jackbottom

So my regular fb just took off the condom at the last minute to slide a couple inches in at the last minute to shoot inside me…so hot! My question for the guys here is do you think it’s hotter to him that he might think I didn’t know he did that or should I encourage him to cum in me next time? I have asked him to lose the condom before and he insists he wears one but I don’t want to scare him off…thoughts?

I have been hooking up with a 'straight' married daddy for awhile now and he always insists on using a condom (wife at home). The set up is always the same. Door unlocked me ass up on the couch in the sunroom with a blindfold on, he walks in, hard, puts the condom on and proceeds to fuck me until he nuts. He drops the condom on the floor, full of his cum and leaves. Sometimes I will turn the condom inside out and push his nutt inside me after he leaves. Today, however, was different. He took the condom off at the last minute did one full pump then held just the tip of his cock in me and shot his load! Damn it was hot! Now my hole is wet and leaking his married cum. 😛

My partner caught me off guard last night saying he had a 'surprise' for me last night. I was fraught with work and wasn't really in the mood at the time. But he persisted. I decided to fuck work and prepare for this adventure. The next thing I know this guy about half our age shows up at our house in a jock strap and I swear his BBC was at LEAST 7 inches...soft...and it filled up a jock strap all the way down. My bf (a total top) asked him where he even hides that in his pants lol. We then proceed to do all the 3some things and then our partner asks me to ride our friends' cock. Now this got me scared! He was exceptionally thick AND long! It took me about 5 minutes to get him about 70% inside my ass. Once I did, it was PURE heaven! Until...he pressed the last inch or so of his 9.5 rock hard cock to that LAST spot inside! It honestly hurt...I later realized he was hitting my second hole inside. I've never felt that before! But both of them absolutely LOVED watching me struggle! After I felt his ROCK hard cock spasm inside me and shoot his load, I said I have GOT to get back to work! About 10 minutes later, he walked into my office and said...I need to show you something...come back to the bedroom...where he proceeded to fuck the HELL out of me another time! Yet again...I decided work could wait so the 3 of us decided to sleep naked in bed together. In the morning, I thought his ARM was caressing my cheeks but it was his ROCK hard, THICK cock, ready for more! It just so happened that the bf went to the bathroom to pee at this time and then our friend proceeded to press his HUGE cock into my ass again! This took another few minutes of me struggling and then the bf walked in on us with half our friend inside me 😎....he came a 3rd time inside me....and then there was this morning, about 5 hours later. I got up to get ready for the day and, all of the sudden, I control myself and...I swear about a half cup of cum came running down my legs inside my jeans! I have NEVER experiences that sort of opening, cum inside experience ever before but can't WAIT for it to happen again! 😁 What are your stories? 🐖

This gorgeous, dark skin man that knows my boyfriend has been trying to hook up with us for a few months (he mostly only communicated with the bf and we haven't been able to line our schedules up yet). One day, he began talking to me directly and started implying that he wanted to get with me on the side but the bf couldn't know (nor could his!). Obviously, I said YES! When I go to his place, he was waiting for me with his rock hard BBC, toned body and piercing eyes. He was quite a bit larger than what I'm used to and took his time opening me up. Before I knew it, he was pounding away and had me begging for more. After many different positions, he told me he was going to breed me and then he did. I felt every shot. After, he laid me on my side and started expertly massaging my prostate, verbalizing he wanted me to cum for 'daddy' and I did shortly thereafter..... (also, I am 40 and he is 25 🤯) After that, he politely asked me if I needed a towel, to which I said yes. After wiping down and reaching for my clothes, he came up to me and whispered in my ear: "I know you just came but can I PLEASE feel inside you one more time before you leave? You just felt SO good and I NEED to feel you again." ....In summary, I'm not sure which thing he did or said was the hottest but I definitely left a happy camper that day! I am curious what others' "hottest thing said" stories are?

