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43 First Time Blowjobs

Compiled By Spurtz

1. “I tried my best, but he kinda just wanted to fuck my mouth like they do it in porn. That couldn’t really happen because I had a hard time with my teeth. I wasn’t that good, so I just told him masturbate into my mouth. He came, and I swallowed. I believe the only reason I swallowed because I had Brussels sprouts early that day that I didn’t like. So in the moment, the cum didn’t taste bad. I don’t remember the taste of it though, all I know was that it tasted better than Brussels sprouts.”

2. “Awkward. I had no idea how to keep my teeth from touching it. I was next to a fish tank and I felt so judged by all of the fish.”

3. “We were both 14. We hid in the bushes somewhere. He was rock hard which scared me, and dribbled into my mouth for what felt like forever. He groaned a lot and said my name in a dying-battery type of voice.”

4. “Common sense tells you dicks should taste like skin… because they’re covered in skin. Sweaty skin. But that was still a surprise. I was like licking the inner soft spot of someone’s sweaty arm.”

5. “Oh, my god I’m about to put a dick in my mouth! Am I doing this right? God, I hope this is right. Should I actually SUCK?! Yeah, lick right there, that’s the ‘sensitive’ part… damn this is tiring. My mouth hurts. What do I do when he cums? What if I gag/puke? Does he like this? Oh no. He’s gonna cum, that’s what you wanted, right dummy? Blech it’s warm, slimy, and salty. Mostly slimy. Try to swallow. Nope. Just let it coolly ooze out of your mouth on his dick. That’ll work. He’s found you out! Apologize. Grab towel and wipe off mouth. Cuddle. Fall asleep.”

6. “It was my 22nd birthday and I had gotten in a huge fight with my former best friend, who happened to be at the same bar we were at celebrating my birthday. I was upset so I just poured shots down my throat (ended up with over a $200 bar tab). Was dancing with a guy and got really turned on so I told him I wanted to go down on him. We went out to the patio area where I thought was secluded and pulled down his pants and I started to give him head. I was drunk so I don’t remember anything but him moaning a lot, and then somebody came out onto the patio to stop us. Turns out, we were right in front of a window and everybody saw. I started crying and my friends got me home. Almost four years later and I STILL have not lived this down.”

7. I was 16. I been crushing on a neighbor guy for months. He was your typical teenage bad boy. He asked me to skip school one morning and go over to his place. He’d never given me the time of day before. I go over around 8:30. He’s not wasting any time. He takes me straight to the couch and we start making out. He unzips his pants and kinda pushes my head down. I was aiming to please so I didn’t resist. I’m doing my best not to scratch his dick with my teeth, and he starts pushing on the back of my head. I gagged a little. He did it again, I gagged again. I asked him to please stop pushing on my head because it was making me gag. Turns out this guy was a fucking asshole. He did it again, harder. I puked all over him. Covered his dick, balls, pants, underwear, couch, and floor with my breakfast. He yells ‘What the fuck!?’ We both jump up, he’s disgusted, I’m utterly mortified. He runs to the sink, I’m frantically looking around for a towel or something. He turns to me, puke covered pants around his knees, dick still dripping chunks and tells me to just leave. I ran home crying. Never talked to that fucking asshole again.”

8. “First blowjob I ever gave was hands-down the worst blowjob ever in the history of blowjobs. It was my best friend’s brother. My best friend was super psycho protective over her brothers, so I was terrified she was going to wake up and come beat me up the entire time I had this dick in my mouth. Literally had no idea how to go about the deed, so coupled with my bone-gripping terror, I more or less chewed on his dick until he came. Not sucking, or licking, but gentle gnawing with my panicked eyes glued on the door. I had never seen a dick in real life before, only pictures. He was Native American, so it freaked me the fuck out when his pubes were stick straight instead of curly. There I am, a terrified virgin gnawing away at this alien member until he came and I literally ran out of the room and didn’t talk to him for almost a month. Flash forward years later. Dude tracks me down on Facebook, and starts randomly sending me videos of him jacking off, telling me he’s never gotten the feel of my teeth out of his head, and no blowjob will ever be as good. Fucking weirdo.”

