Hi there hi there!! So a small little bit about myself before I dive in… I am in my mid-30s, my sexuality is advanced but I suppose pansexual performs as the best descriptor. I have been sexually lively with the two guys and females for around fifty percent my daily life now. I am also a rigorous bottom with adult males. Though I have only ever dated gals, I have had additional male sexual associates than female kinds. Despite that the range of situations I have experienced sexual intercourse with gals significantly exceeds the number of moments I have had intercourse with adult males. That entire relationship factor. Most of my gentleman sex has occur in the kind of hook ups, Grindr now, Craigslist again in the working day. With handful of expections these were ordinarily one particular time points. Mainly because of how irregular hooking up would be and how significantly my keen ass consistsntly craves cock, each time I’ve taken 1 it’s been burned into my memory. The rare feeling of a dick up my ass is a surefire ticket to a spanbank memory I will draw from for yrs. And I suggest a long time. I will nevertheless wank to cock I took 18 yrs back. In excess of that span of time I have have a authentic reside human penis in my ass 30 moments, break up throughout 19 men and women (18 guys, 1 transwoman). I’ve also been pegged by two female associates. A woman with a rubber cock is nothing in comparison to a person (or lady) with the authentic cum spurting thing, but hand to god, the femme driven rubber dick has by far not been the worst working experience I have had being fucked. Now I am heading to rank the 21 people I have bottomed for by how excellent it was…In this post, quantities 21-16. My worst encounters.
21) The Grinder – This person would make this listing on a technicality. It is really nearly embarrassing to write about. For this man, not for me. I am talking to this person as a result of Grindr and he agrees to occur more than. We experienced chatted a couple occasions before but it under no circumstances realy went anyplace. I was definitely, definitely, definitely scorching for cock. I experienced been fucking my dildo very regularly for the past 7 days and was truthfully looking for any eager cock to fill my hole. So I am eager for this man to get right here. He is beautiful plenty of. Even if he is smaller or rapid, it will be something. So he arrives in and we head about to my sofa the place I pull his gymnasium shorts down. A good deal of fellas like to be cute with their dick pictures and send the most flattering angle, current some optical illusion so their very little dicks seem significant, or at least larger than they are. He now experienced a semi and by the time I took him in my mouth, finding him totally erect, I could notify he was 1 of people men. Perhaps 5″ and thin. I understood by now this was heading to close in disappointment. Immediately after a number of minutes of me sucking his cock and massaging his little shaft he is setting up to get into it. He grabs my head and begins experience fucking me. I would certainly have choked a little bit experienced there been sufficient to choke on. Which is unhappy due to the fact I actually like choking on it a little bit. I know I continue to keep touching on it, but it’s not this guy’s size as to why he is so very low. It is really simply because of what occurred next. He is obtaining really energized with the deal with fuck. I am anxious he’s expended way too significantly time in my mouth and that he’s going to bust just after a number of thrusts in my asshole, you know, the whole reason he is there. He asks me to transform all over so I am getting hopeful. He reaches for the lube and greases up my ass, pushing a finger into my hole. He offers it a pair thrusts before lubing himself up. He starts off to force himself against my backside. I can experience him thrusting his hips and grinding his dick in among my cheeks. I’m not thrilled with this considering the fact that I obviously laid a condom out and requested he put one particular on. I inform him again as he carries on sliding close to my butt, genuinely placing his hips into it. He stops, puts the condom on, and gets back to function. I’m attempting to politely reveal he has still to actualy penetrate me although not insulting his penile consciousness. For a transient moment it feels like he is about to get that tough minimal cock inside of me as it pushes in opposition to my gap but just as rapidly it falls absent. He thrusts a couple extra situations at my buttcheeks and stops, declaring he is sorry and he can not continue to keep it up. Okay person, it comes about. I am hoping he’ll offer you one thing for me like this fingers although I jerk it, but he rips the condom off, throws it to the ground, and normally takes off. My butt is a valley of lube. I’m so messy with nothing to show for it. I go to cleanse up the condom/wrapper prior to I retreat to my dildo. I elevate up the condom and all of this liquid starts off dripping out. This fucker came grinding in opposition to my cheeks and then experimented with to engage in it off. Pathetic.