Here is a little about me…I’m 39, about 220 lbs smooth skin and a little weight around the middle. I’m sort of the “cute, nerdy type”. I’m also a bottom… I love bottoming and I enjoy everything about it. However, once in a great while, I do get this overwhelming urge to top. Understand that I’m not the exactly the rugged or dominant top type, so finding action is rather difficult. This is doubly hard for me because I’m not hung either…about 5,5 inches. I also have a very specific type that I want in a bottom. I want a muscular or athletic, toned “hot” jock type to bottom for me. Considering that I live in a relatively small metro area, these options are few and far between…until this morning! I got on Grindr, not expecting much. And this fantastically hot guy messaged me and said he was looking for loads in his hotel room about 1 mile from me. I casually passed it off as another spam or scam or ad on Grindr. Until..he specifically name the hotel he was at, which was ACTUALLY 1 mile from me. I decided to respond. He asks me for a pic, I sent a pic of my hard cock and asked…do you want a face or into anon? He said he preferred anon. He then said he had to work at 9:30am…it was about 8;30 at this point. I said I could come now. He corrected me and said “cum” now. I said be right there. It took a few minutes for him to reply and then said another guy was coming to his room and asked me to wait. I asked, can I watch? He said SURE! Let me just make sure it’s ok with the other dude first. I said okay. A few minutes went by and he said, just cum over now…the other guy didn’t respond…..OKAY! I hop in the car and head right over! I get to the hotel and ask his room number and he replies that the other guy was already there…cum up, I’m in room 304… I get in the elevator and head up…nervous!!! I’ve never done anything like this before! I get to the door and it’s locked. I knock lightly and message him…and the OTHER guy answers the door to let me in. Our host was there on all fours, splaying his perfectly round, muscular ass towards us. The other guy got on the bed and proceeded to fuck him and as I stood to the side and watched…admiring our bottoms perfectly smooth skin and muscular arms, shoulders, back, strong legs….damn! This guy was HOT! He even had the ‘Army’ style haircut… I couldn’t believe I was about to fuck this fine man! ME! The other guy was getting a little nervous at this point and had performance anxiety now so he invited me in for a turn…I immediately lubed up and lined my cock up to his fine hole. It welcomed me with just the right amount of pressure and felt fantastically warm and inviting. Staring down at his broad shoulders and strong arms with his perfect ass and tight hole hugging my cock was more than I could take. I normally last awhile, but only took about 5 minutes before I was shooting my load, HARD into his fantastic hole. He took a quick side peak at me before I put my clothes back on and left while the other guy proceeded to do his thing to our bottom. As I left, I message him on grindr, thanking him for the fantastic ass. Tonight, when I checked grindr again, I noticed he is now 761 miles away. He replied…”thanks for the load”. WOOF!! I sure hope he is a flight attendant and visits my town on the regular. It was one of the hottest encounters of my life!