9. “I have never been more aware of my teeth than I was at that moment. I’d had it hyped up in my mind so much that you keep your teeth far, far away from the penis or it will be absolute agony that I was convinced he’d be better off sticking his dick into a spool of barbed wire. Turns out, unless you’re straight-up chomping away at it, it’s pretty easy to keep them out of the way.”

10. “Oh man, I did so much research beforehand ha-ha. I Yahoo’d it, and downloaded porn so I could study up. I practiced shoving my toothbrush down my throat, for deep throat practice. I read that it’s hard on your jaw, so I chewed lots of gum to train my face muscles. I think I took notes and everything. You could probably make a Rocky-type montage of my blow job training as a dorky teenager with acne and braces. When it came to the deed, I was so nervous and I felt like I was taking an exam, and literally switched from technique to technique: mint in mouth, fizzy water, warm tea. Then sucking, swirling the head, blowing on tip, to name just a few. Deep throat, but only once lol. I think I just confused the poor guy’s penis, but he came anyway, because he was also a super inexperienced teenager.”

11. “Terrifying, I had no clue what I was doing. The family computer was in the living room so any Googling was risky. I got my tips from Cosmo. When I started humming my boyfriend asked what the fuck I was doing.”

12. “He was guiding me through everything so that was helpful. ‘Right there… just like that. All the way up and all the way down. Try not to use your teeth. Wanna try using two hands?’ Me: ‘My mouth is getting kinda tired’ Him: ‘You can just spit on it and stroke it for a while with your hands—I’ll warn you when I’m getting close.’ But during it I felt pretty powerful looking into his eyes and hearing him softly moan every now and then — knowing that I was the one causing his pleasure.”

13. “‘Ok… Here we go… I hope I’m not horrible at it. Ok… Hmmm this isn’t too bad, ok, apply some of the things you’ve seen in porn and some advice you’ve gotten from Cosmo. This doesn’t taste like anything… Good! No teeth! No teeth! Ok… Alright, he’s enjoying it… I think… Ok good… he’s moaning, good sign. God… ah! WTH? Oh, he came. Oh ok… Good. Hmmm cum doesn’t really taste like anything. Consistency is kind of gross. Not as bad as I thought. Interesting.’

14. “Pretty awkward. I just kept thinking, WTF am I doing? I feel dumb. Does he like this? Well he for sure did and came all over my shirt as we were about to go to a pool party. I tried so hard to get it off but I was a rookie and used hot water! Now I love doing it. It’s probably my favorite thing to do. I don’t even need reciprocation. 10/10 my boyfriend is a happy man.”

15. “For me, it was an experience of ‘Meh? Meh.’ That’s pretty much how I still feel about it. For him, I guess it was either the best or the worst thing he had experienced. He came while laughing and kept laughing for a good five minutes after while I felt stupid and embarrassed and thought ‘Welp, no porno or Hollywood movie ever told me about this part’.’ I didn’t dare ask him if it was laughably good or laughably bad and to this day, 10 years later, I still have no idea if he and his friends knows me as the terribly bad or terribly good blowjob girl.”

16. “It was awkward at first. I remember feeling half grossed out and half turned on. He kept telling me to think of it like Go-Gurt. I remember my jaw was hurting and so were my knees and the bastard didn’t even give me a courtesy warning when he was going to cum. I swallowed most of it but some of it came out. He said he thought it would be better if he didn’t warn me… even though he knew it was my first time!”

17. “We were watching his favorite movie and I didn’t have the heart to tell him I wanted to make out… so I started getting fidgety and thinking I totally could give a blow job. I could touch the back of my throat and not gag. So I started playing with him, trying to be sly and the conversation was like,

Him: W-what are you doing?

Me: Do you trust me?

Him: Of course I do. (Bright red face)

Me: Then keep watching your movie

And it kinda happened. I had no clue what I was doing really, I mean, I read some articles because I wanted to know do’s and don’ts. But he definitely didn’t expect it… and I didn’t expect him to cum that fast. But I swallowed. It didn’t taste as bad as I thought it would. Just made me really thirsty.

