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Sucking someone you shouldn't

I dated a girl once and she had a gay brother. We started chatting on a hookup site without knowing who we were talking to. After a while we figured it out and he fucked me many many times. Sucked him off a couple times with my girlfriend in the next room. It was a total turn on!
 
I have a couple more stories, but seriously since I should not have do it, I don't want to make it public. I can say one involves a guy from HS and a guy from the football team
 
When I was a kid, my brother and I used to service each other. He is a married guy now. We have never spoke about it since
 
I think this is so hot! I’ve sucked off a cousin and my brother-in-law (I did more than just suck my brother-in-law though). Really turned me on knowing how ‘wrong’ it was.
 
Long story short. My friends dad.
Years ago he caught me sucking his sons cock. A few years after we ran into each he guilt me or blackmail me into sucking him by saying he never told my parents what I did. He was a well toned guy I remember when I was on sleepovers I thought he was hot.
So I gave in and sucked him
After he came he thought it was funny that I the cum I just sallowed made his sons who’s cum I swallowed. I never told told my friend what happened but his dad now has that price on leverage over me.
He had some of the sweetest cum I’ve ever tasted.

So has your friend's Dad "blackmailed" you into sucking his cock again since then? And do you still suck your friend's cock, for that matter?
 
So has your friend's Dad "blackmailed" you into sucking his cock again since then? And do you still suck your friend's cock, for that matter?
I avoid the dad for awhile about 6 months after he apologized for what he did. I think he was needed a quick fix.
I’ve have sucked my friend after that I still haven’t told him. I doubt his dad will tell him lol.
Still a little strand if I really think about it.
 
When I was 18 I was a leader in a Boy Scout Troop. First off never did anything with anyone under age. On one Camp Trip I shared a cabin with one f the fathers of a 12 year old Scout . A NYC Fireman who was so fucking hot and whose wife was 8 mos preg. I had a standard sleeping bag he had one of those big expensive double ones around one am he realized i was trying to fix mine he slid over said get in here. We started talking about shit and I said how is your wife he said rough on me she is ok but you know no action. He was turned toward me and I let my thigh gently slowly stroke his crotch like me he had briefs on he quietly said i better move some that felt too good. He said can I ak you into guys I said yes as long as legal age. I said you he said I am into blow jobs. Started licking his balls and sucking his cock. We were in a small cabin for leaders so with the door locked neither of us worried after i ssucked him off he wanted more is started sucking him off. I crawled on top of him and got his cock in my ass and road him for 15 fantastic minutes and shot all over his chest he filled my ass . He never again came on one of our trips would see him on the street and we would just say hello but it was so hot
 
Someone I "shouldn't?"

My brother and I were already jerking off together, and jerking each other. School had just let out for Christmas, and it had just started to snow. I was in my room lying on my bed and my brother comes in to ask if I'd join him watching a porn. (code for jerk off together) He was already hard and I could see the bulge in his sweat pants. I instinctively grabbed the bulge and squeezed it a little, then slid them off. I stroked it a few times and then took his cock into my mouth, surprising him. I felt such an intense rush passing through me as I sucked his cock! He came almost immediately and tried to give a courtesy warning, but I swallowed it all, not letting him pull out. The look we gave each other afterward was of a mutual understanding...that we would never stop. The taste and sensation of his cum inside my stomach put me into a deep level of arousal the likes of which I never imagined possible. The next day he made me his bottom.

Is that someone I "shouldn't?" My own brother? It never felt wrong.
 
That's fucking hot! I've jerked off with my brother and we tagteamed his college girlfriend, but I've never had sex with him. I've always wanted too, but he was always hesitant.
 
I sucked the janitor of my building almost a year ago. He is still so ashamed that he doesn't look into my eyes anymore, and turns red faced when I say hello. But I see him well groomed everyday ever since. Married guys, they crack me up.

That makes me laugh.
Ashamed because of religion tells him its a no no ?
 
I work at a college and just had a student suck me off. I don't usually hook up very often but was on grindr because I wanted to nut and was looking for a JO buddy.

Long story short, this guy was desperate to suck an asked me to meet him in a restroom at work. I literally took my already hard cock out and he just went down and sucked on it like a lollipop. I shot my load within 2 minutes and he swallowed it all.
 