I woke up this morning and my boyfriend was in a shitty mood, so instead of fighting, I moved out to the couch on the living room. I started thinking about the guy I have had over a couple of times in the last few weeks but, since it was a Saturday, I decided not to text him (usually he comes to my house during the weekday while the bf is at work and we don't text on the weekends) So I opened up grindr instead. I had no real intent on 'actually' hooking up with anyone else, more just wanted to stroke a bit to the banter. Well, the guy happened to be on grindr as well and asked what's up. He said his husband was still sleeping and that he could either come over to me or I could go to him and he'd fuck me in his basement. I heard my bf stirring in the other room and recognized that it was too risky for him to come to my place while the bf was home. We went back and forth a bit and some time went buy without any solid plan so I resigned that nothing was going to happen. In one last effort, I texted him that I had to head out to the store so could stop by his place if it wasn't too late. After I left the store, I thought I was just going to head home, but he REPLIED! He said, 'where are you at'? I told him I was only about 5 minutes down the road and he said Stop by! I immediately got hard thinking about what was about to happen. It was also during this time, that the bf called me about wanting to go to a movie and asked how long I would be.... I told him about 20 more minutes. I then texted the new guy (his name is Will) and asked where I should go when I parked there. Will said that his husband would be upstairs but he had a door off the garage that led to the lower level of his house. As long as I was quiet, his husband wouldn't come down. He left that side door open and told me to enter. Once I did....there he was....a handsome 35 year old, large man with dark skin, a cute face and that BEAUTIFUL cock I remember so well. He was wearing nothing but a stark White robe and looked sexy AF! He led me through the garage, put his finger up to his lips (as if to shush me) and led me to the basement family room and immediately took off his robe, revealing his dripping masculinity to me. I immediately dropped to my knees and sucked him as best I could (my mouth doesn't really fit around his THICK, and long cock). Once he was hard, I asked for the lube and he immediately grabbed the bottle and lubed up his cock, pulled off my pants and put me on my hands and knees on his couch and spread some lube over my waiting hole. I was positioned too high for him so he grabbed my hips and moved me to preciesely the height he needed me to be and proceeded to press his fantastic cock right into my hole. The lube he had was better than what we used before because he slid in without 'too' much whimpering on my part. Usually, it takes me several minutes and several tries with breathing room in between for my hole to accommodate his massive size...but this time...it just worked! He went in slow and after the head breached my ring, I felt the pain but he kept pushing and then had his full length inside me in only a few moments. I LOVE that feeling when your man's cock is fully inside you and you then feel his hips rest up against your ass....yum..... Will likes to moan and be verbal to me...saying things like 'oh yea baby' and 'you like that cock?' or 'Oh my, you got ALL of me inside you!' and things like that. Well this time, he couldn't for fear his husband upstairs would hear. So he just quietly moaned. I did my best not to moan as well and just shoved my face into the back of the couch cushion. Whatever lube he used made his cock feel EXTRA amazing as it slid in and out of my hole. Will seemed to LOVE it too as he didn't last as long as usual and proceeded to start breathing heavily and in one final push, he shoved himself as far as he could inside of me and let the beast unleash! I could feel every pulse of his cock as he shot load after load deep into my insides. It was enough to cause me to shoot, hands free, all over the towel Will conveniently left under me on his couch. I proceeded to pull up my pants as he put his robe back on with a HUGH grin on his face. I whispered 'thanks! That was so nice!" and he said the same back. I quietly walked back through the garage out the side door and back to my car. A few minutes later, he texted me 'THAT WAS SO HOT!" I said, Hell yeah it was! I can't wait for a repeat!

I am 38 and a smooth bottom with a little extra to hold onto. My bf is a former gymnast, total top with a muscular build and we have a semi regular 'top' friend who we play with. Our last encounter with him was exceptional! He is the opposite of us, thin and lanky. He also has an exceptional cock. Large, thick and slightly curved. The other day, my bf and he woke me up saying they needed to fuck. I was more than happy to comply! They proceeded to tag team my ass and got verbal (which I LOVE). As our bodies intertwined, our friends tongue ended up in my ass while mine was in his. Shortly after, my bf's cock ended up in our friends ass and I had the perfect close up view of it....amazing! Next, I was instructed to sit on my bfs cock and then our friend proceeded to position himself behind me. The next thing I know, he is pressing his cock into me at the SAME time! I couldn't believe it! I was now being double penetrated. It hurt like hell at first then became the most amazing feeling! Our friend was really pumping my ass while my bf was just enjoying the friction. It only took a few minutes before our friend blasted his load inside me. I could feel it shooting and every pulse of his cock as his cum coated my bf's cock and inside my hole. That was too much for my bf since he proceeded to shoot his load into me almost instantly after. I have always fantasized about getting dp'd and it was truly a dream cum true!