We’re still together today.”

18. “First of all, this was the first time I had seen someone of the opposite sex naked. So this was also this first time I had seen a penis in real life that didn’t belong to some kid whose diaper I was changing. Being 19 this wasn’t only mildly embarrassing, but also strange because we were in my dorm room and the girls that lived next to me were in their room making a bunch of racket. So we get started. Lucky me they were huge, I could already see the outline in their briefs, problem was I have a small mouth. (Being a dork) I had read something off handed on a Cosmo magazine about ‘how to give the best head’ and tried to keep that in mind. Something about using an 8 count?

Underwear comes off and the thing is right in front of my face, But I could hardly get it in my mouth, and when I could it was practically prying my jaws apart. I could only go about 1/5 of the way down, it was insane…

Ended up just licking it really awkwardly, and using my hands mostly. At the end of it he just told me ‘it was okay, I guess.’

19. “It happened for the first time about 7 months ago. I had like no experience doing ANYTHING sexual at all, so I figured a BJ would be the simplest option for me. We were both on the couch and I started off with a HJ. The feeling of it was so foreign, yet so intriguing at the same time. The warmth of his dick, the way it pulsates… as much as I had fun playing with it, I quickly realized that this wasn’t going to mean much in the long run since I really had no idea what I was doing. I couldn’t tell which part of the dick felt better to touch or rub, it looked all the same to me besides the obvious head and shaft parts. The only thing going for me at this point was a few tips I read about on Reddit prior to this. After a few minutes of that, I laid down on my stomach and took his dick into my mouth. It was like playing with a meat-rod joystick that took up most of the space in my mouth. There wasn’t a taste of it that stood out to me, it was more like texture of the dick and the thickness of it. The head seemed very smooth to me, the underneath of the head suddenly more rigid, and the shaft feeling like it was just THICK. I recall running my tongue around his head, wondering how much he was getting from this. I didn’t go very far down on him, I was focusing only on the head and upper shaft.

My mouth is pretty small, so it wasn’t going to take in a lot during this first encounter. The further I shoved it in, the more I felt like I was going to gag. I was pretty good with making sure he didn’t hit my teeth, but I probably still sucked (in a bad way) at it because I went on for 15-20 minutes before he pried me off. Granted his sister had woken up and was walking around the house but that was the end of it for a while. The next day my mouth was sore, my throat hurt (despite not going in that far), and I felt like I was SURE I got some kind of STD. Within a week, it went away but I was scared for a while. I honestly felt like I fucked up the whole experience and he would never try again with me. To my surprise, he still kept on visiting me and tried again with me like after a month or so (when we were finally alone again). I think my third time I finally got him to cum after 10 minutes. I was also going MUCH further down on him (to a point that it hits my tonsils now) and I used way more tongue as I was pulling him into my mouth. When he finally came, I took it all in and swallowed. It was like a sort of mucus to me in both feeling and taste, but I didn’t mind. I felt finally rewarded after failing a few times. I had my hand at the very base of dick and loved the feeling as it shook intensely from his orgasm. I still feel kinda clueless since the two of us don’t communicate well, but given that he’s always so close to me, he seems to be enjoying it. Hell, I’ve caught him making quick glances at his stiffy as he’s sitting next to me on the couch, as if he’s anticipating what I’m going to do next.”

20. “Constantly worrying about sucking too hard/not hard enough/accidental teeth, plus the most awkward situation of my mouth being busy but not my brain. So I’m sitting there with this weird fleshy thing in my mouth like ‘…I can’t see anything but pubes… he’s not doing anything, am I doing this right?… this smells weird.’”

