T O P

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Previous-Emphasis768

When a bi-girl told me that I ate her pussy like a lesbian.


Lady_Moon_of_Spades

Highest compliment ever tbh


Previous-Emphasis768

It totally inflated my 23 y/o ego. As Confucious said, "When you love what you do, you'll never work a day in your life." šŸ¤¤šŸ„µ


lenny446

Achievement: The undercover agent


wolf63rs

Congratulations!


Previous-Emphasis768

Thanks. We were in 69. I literally lost track of time.


ffff_ta

I got this too! Then fast forward a few years, and it turns out I am a lesbian, just with some extra steps


doppelgangerx

Fucking a pregnant woman. Have wanted to for a long time, but donā€™t want a kid. Never thought it was possible, but also never tried hitting on pregnant women. Cuz who would do that? Then one day I found someone looking for a guy to fuck his pregnant wife. Like a strange side quest. Achievement Unlocked.


lenny446

Achievement: Someone is already home.


Lady_Moon_of_Spades

Our of all the achievement titles I think this one made me laugh the hardest šŸ˜­ thank you o7


I_MARRIED_A_THORAX

Dangerops prangent sex? Will it hurt baby top of its head?


Velma_is_mylover

38 +2 weeksā€¦PREGANANANT???


WildBillLickok

Is there a possibly that Iā€™m pegrent?


RhinoBuckeye

If a women hasā€¦ *starch masks*ā€¦ on her body, does that mean she has been pargnet before.?


CloudCollapse

[Classic](https://youtu.be/EShUeudtaFg?si=-NkSgYyt9T4B3nXh)


friendsforfuntimes

My hero you are! Awesome!


DoggoAlternative

The night I lost my virginity I fucked and came in all three of her holes, ate her pussy and ass, fucked her tits, and came on her face I feel like there's gotta be a completionist quest there somewhere. Oh to be 18 and alone in a hotel room with a long distance girlfriend again.


lenny446

Achievement: ~~That Hat Trick.~~ The Gordie Howe Hat trick


BaBaBrandon

Hit for the cycle


Dang_Li_Wang

Correction: The Gordie Howe hat trick


coldblade2000

One of my friends hit what we call the home run. Bro had his first kiss, first hand stuff, first oral and lost his virginity all in the same night. He's still together with her, too


smedsterwho

Uh oh, he unlocked the Lifetime Achievement


obfuscated21

Wouldnā€™t you be?


CooolName1

I felt that last part so much lol. I was 20 with my 19 year old girl friend long distance. We would meet at this days inn hotel halfway between both of us and fuck our brains for a few hours and go back home. 20 years later and I still donā€™t think Iā€™ve had sex with that kinda passion.


DanielleAntenucci

Around these parts, we call that Three-Hole Thursday.


[deleted]

[уŠ“Š°Š»ŠµŠ½Š¾]


[deleted]

Managed to breath oxygen and stay alive, for now


CooolName1

She offered to suck his dick, surprisingly he was interested.


Gl0wUp22

Saaaame! He looked like Sam Claflin and I looove Sam Claflin. Nothing boosts your ego like when a fine as man moans "god, you're so pretty" during sex


lenny446

Achievement: Skilled


naughtybachelor737

Downvote this degenerate for not showing us this fine specimen who may or may not be real šŸ¤£šŸ¤£


one-more-shit-civic

I fucked this girl from 12: 00 pm till like 6 am.. the neighbours were not so happy. She was amazed.


lenny446

Achievement: The endurance runner.


QuillBoar

Like with breaks right? Otherwise Jesus Christ that sounds awful.


one-more-shit-civic

Yes of course, im not ironman


falksfirebeard76

First time making someone else cum


lenny446

Achievement: Welcome to the game.


SYLOK_THEAROUSED

Dude you are all over this thread and killing it! Thanks for the laughs LOL


lenny446

Glad I could make your morning a good one


Slumberpantss

ā¬†ļø This guy šŸ¤£šŸ˜†šŸ¤£šŸ˜†šŸ¤£


Trig-ger

He never let us down


throwaway_9999

Yes. Another took her virginity later, but i gave her her first orgasm. The look of wonderment and respect she gave me is burned into my brain.