20) Under no circumstances Cum – You’ll hardly ever guess the place this tale is heading, haha. A whole lot of the time I hook up it truly is just a a single time issue. Often there will be a next time, incredibly really very not often far more than that. This dude was just one of people two-timers. He gained his nickname the to start with time we ended up alongside one another. He came about to my place in which we sucked every single other for a even though. He winds up sticking a few fingers up my ass and finger fucking me though I get myself off. It was great so I was eager to assistance get my dude off. I love getting dudes off in any case, if one particular just made me cum, I want to get him off even much more. So I’m sucking and sucking and jerking and sucking and jerking and sucking and he is getting forever. I despise it when my associate will take as well lengthy. I am all about putting in some solid exertion. I am a horrible small cumslut afterall. But sooner or later I will get bored. Takes place with guys, comes about with women. So soon after what feels like eternally he starts jerking himself like outrageous. And then I am waiting on him to get himself off. He eventually does and I was content it occurred but I was not setting up on another hook up. But as destiny would have it I found myself extremely attractive a couple of months later and this male and I linked all over again. This is the story where by the position will come into enjoy. I occur around to his position and he qualified prospects me to his bedroom. It can be considerably very similar to before just with a site improve. Laying on his mattress, I start off sucking him off. He is standing, jerking me and playing with my balls. It is good so significantly. He begins lubing my ass and fingering me. This is kinda great. But he is preparing on topping me, so my expectations are significantly increased than in advance of. Soon after a small finger perform he commences lubing his cock up and seeking to press it within me. I am laying on my absence, legs pushed up, this dude trying to force his way into my restricted gap. Admittedly mainly because of how occasionally I have anal intercourse, my hole is normally pretty limited and can be combative, especially at this level in time. He attempts and attempts and it feela like he virtually gets there. I can really feel the head of his cock commence to poke into me but shortly it is really gone. He begins toying me, making an attempt to loosen me up to make it much easier but it never ever quite get there. He would make a further few failed attempts in advance of we go to his living room where by I attempt to suck him off. He goes in in between currently being hard and currently being limp and immediately after about a half hour of sucking a semi-erect penis we phone it a evening. At least he did not lie about cumming.
19) Ex-Spouse – I feel like the inclusion of females on this list – cis women at that – might persuade some eye rolls. But this is a countdown about bottoming so I have to be accurate. Also the reality there are guys with working dicks down below this is a testament to how terrible they were being. Not that the ex-wife was good at wielding a dick. We experienced some butthole participate in major up to this. It was some thing I experienced fantasized about for decades. I puzzled if getting pegged would hit the similar sweet spots as getting real dick and I wasn’t trying to cheat on my spouse. This felt doomed from the start nevertheless. First, the strap-on failed to quite in good shape her right. Next, it had been almost certainly a year considering that anything at all far more than a finger had been in my ass and at this level in my timeline I had yet to seriously sense completely comfy bottoming. I had been with a number of men, but had possibly only been fucked 8 situations around the span of like 8 a long time. Currently being a lot more expert now I can be a lot more valuable as a bottom since I know what feels good, what feels usual, what isn’t going to. The full deal. And as into pleasing me as she was, I assume we each had some weirdness about the circumstance in standard. The experience commenced with her fingering my hole ahead of lubing up the strap-on. When she pushed it in, it damage. Like I mentioned, my butthole was not used to considerably penetration and she was not employed to penetrating buttholes. I stopped her and tryed toying myself with it. It commenced to really feel superior ample to at minimum not harm and she tried out to get it strapped into place. Immediately after a tiny battle she was capable to get the rubbed dick in my ass. She gave a few thrusts but it just felt bizarre. It could have felt unusual to me in any case, but with a dude at minimum he can feel it as well. The strap-on was struggling to keep on and we finally gave up with her tiying my butt even though I jerked it. This was the only time we would at any time endeavor a pegging session. She would toy me a couple of extra instances over our time collectively but my butthole was largely neglected above our time collectively.
18) Arrive-n-Go – This was one particular of my additional latest hook ups (the latest getting a relative expression). By this stage I had gotten relaxed bottoming and had been given some A+ dick which had manufactured me cum as a result of anal stimulation on your own. I didn’t have that expectation from each prime I would experience, but I want to feel good at the very least. Make me fucking moan, bro. So the notion of another person coming more than and fucking me sounded exhilarating. A whole lot of moments I would be nervous just before getting cock but I imagine this was the initially hook up I had in which I was completely self-assured about my potential to acquire this dick and swallow it with my hungry gap. This male and I join above Grindr. He has some specific guidelines. He needs me to depart the door unlocked and let him appear in, fuck me, and go away. Anon can be sizzling but I do not like the idea of a stranger in my property unattended. So I notify him I will fulfill him at the door. He arrives, I permit him in, and lead him upstairs. He pointed out he was in a hurry formerly but dude was realllly in a hurry. I pull my underwear down revealing my ass and he commences pushing his finger towards it. I switch around to facial area him so I can suck him for a when. Get him hard, get me extra fired up. Sucking dick is just as a lot foreplay for the cocksucker as it is the guy getting sucked. When I attain for his dick he stops me. He isn’t going to want head at all. He just would like to plow and go. I can respect it but I’m not getting scorching around here. He lubes me up, fingering me just the littlest little bit a lot more. He places a condom on, lubes his cock, and begins pushing it into me. Contrary to these other fools, he hits the place. He plunges his medium sized cock tough into me. Mot staying adequately warmed up, it harm some. So I pause him when I give my hole a couple of seconds to get better. I convey to him he requires to go sluggish at initially. So he pushes back in, begins pumping gradually, then step by step picks up speed. It feels alright. If this continued for a little when, if I have been labored up a minor additional this may possibly even come to feel pretty superior. But following a few minutes his thrusts halt. He is performed. He removes the condom, pulls his pants up, and as swiftly leaves. I am still left unfulfilled. I have just been fucked, like actually fucked, so I need to be in heaven. My ass feels like it’s taken dick which is superior. I like that emotion when it is mentioned and performed, but I did not appear shut to receiving off nor did he created an attempt. Leaving me with that “your asshole has been penetrated emotion” presents him factors, but there was no ecstacy. Which is what this area of the listing is. We have moved previous “this hardly counts as currently being fucked” and onto “very well I guess I was fucked but was that seriously it?”.
