27 Men Share, “What Made The Most Unforgettable Blow Job Of My Life”

Mark, 31

I never had sex in high school but like every guy I watched a lot of porn, so my conception of what sex was really like was kind of off. But anyways, I was obsessed with the idea of cumming on a girl’s face. It’s what I thought about every time I jerked off. Finally freshman year this girl was going down on me and SHE actually said that’s what she wanted. I think the blow job lasted 60 seconds after that, I was so excited, and it was one of the best orgasms ever, because it’s something I wanted for so long.

Peter, 28

I broke up with my girlfriend and I was really upset about it. I wasn’t interested in trying to find a new girlfriend at that point but one of my friends, this girl I’d known for a long time was over one night and we were just getting drunk and hanging out like always when suddenly she knelt in front of me and unzipped my pants. She said she felt really bad for me and wanted to “give me a present.” What happened next was 30 minutes of experiencing the best oral skills I’ve ever come across, and it was kind of sweet that she cared, even though we weren’t romantically interested in each other. We never talked about it again and things were surprisingly not-awkward between us. It’s probably my favorite blow job ever.

Ryan, 29

The one girl I saw for awhile that would stick her finger up my butt and stimulate my prostate. I’m probably never going to ask a girl to do this, but she just did it on her own and it was fucking incredible.

Joe, 30

Two girls. It happened in college. We were all wasted. One of them worked my shaft while the other kept the tip in her mouth. This is 8 years ago now and I still get off to it.

Justin, 27

In high school I was at a movie with my girlfriend and her family. Her parents were in the row in front of us and she went down on me. I didn’t stop her but it was sooooo uncomfortable. I was grossed out and I couldn’t come.

Jeff, 33

When we were still dating my now wife said she wanted to give me head while I watched porn for my birthday. She literally knelt in front of me while I fucked her face and watched porn. I had the most intense orgasm. Unfortunately, she didn’t like it and said she didn’t want to try it again.

Marty, 26

My best blow job ever was the hottest girl that ever went down on me. I had a crush on her for a really long time and finally at a party we started hooking up. Having my dick in her pretty mouth… I didn’t last long. She still wouldn’t go out with me though.

Ben, 25

I knew I was gay in high school and I thought this guy hung out with was too. He was always dropping hints that he wanted to hook up so on night when we were hanging out watching football (lol) I got in front of him and started the process of going down on him. He pushed me off him so hard I cut the back of my head on his coffee table. Never talked to me again. He’s out now.

Carl, 29

Um, this girl like… kept her tongue out while I was all the way inside her mouth. When she moved it, it touched my balls. It was magic.

Mike, 27

Love my current gf but she does not GAF about blow jobs. Haven’t gotten one in forever. Makes me miss my ex who wasn’t as hot, but was very enthusiastic about sex. Always seemed to enjoy going down on me. For all I know she was having the time of her life.

Chris, 30

The first and only time I ever did 69. I love going down on women so doing that while getting off was hot.

Kyle, 28

Once when I was drunk I showed my then gf how I jerk off. The next day she went down on me trying to mimic that. Her blow jobs became A+ after that. I’m not sure how to get my new girlfriend to do this.

Brad, 30

I never thought swallowing was that big of a deal until I was with my (otherwise wonderful) girlfriend I have now who hates it. She always makes sure to have somewhere to spit it out. Makes me fantasize about my high school girlfriend who would make a big show out of how much she loved to swallow.

Neal, 25

My ex-girlfriend who I was dating at the time walked in on me getting a bj from her sister. Won’t forget that one.

Shawn, 24

My gf and I were messing around and she ended up blowing me while her hands were handcuffed behind her back with these toy handcuffs. I was completely in control — how fast we went, how deep, everything. It was the hottest bj ever.

Jeff, 29

Um one time I deepthroated this girl and I don’t know what happened but a whole bunch of spit suddenly came up, like from her gag reflex. Maybe it’s wrong but it felt awesome.

Pete, 40

I’ve been married over 10 years, so they are unfortunately a thing of the past for me. I’d be happy with a terrible blow job, honestly, but the one I always fantasize about was the last girlfriend I had before my wife. She gave me blow jobs all the time. Once we were on vacation staying in this fancy hotel in Chicago and we can back drunk. She hit the stop elevator button and blew me in the elevator. I was positive they had a security camera in there which actually made it even hotter, although I spent the rest of the night stressed out we were going to get kicked out of the hotel.

Jake, 28

I dated this super bossy girl who was actually kind of a bitch — but it turned me on. One night she sat with her legs crossed on my bed while she instructed me to jerk myself off. It was a huge turn on. She finally got in on the action as I was getting close to orgasm.

Matthew, 24

After a night of drinking a girl threw up on my dick. Won’t forget that one.

Ryan, 25

This girl I know had HUGE boobs and let me alternate between titty fucking her and straddling her face. I want to find a girl like that again.

Matt, 27

I had a girlfriend who had a blow job instruction at a bachelorette thing she went to. She came home with all these weird creams and tricks and stuff. Whatever she did was super weird, but really good, there was like a cooling mint thing and then she hummed with me in her mouth. Weird but awesome.

Will, 31

You’re going to laugh, but it was the time my girlfriend was dressed up for Halloween. She was wearing a Princess Leia costume. It was my teenage fantasy realized.

Mark, 27

The first time I experimented with another dude. He knew what he was doing more than a woman ever could.

Brian, 29

I met this girl camping and my group and her group started drinking together at a fire one night. We left and went into the woods and she blew me. We didn’t even know each other’s names. It was fucking hot.

Andy, 29

It wasn’t a singular event, but a few years ago I was dating this girl who would always give me head while I sat on the couch watching football on Sundays. It was weird because I wasn’t focusing on her for some of the time — and weird when I would wake up excited that it was Sunday, but not sure for which reason.

Jon, 32

I have a very stressful job, but sometimes I can work from home. I was in my office one morning getting on a conference call with my boss and our biggest client. My girlfriend new I was really stressed out about the call and that it involved a lot of listening as my boss presented an evaluation of the campaign we just finished with the client. She let herself into the office, unzipped my pants, and provided me with some stress relief. It was so great after all the shit I went through related to that client to cum in my hot girlfriends mouth instead of worrying more about his stupid company.

Ozzy, 26

I got a blow job from a professor in college. I’m not kidding. She was in her 40’s but sexy in a MILF/professor way. I went to her office hours and she shut the door, while she was helping me she put her hand on my leg so I made a move. We ended up hooking up in her office while someone could have knocked on the door. It only happened once but it was the hottest thing ever. Thought Catalog Logo Mark


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Erin Cossetta

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