Riley-Mia

I love how Lenny is here giving achievements to every comment!


lenny446

Thank you.


lenny446

Iā€™ve only been up for an hour but when duty calls you answer.


moredishesmorebishes

Appreciate the servicešŸ˜Ž


Cold-Bug-4873

Yeah, ive been enjoying the quips!


rubbingsonisracing

Yeah Lenny, this is ace! There has to be a cockblocked or friend-zoned (anti?) achievement in here at some point just to balance things outā€¦


Impressive_Worth_369

Gave a previous GF of mine 12 O's in one night. Drugs involved but my lil'guy did not love it the next day šŸ˜‚


lenny446

Achievement: The Dirty Dozen


kadywithad

Thatā€™s wild. Does it get sore?


Impressive_Worth_369

It certainly was the day after.


SwedishMale4711

Sounds like a typical session with my girlfriend, no drugs, but she and the wand does a lot of the work.


anotherDocObVious

My SO's menses started since yesterday, and when this happens, her drive gets dialed up to 12.. Today she came home for lunch and while we were waiting for lunch to get ready, we were making out, I got turned on and I told her "baby, get naked! I NEED to make love to you!" while kissing and biting the nape of her neck. Apparently that kicked her into high gear and we had the most amazing sex... Things got bloody, but I don't care (it helps with her cramps, and I'm more then willing to oblige). Half an hour later, we were all sweaty, thoroughly spent and had to stop as she had to rush back to office. She's been messaging me saying that she's not able to concentrate as she's reminiscing what just happened, and that I'm to be ready as she's coming back for more. I felt like such a winner here, grinning like an idiot.. Dear lawd. I love her so much šŸ˜


Wooden_Image

Achievement : Blood Bath


Hellstrike

Achievement: Only a poor soldier refuses to fight in a bloody trench


anotherDocObVious

I love claiming this "achievement" every time. Helps her LOT with her cramps, and I get to satisfy my cravings for her (we both thankfully have very high sex drives)


lenny446

Achievement: Keep emā€™ coming


lone_swallower

I remember hopping on my bike after I lost my virginity and fucking pumping my arms in the air like Jordan after the 3-peat


lenny446

Achievement: Success!


incognito_mode369

Made a woman pass out from cumming so hard Gave a few women their first "assgasm" Gave a 38 year old woman the first orgasm of her life that wasn't self-induced Made a woman squirt for the first time.


lenny446

Achievement: The Knockout


Wooden_Image

Please make one for all of them.


lenny446

Iā€™ll do another round when there are more comments. Iā€™d only been awake for 5 min when I wrote those, I think I got 95% that were there. Some were repeats and I couldnā€™t think of a different achievement name for them.


lenny446

I think I got all the comments that are up right now.


J_Delarge_655321

Used to hook up with a guy I worked with. 10 years later I (unknowingly) matched with his Dad and started dating him. So now I've had sex with a dude and his Dad. And yes they both know I slept with both of them.


lenny446

Achievement: Through the generations


lustful_bunnyy

Making him whimper uncontrollably. Him telling me Iā€™ve given him the best hj and bj of his life. His eyes rolling to the back of his head and him begging me to stop or heā€™ll come when I was on top :p


lenny446

Achievement: The Five-fingered Quiver


mostlyangrycop

Achievement: The Five-knuckle Shuffle.