17) Married Guy – Yeah, I allow a married guy fuck me. So what? I want to say I satisfied this male through Grindr. He was a major who experienced only fucked a pair guys. Surely way way way closeted. Won’t be able to blame him however. I’ve absolutely been there, sneaking about girlfriends even though I was however figuring out exactly what I was. I experienced around the final several months experienced a few great hook ups which left me experience great so I certainly had some anticipations. I get to his home and it is really a minor uncomfortable. His household is long gone but he has pictures of his spouse and kid everywhere you go. Oh well. A guy requires to discover about his wishes in some way. I unzip his pants and acquire his cock in my mouth. It can be good, not primarily outstanding. I suck him for a bit while I start out to undo my trousers. Soon after a couple minutes he starts off to pull my trousers down and he sucks me a tiny little bit. It can be great and I am semi-hard. He is all set to go even though. I get on my all fours on his hardwood flooring. It’s unpleasant but it can be 1 of the issues you have to have to do for dick, I guess. He places a condom on, slips a finger in, and is prepared to fuck. He pushes in and I can experience him within of me. It feels a minor not comfortable but not terrible. I sense like I ordinarily need to be fucked for a minor when right before my ass acclimates and it goes from “there is a cock in me” to “omg sure daddy fuck menwith that fucking cock”. He’s fucking a little and it can be high-quality. I have not crossed that threshold nevertheless. And just as I am commencing to get pleasure from this dick, he cums. He does not jerk me or finger me when I jerk. He cleans himself up, I cleanse myself up, and I go. It was very underwhelming but there was a transient glimpse of warm cock.
16) Huge Popper – Of all of my adventures in bottoming, this was one particular of the sketchiest. Let’s established the scene. This was about to be the 1st time I had taken a genuine dick in over 3 several years, in all probability in excess of 2 due to the fact I had a rubber dick in my ass. It was about to be my initially time bottoming since splitting with the ex-spouse. I had sucked a few cocks amongst due to the fact then, but receiving your ass fucked and your mouth fucked are two pretty various items. This guy qlso experienced – by much – the most significant dick I had at any time viewed in individual. It was honestly really scary. The believed of that likely inside of of me felt additional impossible and scary than very hot and alluring. I bought in excess of to his dwelling and he led me to his bedroom. We smoked a very little bit to take it easy some and then quickly he was having off his trousers. This dick was large. I was not measuring and I am absolutely sure memory is adding to it, but it had to have been 10″ and thick. I get started by sucking his cock. It feels wonderful to have this big cock in my mouth. Sucking cock is these types of a excellent experience, and when you are sucking a seriously significant dick it can be even much better. It truly is like a food you could in no way finish. He reaches down and starts enjoying with my cock some. I’m tough and he is jerking me although I suck him and it feels fantastic. But now he is all set for the booty. Very first he eats me. I’ve experienced my ass eaten by girls but hardly ever a person in advance of. This felt really good but incredibly foreign. Even with females, it truly is been yrs given that my booty was produced a meal of. So he eats me and starts off lubing me up, slowly but surely fingering me, warming me up. Then he tries to penetrate. It is painful and it does not perform. We check out this matter in all types of positions. Me on my again, me on all fours, me squatting on him. He can get it in a small little bit then it just seriously, truly hurts. I check with him if I can just suck him off but he is insistent for my asshole. He delivers me poppers to try to chill out me which I anxiously take. I experience like I was more than at his household for above a pair hrs, far for a longer time than usual just due to how tricky this was and how insistent he was about it. Eventually he is ready to press the head of his dick in enough to start off a appropriate fucking. I moan and wince but it’s undoubtedly additional suffering than pleasure. It by no means will get to a point in which I am writhing in ecstacy and it created me problem how a lot I genuinely relished bottoming anyway. I’d had some excellent experiences but they were being so extended in the past. This was uncooked so at some point he nuts in my ass and I stroll residence with a sore asshole that is dripping cum. Due to the fact he would not jerk me when we are done I’m trapped jerking off on the couch when I get back again to my residence, thinking of a hotter time.
And which is all for now!!