Hey guys! My bf wants to take me to Steamworks in Chicago soon with the goal of taking 10 loads. We’ve only been there once before and didn’t even mess around with anyone else. Im curious if anyone has tips on what time is best or which area gets the most action? I would prefer to be ass up bent over something with guys lined up but that may not be realistic. Is it better to have a room and have the door open and wait for tops to come? Or better to be somewhere more public? I would prefer not to be in a sling if possible. Thanks in advance for any tips!

The bf just gave me his 4 day load after a long weekend out of town and it left me wanting more. He's currently in bed right now but he doesn't drink anymore, so I am not sure how soundly he will sleep if I try something indoors. It's too cold outside to have some random dude bang me with my face pressed against the side of my house like I've done before. So....what's a horny bottom to do?!?

It was a relatively uneventful Christmas this past year (2021). After the bf and I exchanged our gifts on Christmas morning, we spent the better part of the day mulling around the house. Sometime around early afternoon he instructs me to 'get ready', go into the bedroom, shut the door and be naked. Intrigued, I do as I am told, clean up, and get ready. Nervous and excited, I find myself in bed under the covers and jacking my hard cock. FINALLY, I hear the door opening and see my muscular bf walk into the room with his hard cock bobbing and then another man follows behind him with an equally muscular build and hard cock swinging. My bf is a former athlete of the gymnastic type who maintains the muscular, tight build they tend to have. The other guy was Mexican (bf is Caucasian), similar build but with an equally long, hard and slightly thicker than my bf's cock in girth but similar in length. Both of these fine men lay down in our bed with their rock hard cocks sticking straight up and I immediately get to work. I am alternating between sucking them both. However, I noticed a bit more flex in the skin of this new man's cock in which I am immediately drawn to. It had a silkier smoothness to it that other cocks, I had previously experienced, simply don't have. I didn't know it at the time but later realized that I was sucking on my first ever uncut cock. Meanwhile, this new man was talking to my bf about how good it felt having 'him' (me) sucking his cock. He was moaning and loving every moment of it and both men were bantering back and forth about me. Eventually, my bf told me to ride our new man. I immediately grab the lube and apply it to our new man's member and some to my hole and begin to sink my hole down onto him. He growls at me that it feels so much better than his wife's pussy. He proceeds to tell a brief story about how his wife just gave birth to their 3rd child and he had a big load to give me. At this point, my mind is BLOWN and I am so hot for his cock....here lies a 'straight', married man with an amazing cock who hasn't blown a load in a LONG time because his wife JUST gave birth and he hasn't been serviced in over 4 days. As I am riding him and moaning in pleasure, he is grunting and talking dirty to me about giving me his 4 day load. All of the sudden, he pushes me off and tells me to get on all 4's. I comply and he shoves his big, hard, uncut cock right back where it belongs! I am loving these new sensations of an uncut cock as it slides in and out of my hole. After a few more moments, he GROWLS and moans that he is shooting!!!! I egg him on and verbalize 'yeah....shoot your load in me...breed me!" and I can FEEL it... I feel every pulse of his HARD cock and my insides are filled with a familiar warmth but this one is more warmth and more pulsing and more sensations than usual. HE has a HUGE load. And by huge, I mean I felt EVERY pulse and fluid he shot inside me....it was HOT! My BF was IMMEDIATELY telling him to get out of the way so he could get inside me next. He shoved his huge, albeit thinner yet longer...also curved, cock into me. He thrust a few times then immediately began grunting I could feel his cock start it's familiar pulsing (which I LOVE!). As soon as he pulled out, I felt their loads trickle out of me. Slightly embarassed and looking down, I saw ONLY their milky white loads on the sheets and that set me off so I added my load to their mix. This was my BEST Christmas gift.