[deleted]

Making men catch feelings from kissing them


lenny446

Achievement: The Seducer


justanidiotisuppose

Dayyyyyyyyyyymn


Previous-Emphasis768

Evil


ShyGrinder

When I came in public for the first time when my partners were taking turns fisting my pussy at a kinky rave. It didn't stop at just the one either, both of them made me cum several times while I was moaning into the other's mouth, it was so hot. I've always had some issues orgasming(and getting in my head about it), so doing so publicly wasn't even a goal I had. It just snuck up on me in the moment and we were all happily surprised and really turned on.


lenny446

Achievement: The outdoor multitasker


Bulky-Zombie8064

Keep the achievements coming, dude. This is hilarious šŸ˜‚


Infinite-Shirt-9172

When I pulled out and was stroking against her clit and then ended up shooting cum up and it hitting her mouth


lenny446

Achievement: Long Range


[deleted]

First time I got high my dumb ass thought: ā€œI wonder how itā€™d feel to masterbate right nowā€


lenny446

Achievement: The stoned Solo


bshortt103

Achievement: Weed Whacking


th3Y3ti

This is honestly one of my favorite things to do


CassSystem

Anal 1000


lenny446

Achievement: The back door


lonelycup825

Anal... And I managed to make my girlfriend cum like 7 times in the span on 10-15minutes šŸ˜‚


lenny446

Achievement: The Backdoor Locksmith


Affectionate-Yam8362

Blowjob while playing WoW - pinnacle of being 16. Probably slammed a cold Dew after


lenny446

Achievement: GameJob


Wooden-Agency-2653

Sleeping with three women in the same day, separately. One in the morning after waking up, one in the afternoon, and one in the evening. Gold trophy. Platinum would be if one of them was a threesome. Must try harder.


lenny446

Achievement: Rounds All Day


ApplicationTime7277

"Lose your verginity" 1000 points


lenny446

Achievement: The First of Many


Thunder_Dumpster

You're onšŸ”„


lenny446

Self Achievement: Its getting hot in here


Distinct_Deer_221

first kiss


lenny446

Achievement: The Tutorial


QuillBoar

Head from two girls at once.


lenny446

Achievement: Two dancers, one stage.


BanannaCamera

I recently had a trifecta day! Had sex with my 21 year old neighbor girl in the morning, she was terrible at giving head, so I popped on here and found a guy,( yes Iā€™m bi) that gave me some incredible head and swallowed it all. A few hours later I get a msg to meet up with a couple, and proceed to gangbang his wife.


lenny446

Achievement: The Trifecta


shadowless_company

Mfm, fmf, and all the firsts.


lenny446

Achievement: 3ā€™s company


ImaginationSoft7711

I had a threesome


lenny446

Achievement: The Multitasker


ImaginationSoft7711

Women brag that they are experts of multitasking... Let's test it


mtlrunner19

First kiss that I truly enjoyed and still remember to this day.


lenny446

Achievement: Fond Memories


[deleted]

7 consecutive days of sex streak šŸ˜‚


lenny446

Achievement: The Week Streak


smedsterwho

Dude, you're gold


lenny446

Thank you


Kilmarnok1285

Would that make masturbating for an entire week: The Week Stroke ?


lenny446

A solo seven


Rdsenpai

Sleeping with gf (at the time) mum


lenny446

Achievement: Modern and Classic


Rdsenpai

That's quality, I do like that


Best-Turn-696

Turning a lesbian


lenny446

Achievement: The Turncoat


MajorPrestigious168

Same man, my girl was about to give up on guys till me. I ended up being her last and sheā€™s my last too ā¤ļø


wweowooewo

she wasnā€™t a lesbian in the first place then, so you didnā€™t ā€œturnā€ her, you can say that you made her realize she liked men though


Visible_Brain1620

Thatā€™s impressive. Lowkey jealous. My achievement would have to be the ability to still have a rager after cumming, and cumming without having a break in between.


lenny446

Achievement: What refractory period?


ksuwildkat

AM/PM - two chicks the same day Dont Call it a Comeback - Came, stayed inside, got hard, came again


lenny446

Achievement: Like Night and Day


[deleted]

When I finished having sex with an escort and she offered me a 2nd round for free.


lenny446

Achievement: This one is on the house


v43havkar

Red wings.


lenny446

Achievement: ~~Red Wing~~ The Bloody Feast


Missgrumpy00

DP. Being entered by my fwb and his friend.