21. “I was almost twenty and he was my first boyfriend. He goes to an extremely conservative Christian college that does not allow women to be in the men’s dorms overnight, so we were sleeping in the backseat of my car in a deserted corner of the parking lot. We’d had sex before, but never oral. As horny as we were that night, we knew from experience that trying to bang in my back seat would be difficult, cramped, exhausting, and likely to get us caught. (The story of how I lost my virginity.) But a blowjob we could get away with. I volunteered, but warned him that I was clueless and would need help. He guided me through it very kindly and helpfully, giving me pointers on how to lick and suck the way he particularly liked it. He has an ex that we was with for a long time and was sexually active with, which normally bothers me a little, but that night it was helpful because he was able to be specific on how to angle his dick into the side of my mouth so I could deep-throat without choking or biting too hard. He said it was fine if it scraped against my molars a little bit. He gave all this advice in a low, gentle voice and stroked my hair. It was actually really nice. Once I’d gotten the hang of it, he started pushing my head down, which messed up my rhythm a little, but I get off on being controlled during sex so it was kind of hot. I still ask him to do that sometimes. When he came, I only knew because he warned me — I didn’t realize that the taste in my mouth was cum until after I swallowed. He didn’t expect that. I gave him a weird look and asked him what the hell else he expected me to do with it. Spit it out on the floor of my car? He reciprocated via fingers (cunnilingus proved a bit too difficult in the car) and we fell asleep cuddled up in the backseat. We’re still together. All in all, a very pleasant first blowjob experience.”

22. “I got nauseous and gagged a lot. He said it was okay if I stopped. Then I started crying because I’d wanted to do something special for his birthday (we’d been dating about two months at that point) and he said it was fine and we’d try some other time.”

Got my period two days later. My period makes me nauseous and weepy. Many a-ha’s were a-ha’d. (I did end up successfully completing a blowjob like two months later. My general reaction was “wow, this is really sour and kind of savory, it’s not salty at all.”)”

23. “Awful… for him. I had braces and I’m still not sure why he would knowingly accept a metal BJ. He soon learned it was not a good idea when a part of the band on my molar met his dick.”

24. It was with my ex-boyfriend 3 years ago. I was a virgin at that time. My ex-boyfriend was 3 years older than me and had a good star boy vibe too.

It was my first time touching a dick. felt so heavy and warm. When I start giving him the hand job, it suddenly got hard like a rock but went soft again. When It got soft a droplet of precum came out of his penis top. I got so horny by witnessing that. I licked it, it was slippery and salty, OMG I loved it. I wanted more precum, so I pulled out all my strength and started sucking out his dick. I felt that salty liquid, Yes he is a precum machine. He got rock hard again, I was on my work, mining out all his precum up to the last drop. Suddenly he started moaning and I felt his dick was getting fat and harder. This dude squirted out all his cum, which I had never tasted in my mouth. It was more like precum but was warm.

25. I was immature to say the least and lied to him when he asked me if I had ever sucked cocks before… it’s the reason I still crave the cock sucking as soon as I put his cock in my mouth I had a climax but at the time had no clue what it was but it happened once more when he squirted his cum in my mouth… I thought he had just peed in my mouth till he said swallow the cum so there would be no mess in his car for his wife to find…. I waited till he dropped me off to get sick and throw up… When he asked me 3 days later to do it again I could not wait and I never have gotten sick since.

26. Tonight was the night for me. My boyfriend and I, we have been together for a year and a half and we celebrated today with a great dinner and a great loving session after.

Although we don’t want to go into sex yet, we have been doing some other things and two months ago it was my first handjob on him.

Tonight tho, I asked him if I could kiss him down there. And he smiled.

I went down kissing his chest and then started to move my boobs on him. He was super excited. When he was almost coming, I put it in my mouth and he held my head with his hands as if he was liking it. No longer than 30 seconds after, he came in my mouth. It was a weird feeling, having a penis in your mouth is weird but I was liking it even though I was confused. When he came, I was amazed and not sure about what to do so I swallowed it. He couldn’t believe it. It was amazing and we both loved it.

27. I was so proud! I had studied books on the subject and watched a few porn videos. Then, I discussed it with my boyfriend. He was so supportive, and let me know that if I were uncomfortable with the idea of putting a penis in my mouth, that he would understand and not expect it.