Tonight, a stranger I met on Grindr wanted me again.. at first he said he couldn’t make it over since his friend needed his place to crash...then, he messaged me about 10 minutes later that his friend passed out so he wanted to come over still...I said give me 10 minutes and he said sure.... I then gave him my address again and told him the door was unlocked and to go past the kitchen to the guest room where I would be waiting ass up and with the dildo he likes to play with. I was naked and shivering with anticipation with a tie wrapped around my eyes (the way he likes it) when a I heard the creak of the door...he then entered the room and proceeded to shove the dildo in my hole. After about a minute, he replaced the dildo with his big, juicy and raw cock. He kept moaning how tight I was and then asked me to ride him....I asked if he wanted me to take the tie off and he instructed me NO! So I obliged and sat on him and he LOVED it! After only a few more minutes, he blasted his load inside me and I could feel every pulse. He thanked me and said until next time...About 5 minutes later my bf called me to tell me he just got to his out of town destination...none the wiser that I just took a strangers load in my butt...

Today, I had a nice wakeup surprise when I woke up to my boyfriend standing at my bedside, fully naked and ROCK hard. He said gently, get ready, I have a surprise for you...meet me in the guest room. I am immediately rock hard too now and I quickly freshen up and walk in to the guest room where I find the bf and another man I don't know on their backs with both their cocks sticking straight up. I immediately grab ahold of my bf's cock and sink my lips down on the stranger's cock and they immediately start moaning. The man begins face fucking me and I am slobbering all over his cock. Then, I take a quick break and switch to deep throating my bf instead. After a few minutes, my bf instructs me to sit on him and the other guy comments 'it's so nice he just does what you want'. I sink deep down on my partner's cock and feel the familiar sensation of his 8" cock massaging my insides. Then, the stranger stands up on the bed and shoves his cock back down my throat. I am now being split roasted and am in heaven! When the new guy has had enough of that, he lays back down and my bf instructs me to sit on him. He is quite a bit thicker than my bf but not as long so I am LOVING the new sensations he provides as I slowly sink down on him. I love how he starts moaning and then he starts dirty talking to me, 'you like that cock in your ass?', 'Fuck yeah!, so tight!" and things like that. After awhile, he says 'I'm about to cum...you want my load in your hole?'. 'Fuck Yeah! Give it to me!" He then stops pumping and I sink down as far as I can and immediately feel him shooting inside me! Feeling the warmth spreading inside and his dick twitching is one of the best sensations in the world! Almost immediately, my bf is instructing me to get back on and ride him, he needs to cum! Of course, I oblige, and after a few pumps, he begins squirting inside me too. I can then feel the mixture of both their loads beginning to leak out around his cock that was enough to send my cum blasting all over his chest. After coming down from our respective euphoria's, it was then that I noticed the other guy had a wedding ring on...making the entire event even hotter! I love that I got to spend the day today with 2 different men's seed inside me knowing that the other guy probably went 'straight' home to his wife right after...

I just got a HOT fuck outside my house and then some. The bf and I had a good night hanging out together and went to bed at our usual time. I woke up to our fuckbuddy and bf asking for my ass in the spare bedroom. Groggy eyed, I said sure! They went to the other room I got ready and then walked into my bf sucking his cock. I immediately took over sucking the bf and the other guy put his big, hard cock right into me. It was hot! I LOVE being split roasted! He came pretty quick, deep inside me. I love taking his load since I can feel his cock expand and shoot in me. Right after he finished, my bf takes his turn using my hole and came quickly too. After, we went back to bed, but I couldn’t sleep. So, I went on Grindr, not expecting anything since it was 3am. But I ended up finding a muscular 21 yo HOT black guy (I am 38, white and a few extra lbs) with a HUGE cock who was willing to come over. The bf and I play together but aren’t exactly open. I said the only place would be my front porch (which is private since the house across the street is currently vacant). He said he would be right over. Before I knew it, I see his car in the driveway and I walk outside and unscrew the lightbulb on the porch. He says, are you sure front porch is okay? I say yes but can tell he is nervous, so I suggest the other side of the house by the woods so we go there. He immediately pulls down his pants and I drop to my knees to suck. I am in heaven as my explore his muscular ass, abs and pecs while his big cock is gagging my throat. I look up at his face and ask, want to fuck now? He says, FUCK YEAH! I turn around, lube up his cock and he slides right in. He pounds me, HARD while pressing my face into the siding of my house. I was SO turned on! He actually lasted a long time and towards the end started talking dirty to me...you like that cock I’m you? Then he says, ready for my cum? YES! So he stops pumping and shoots DEEP into my ass. He pulls out and then walks right back to his car without saying a word to me. I am writing this now as I am lying in bed next to my sleeping bf, not knowing that I just took a 3rd load tonight, stroking my cock as I search on Grindr for a bottom to finally give my load to.

