocks I see in porn. The ones that I picture myself as the girl, going to town on.

“I probably should have warned you. It’s a good size.” He said.

“Is that what you say to all the girls when they first see it?” We both laughed.

He sat back down on the rock and held up the phone. I watched his cock twitch and grow. I reached out and wrapped my hand around it and started atrocious g it. He let out a moan. I sped up and jerked him off like I do to my own. His balls hung low, and bounced as I jerked him. I slowed down then moved my head closer. I really was concerned about how I was going to do this without my teeth getting in the way.

I opened my mouth and wrapped my lips around his mushroom head and swirled my tongue around. He grunted; “ooh fuck” I started bobbing my head up and down, slowly taking more and more of his hot shaft. I could feel every vein on my tongue, every part of him felt amazing in my mouth.

He placed his hand on the back of my head and helped guide me. I picked up the pace, took more and more until he hit the back of my throat. Side note, I’ve practiced a lot on dildos, but they’re nothing like the real thing, but it helped minimize my gag reflex and he started to notice.

“Can I fuck your face?” He asked calmly.

I pulled him out and looked at him. His phone was face down next to him still playing, so I could hear the audio, but he was watching me suck him. That excited me even more. I said yes.

He stood up, placed his hand on my wet chin and looked at me in my eyes. “I’ll be gentle, at first, then you tell me if you need a break.” I said nothing. I opened my mouth and awaited for his cock. “Tongue out.” He demanded, so I did.

He looked at me as he slapped his cock on my tongue with one hand, and slowly moved his other on the back of my head. He then slid it in and out of my open mouth and moved his hands to the sides of my head and grabbed my hair between his fingers.

“Lock your lips on my cock.” He said. His demanding tone was so hot. It made my cock twitch and press against the inside of my jeans.

I locked my lips and he slowly started humping my face, picking up the pace every few strokes, and getting further and further to my throat. He wasn’t jamming the whole thing in at once, he was opening me up. He got so deep, my nose was in his pubes, and his balls were on my chin. He held it there for a moment. I started to choke a bit, he pulled out and all this drool came out with it. I grabbed his cock with my hand and stroked him, using my drool to slide up and down.

“I’m gonna bust soon, can I keep fucking your face till I do? Don’t worry, I’ll warn you before I cum.”

Without answering him, I just shoved him back into my mouth and let him thrust in my mouth. His balls slapping my chin. His hands holding my head still. I’m his own personal flesh light. He sped up faster and faster, hitting my throat. “Gulk., Gulk. Gulk” echoed across the beach. He grunted and told me he was about to cum. I’m he pulled out of my mouth and went to turn away from me.

I grabbed his cock with my hand and started stroking him with my mouth open, ready to catch everything that came out. The first string of cum shot directly into the back of my throat. I wrapped my mouth around the tip and moved my head up and down, and stroked him. He let out a high pitch moan/grunt. A noise unfamiliar to me, but I know it was a good one.

He kept shooting into my mouth, I couldn’t keep it all in so I swallowed to make more room. It was so fucking hot. When his cock finally stopped twitching, I pulled him out and watched it begin to soften in my hand. A little more cum dripped out, I lived it up. He sat there a moment, catching his breath.

“Why was that one of the best blowjobs I have ever had?” He said still catching his breath.

“Good to know. But I bet if I practice some more, it’ll be even better.” I chuckled.

“Practice on me anytime.”

In part II, I help him out by being his wingman and distract the two male friends with a chick he’s trying fuck. Spoiler alert, he doesn’t get laid, but her two friends do…😛😛

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u/Lower_Ad_4887 — 6 days ago