Finally, I decided that I would try it. In fact, a co-worker who said that she was an expert, always said, “Try it – you’ll like it.” So I told my BF that I wanted to give it a try.

He took me to our favorite restaurant for a delicious meal, and even got us some fine wine – for liquid courage. Later, at his apartment, he again asked if I were still sure that it was something that I wanted. At that time, I wanted nothing more than to get on my knees before him!

The actual act was much better than I expected. He offered suggestions, and waned me that he was about to cum. I had gone this far, so I pulled him closer, and would not let him pull out. I swallowed every drop, and still do!

28. From all my sexual experiences at first I’m always a bit nervous in my head bc I have to think about it and figure out my first move while beginning to suck. When I start I always close my eyes to relax my nerves because it’s always my first time especially doing it with someone new. But after I start feeling like he’s liking it, I get comfortable and begin doing some sexy tricks with my tongue 😅. Sooner or later he’ll tell me he’s about to cum or when he starts breathing harder I tend to get myself prepared for it. As soon as he does it, It’s like my blood rushes through the inside of my skin and the taste of his sperm in my mouth gets all salty and thick with a light chemically taste that fills my mouth like a donut 😩 and it makes me feel good that he climaxed and I’ve made him do that with my wonderful mouth and tongue.

29. The first time I did it I was very nervous and didn’t like it. The second time was on a guy I met at a party. That was a ten-second wonder. After that I found ways to enjoy it. Later I took a class in it! Seriously! Honestly, if my vagina sealed itself up somehow I would specialize in oral sex. It’s something my bisexual husband and I compare notes in and share techniques! LOL!

30. My first was awkward and a bit surreal, I was deeply in love with the guy and I was fairly young and still in high school. I had read about sex and saw everything there was to see from tons of foreign and domestic porn that my best friend and I would watch after she found the secret hiding place her father used to keep it, he had every type of porn known to man and on sleep overs we certainly got our fill in her little hide away in the basement we called our nest. I used to see lots of blowjobs and oral sex on those old video tapes though I was not eager to really try it out. However my boyfriend was begging for it so much that one day I did attempt it with him in his parents garage, it was very awkward and I did not like or even realize there would be scents or odors and taste that were not really appetizing or to my liking at that time of my life, I was so afraid that I was not doing it well but he did instruct me in a pleasant and loving way, it did not take him long and without warning he lost what felt like gallons of his manhood in my mouth, I coughed and gagged and he held my head strongly against his tummy forcing himself into my mouth to where I felt like I would not be able to breathe again, when it was over I threw up on his shoes and his pants and ran to clean up, after a couple more times I began to adore pleasuring him but the first couple times were very rough on me.

31. I was 14 and went to a private Baptist school and it was just me and the preacher’s son in the gym that day and on a bullshit bet he told me if he made a full court shot one handed I had to do whatever he wanted. Well he made it and he wanted me to suck his dick and I did and have enjoyed giving head ever since 30 years later.

32. Odd especially since I was pretty young. I was 10 and was pretty dense and reserved back then. I was with some friends and one of them was 16 (Maybe older). Things escalated and I was dared to suck his dick. Not wanting to be the shy one out I agreed. We went to another room and he showed me his penis. He was pretty big if I remember correctly. I was only able to fit his penis half way. He tasted bitter and salty. To be honest I kinda liked it. The feeling of doing something naughty like that. He then came in my mouth without warning. That tasted even saltier and I kinda didn’t like it but he held my head and his penis in so I swallowed it. He told me to lick him clean so I did. At the time it wasn’t an overly traumatic event but in hindsight was pretty stupid.

33. I was nervous, and the guy was giving me directions while I was on my own. He kept telling me that I was using too many teeth, then I got the hang of it. He was starting to really enjoy it until he decided to shove more stuff in to make me choke. For me it was the most difficult, fortunately with practice I improved a lot.

34. I was nervous but excited to do it. I had practiced on my dildo many times, so I was excited to try it for real and make the boy feel good. I wanted to impress him with my skills. But I was nervous that I wouldn’t do it how he liked. He came pretty quick, so I must have done a good job. Either that or just seeing me do it made him cum fast.