I once sucked off the father of one of my students at a porn arcade. I panicked when I happened to see him briefly in the hallway with all of the booths with glory holes. I ducked into a room so he wouldn't see me, then after a while he entered the room next to me - recognized the pants/shoes. He was a handsome Latino guy with a scruffy beard and an uncut dick that came buckets and I happily swallowed every drop. I figured he could only see my mouth in the darkness and probably not recognize me as his son's teacher! I saw him at school once after that. "Hi, Mr. ____. Your son is doing fine your cock tastes great."
 
I was approached in a gay bar beer garden by a really good looking lad and before long I was sucking him off and swallowing his load. When we were finished I wanted to buy him a beer but he said he couldn't drink. He had a big cock for his age. Not proud but still gets me hard:)
 
Of course I've sucked off guys that I shouldn't have.
I don't have any family stories to tell (I could never do that...).
I did suck off a former student of mine, many years later, in an arcade.
He was well past the age of consent (he was in his 20's) but I still felt guilty afterward.
 
I was sucking dicks and loving it before I was 18, so some might say all of those were ones I shouldn't have. But how many people wait to turn 18, gay or straight?
The one that most qualifies is my fathers friend from work. He was at our house for our annual 4th of July party and I had always thought he was so sexy. I was 19 and he was 45 and divorced with 3 kids. As far as anybody knew he was straight. I had beat off plenty thinking of him. He often was at our house playing cards with my parents and I would lay in bed at night listening to his deep husky voice with that west Texas accent and shoot my cum all over. I often had something up my ass too, pretending he was fucking me.
I'd known him for a few years, and he was very nice to me, but I never thought he was into guys. This particular 4th of July I we were all in and out of the pool, and I was so horny watching him. I made a point of strutting around in my Aussie rower swim trunks, not tight but form fitting, so my basket was easily seen. There were about 50 people there, so it was hard to keep track of where everyone was. I went inside to piss, but the bathroom was occupied. So I went upstairs and that was occupied to. See what happens when there is beer and drinks? So I went into my parents bathroom and he was standing there in front of the toilet finishing his piss. It was just dripping a little, and his BIG dick was Jude hanging there with his swim trunks around his knees. He was semi hard, about 4 inches, but thick enough to let me know it would be big when hard. His light brown bush was glowing in the sun that streamed in through the window. I was 19 and not a drinker, but a weekly pot smoker. One of the reasons I went to the bathroom was to have a smoke, and I'd already had 2 Beck's beers. He was shocked I walked in and quickly pulled his trunks up. Normally I would've left quickly and apologized. But I was horny and I felt like I had him in my grasp. I knew he smoked pot like my parents, I'd seen it. I closed and locked the door and sparked up a bowl. He asked me how often I worked out, what I did for exercise. Then he told me I had a nice build and any shyness I had bit the dust. I asked him how could he possibly know I have a great build when he hadn't seen all of me. Before he could answer I pulled my trunks off and gyrated my hips, swinging my dick around. He smiled and said "Nice". I said "not as nice as yours", got on my knees, and pulled his trunks down. He was totally soft but got fully hard fast in my mouth. One great thing about older guys is the know how to last. He fucked my face for 10 minutes before cumming. I wanted a facial and he creamed my face like crazy. He blew me and it was obvious he was skilled. He asked me not to tell anyone, as if I would! He became a regular fuck buddy, and he loved fucking my tight ass.
 
I've sucked my dad off while he was passed out a few times. Had my married boss the night of my work leaving party, he was flithy came in my mouth 3 times before he left lol. A friend of my step father on New year's eve. And an old friend of mines dad! He never looked me in eye since haha
 
Holy smokes!
These stories are so hot. I'd given many a blowjobs to a married straight friend - in the park, while hiking; in the duck blind, while hunting; in the car, while driving; etc. There is something so taboo about it, but what makes it sooo wrong, makes it soooooo right, in other ways.

What turns me on the most is that men are "primal", yet beautiful. I love knowing that I've tapped the "right" button to open doors.
 
Once I sucked a "straight" married man (I was 26 he was 35). I was going through a break up period, I was horny, so I hooked up with this guy who just wanted to do a 69. Turns out he just wanted a bj, came all over me and left my apartment without saying a word.
 
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