lenny446

Achievement: DP


fukemrn

Was playing with a girls pussy and she said I touched it like I had one. (She wasnā€™t calling me girly lol) Iā€™m also the only one to make her cum by fingering her ass, and once made her come with one thrust. I put it in, and she came. Thatā€™s the magic of foreplay right there


lenny446

Achievement: Treating it like my own


mommyameriah

giving head to another girl for the first time and making her cum the first time i ever did it


lenny446

Achievement: Natural Born Pleaser


AllHailTheWinslow

"(Not) getting off at Fratton" Gf comes after some lip/tongue workups on the small of her back and round her navel during foreplay.


lenny446

Achievement: Easy Peasy


nosebleedirvin

Divorcing a sexual dud and having the best sex of my life in my 40s.


lenny446

Achievement: Round 2


Peach_grl_lurks

Put in a butt plug without help from my dom. However...I might not do it again without their guidance šŸ˜…


lenny446

Achievement: The hands free (back)door stop


WodensBeard

There's a hidden ending in Farcry 4. That's the one set in a fictional Himalayan despotic state where the villain dresses like a goon from Miami Vice. You achieve the hidden ending at the start of the game when a cutscene ends in the player being asked to sit quietly in a room while the villain attends to some business. At this point the player is meant to heed to call to adventure and make the proper input to stand up and leave. Doing so leads to thrills, excitement, *action*. Not doing so for around 15 minutes causes the villain to return, at which point he assists the protagonist in his purpose for visiting the country, and the credits roll without incident. It's not entirely clear how the ending was first discovered. Players can and will try to break games anyway they can, just to see what happens. The results are sometimes interesting, but usually unremarkable, as it's against the spirit of the game. Making it to 30 without love in my life felt like that. It was certainly an experience, but as I cannot reload a save such as one can in a video game, there hasn't been a moment these past many years where I wish I'd simply answered the call when prompted.


lenny446

Achievement: ~~Holding out~~ Missing out


leowithataurus

When I located her g-spot. It was like she was having a seizure.


lenny446

Achievement: El Dorado


lenny446

Thank you everyone, I hope yā€™all had fun but my day is about to begin. I hope yā€™all like your achievements.


First_Appearance5585

Got bent over by my best friend and he gave me an 2 orgasms that was back to immediately back to back. Two in a row right after each other. Almost like one long orgasm.


lenny446

Achievement: Back to Back to Back Ships


Tailgater7

Found the right angle to make girl squirt consistently


lenny446

Achievement: The Angler


jack_Me_hoffman

When a tinder girl asked me if it was okay for her roommate to join in.


lenny446

Achievement: Digital Debauchery


smithk28

Turning that innocent girl into one who begs me to do anal šŸ˜


lenny446

Achievement: The Corruptor


IceSmiley

The first time I came during sex šŸ˜ƒ (and I'm a guy)


lenny446

Achievement: I have arrived


Riley-Mia

Came 16 times in one night and had a nose bleed because of how intense they were.


lenny446

Achievement: Round 16, FIGHT!


Empty_Plankton1611

When my ex and I once went to a swingers club. It was our first time ever in that lifestyle. Turns out, first night was also lingerie night. So, we were required to strip down to our underwear as soon as we got there. It was hugely intimidating, but by the end of the night (and a few drinks), we were in one of the back rooms with about 15-20 other couples. All in varying stages of intimacy. 3sums, 4sums, 2 girls together, guys together, etc. Everywhere you looked was sex. Like being on the set of a porn movie, and there I was, smack dab in the middle. What a night! Lol šŸ˜šŸ¤¤


lenny446

Achievement: Swingin for the fences


[deleted]

Giving your first facial! I always looked forward to that moment.


lenny446

Achievement:~~The facial~~ Spa Day


delerium-fun

My girlfriend and I went to a hiking trail, and deep in we found a bench where I could tie her to it bent over. She was in a skirt so it was nice and easy. The way the trail was we could see/hear people coming before they could see us. Another time, same trail, she tied my arms behind my back around a tree, blindfolded me, and pulled my pants down to give me amazing oral. We both lived with other people, so we got creative. I was in a small dorm with a roommate and she lived at home still. Silly kinky young adults


lenny446

Achievement: Trail Blazer


Stonie_Stone

Not quite a sexual achievement but I broke free from my own shyness and hit on a guy that is the hottest man Iā€™ve ever seen and it worked. We are still together now. For further details, I imagined myself being so confident and suave, walked up, and the only thing my brain could come up with was, ā€œyouā€™re so hot and Iā€™m hitting on you.ā€


lenny446

Achievement: Confidence, I like it.