I met my husband when we were 11 years old at school but didn’t start dating till we were 13. We kissed, cuddled and ‘played’ with each other and when we were 14 he went down on me and I returned the favor. I can remember whilst I was giving him a BJ, all I was thinking was “Is this really in my mouth?” I did stop before he came in my mouth and I finished him off by hand. Because I was so scared of getting pregnant we were have foreplay long before ‘full sex’ and it wasn’t long before I let him cum in my mouth.

I was surprised that I actually enjoyed it, more so because we were a couple rather than a one night stand. It give me a sense of bonding with him. Anyway, we’re 34 now and 21 years later I still enjoy pleasuring him and have honed my skills to an absolute art.

35. AWKWARD. I was 14 at the time and I had been rather sexually aware for a couple years. I met up with a guy called “S” who I had been talking to online for 6 months or so (he was 17) and we went to a secluded park where before I knew it we were making out. It was kind of a blur and I couldn’t tell if he liked it or not as I was inexperienced and very nervous. He came which was a plus!

36. My first time I felt scared and confused. I was 16, he was 18. He liked it but when we and by that I mean, he, was done I felt lonely and used. Subsequent experiences did get better but I never felt 100% comfortable with it until 2 years ago when I began having sex the most wonderful man I have ever known. He’s now my fiancé. With him I feel beautiful and sexy and loved no matter what kind of sex we’re having at that moment. It’s so much better! I love sucking his dick and swallowing his cum.

37. I practiced up ahead of time with cucumbers, carrots, and bananas until I figured out how to get something like that in my mouth without triggering natural reflexes to spit it out or gag on it. I got to where I could almost skin the peel off a cucumber before I dared actually try it on him.

That evening, I (we) had started playing around with one another, and I have to admit, I had as much fun playing with his penis, pulling on it, slapping on it, bending it, pinching it, and even biting it before I went for it. He was practically ready to cum before I got it in my mouth good and proper. I was having the time of my life, until he did. That sudden explosion of gook was more than I could handle. My first thought of it was a time when I had been sick and coughing up a thick and pasty phlegm. The thought of that almost made me nauseous.

I still to this day have a problem when he unloads in my mouth. I don’t mind it when he pulls out and splatters it all over my face. Even if he gets a few droplets of it in my mouth, it doesn’t bother me. It’s not the taste of it, it’s the amount and the texture of it. YUK!

38. My first – It was great, but it was very tiring! I had slept over at his house and then we were in bed watching a movie and cuddling. After we both fell asleep, in the middle of the night I woke up a few times and kept holding him, then I gradually went down and felt him up a lot of times. He was sleeping peacefully and he kept getting hard since I was rubbing it. He woke up and asked me if I was trying to feel him up lol and I said “Noooo…” and then we kissed a little, talked, went back to sleep and I went back at it. Then in the morning I woke him up and he was so turned on because of last night and I did it again, he took his pants off because I asked him to and I gave him a hand job, then he asked if I wanted it in my mouth and I put it in and he instructed me how he liked the grip, pressure, etc. He wanted it to last very long, to me it felt like an hour and I think it was. I loved watching him squirm around and go crazy as he was about to cum. I swallowed. We planned that I’d show him the come in my mouth but I just could not keep it in there too long because the taste surprised me. It was a warm, salty tangy taste and I had to swallow immediately and drink water but I enjoyed every minute of it. He loved it because I loved it.

39. Felt awesome. I had no clue what I was doing but made him feel great. I was told that I was the best and wasn’t believed when I said it was my first time. I rocked it.

40. It was awkward, my jaw started hurting, I didn’t know what to do, then he shot this hot, thick, bitter liquid down the back of my throat and I started choking lol!!!! I am a pro at it now though.

42. I was scared to see a penis from that angle for the first time! It was just… so close to my face. But once I started, I loved it instantly.

43. “‘Holy shit, what am I doing?’

‘Whoa, this is awesome!’

‘I love cock!’

‘I’m-a deep-throat this thang!’

‘Oops, I’ve thrown up…’”

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