I finally did it! I've been a huge fan of this site for years and this is my first posting. Today, I woke up horny AF and downloaded Grindr. My boyfriend is out of town so my plan was just to chat up a few guys, exchange pics fantasize and jack off. I don't have a profile pic and don't want anyone on Grindr knowing who I really am or that I'm on there....not to mention, I don't want anything getting back to my bf. A blank profile saying 'discreet' messaged me 'what's up' and I asked if he was a top or bottom. Top... yes! I send him a pic of my ass and he sends his cock. It's nice and thick, about 7 inches. He says he is 28 and I'm 35. He asks if I can host... and my brain is starting to race. After some nervous thought, I say yes ( after all...the bf is out of town 😈). I ask him if he wants to just walk inside, find me bent over the kitchen counter, fuck my ass then go. At this point, I'm still toying with the idea that I'm not going to follow through with this. He says I'll be there at 1:15, what's your address? I need to be quick. I'm thinking FUCK! Am I really going to do this? Then he adds that he wants to find me naked and blindfolded. I take some time to think and he asks again...need address can come now. My head is spinning and my heart is racing. I type in my address then hit send before I can give it another thought. Fuck! What did I just do? He says to me, feel free to have a toy inside and just be naked and blindfolded. By the time I go get a tie to blindfold myself and a dildo from the bedroom, I see a car pulling up. Shit! I quickly take my pants off and wrap the tie around my eyes and bend over the counter just as I can hear him open the front door. I can barely breathe at this point! and my cock is rock hard and my hole is twitching with excitement. He walks up to me, feels my ass, rubs his hands up and down my back and mumbles to himself 'nice'. Then he takes the dildo, puts some lube on it and proceeds to press it slowly into my hole. I'm in heaven! My mind is racing and I can't stop thinking about how this stranger's cock is going to be next! After a few pumps of the dildo, he is ready. He pulls the dildo out and replaces it with his long, hard, warm cock. My mind is spinning out of control! I'm bent over my kitchen counter and have an absolute stranger's cock inside my butt! I can't freaking believe it, I am SO turned on! I don't know anything about this man except that I've seen a close up picture of his cock and I take his word that he is 28. I have no idea what he looks like, his weight, height, his name, nothing. And here I am with his cock buried deep inside me! WOW! This is SUCH a head rush! He is moaning and enjoying himself using my hole and I am dripping precum, afraid to even touch my cock! After a few minutes, he moves me over to the couch and has me on all fours with my ass hanging off the chaise lounge part. Slowly, he sinks his big, hard cock back inside me. I know he said he didn't have much time so I figured he would be quick. We didn't really talk about it but I figured he would ask me where I wanted him to cum or pull out and blow his load all over my back. All of the sudden, he stops pumping, groans and I feel his cock expand and a torrent of his cum starts shooting HARD inside the walls of my ass. I have never been so turned on in my life! He didn't ask me permission to cum inside me at all, he just took what he wanted. I was so turned on that I immediately came without touching my cock (first time in my entire life!). He slowly pulls out and says thanks, pats my ass and heads for the door. My head is spinning! What the fuck did I just do!?!? I freaking LOVED IT! He was in and out in under 7 minutes. A few minutes later, I message him on Grindr to tell him thanks, that was so HOT! He said "I agree! Lets do it again sometime". I reply with 'what about tomorrow'? He said 'same time?' I'm in heaven!