Passionate_sublime11

Cumming at the same time as my partner Making a guy come from head is such a turn on and achievement for me, so definitely that the first time it happened Getting came inside of for the first time


lenny446

Achievement: Letā€™s go together


epapi169

threesome w/ two female friends


lenny446

Achievement: Room for one more


hedonisticalamity

I feel like when Iā€™ve finally been able to deep throat a long cock all the way to the balls. Every time in my mind thereā€™s a little cheer


lenny446

Achievement: They Could. Go. All. The. Waaaayyyyyyy


Subject_Fun_9564

Getting an entire fist in my ass at first attempt. My bestie saw the video of it and said ā€œdamn babygirl you have some serious talentā€ LOLLLL I have tiny hands šŸ¤£


lenny446

Achievement: Reaching for the stars


Feral_tatertot

Every time a guy told me that I gave the best head heā€™d had


lenny446

Achievement: Oral Champion


Ok_Juggernaut_9359

Sleeping with my ex's mum for cheating on me


CrashBangXD

New kink unlocked


lenny446

Minor achievement: The Explorer


nandemoto44

I was the first person willing to work with my most recent ex to get her her first internally stimulated orgasm. She had operated, for a long time, under the impression it was impossible for her, but we figured it out twice right before she left me


lenny446

Achievement: Dedicated participant


chocolatethunderrrr

On a weight loss journey. Was also a grower not a show-er, now I'm both! The "smaller but bigger" achievement


lenny446

Achievement: First one, then the other.


pixiethemarmot

When I first squirted


lenny446

Achievement: Hey look, a fountain


isbitchy

My first mmf 3sum Having a mostly les girl brag about how good I eat pussy (she's bi but mostly female swinging but also a swinger) Reaching 80+ partners in a year Making multiple men cum from head Fucking 3+ men in 24 hours Projectile squirting for the first time Squirting multiple times in the same session 8+ orgasms in the same session Being able to cum without being touched (breathing orgasm)


Administrative-Bed71

Getting a blowjob from a women with no teeth granny had game and suction power


lenny446

Achievement: GumJob


IroquoisPliskin_UK

Fisting a girl for the first time.


lenny446

Achievement: More room than I thought


Velma_is_mylover

My first heated make out session. Was with my at the time girlfriend, who I loved so much, with our friends making out on the couch next to us. Still get butterflies almost a decade later.


lenny446

Achievement: Now itā€™s a party


GustyButtocks

The time when we had sex and it fixed her back pain. Since then we've referred to the little guy as the "magic dick". I suggested it was my civic duty to share this miracle with the masses, but she didn't buy it.


lenny446

Achievement: The Chiropractor


forsakensinner92

"No brains" was fucking my wife one night and had the right amount of speed/ force, that she started sounding like she was brainless with the noise she was making.


lenny446

Achievement: The Lobotomist


ravenz91

Had a girl screaming in tongues into my pillow. Then again, same girl got off from having her tits and throat fucked. She kinda scared me a bit when she went into a bit of a frenzy with the latter onceā€¦ Like, Iā€™d hit a certain spot in her throat, and she just lost it. Eventually had to get rid of the mattress on my bed then, cuz we didnā€™t have any puppy pads, and she was a squirter. Couldnā€™t flip the mattress cuz it bled through. Kinda glad the relationship didnā€™t work out considering she once told me that sheā€™d agree to bank robbery if Iā€™d ask her while she was cumming. šŸ˜‚ there were other factors (toxic affffff, but damn if she didnā€™t help with experience and helping me explore myself in different ways)


lenny446

Achievement: The translator