2025 - Occasional Hookups Here and There

Story Time - Big Dick Guy again for 5 minutes

My usual big dick guy thats been coming over past few weeks now. We had big maybe plans for friday night. I was vetting someone else from tinder and I was possibly going out to meeet them for the first time. The big dick guys plans changed so i decided to go with that. He was only able to stop by for a few minutes on the way to a dinner with his fammily lol. I joked in a text (lubed, warmed up and ready when you walk in the door. I had a large purple crystal plug ih my ass and was doggy style on my couch with elbows propped holding me up. He knocks and comes in. I look back at him and say hello and face forward and I hear him dropping his pants and him pulling my plug out of my ass.... it pops out and then i feel his semi soft dick pushing on my asshole. I kinda wiggle presses it bent and it pops into my asshole a few inches and hes pumping slowly in and out but its still semi limp. This whole thing was maybe a minute and he starts getting hard and in and out. My ass was already warmed up so he just starts balls deep slamming it home for maybe 2-3 minutes and his phone rings. He looks and says "damnit i gotta go they are waiting on me" i said no problem as hea still fucking me.... fucks me super hard and pulls his cock out and puts his pants on kisses my forehead and then runs out the door. We both didnt cum but was still super awesome.

Story Time - Longest Dick Ive Ever Had

This tall skinny pale guy i had met out once who we have been talking for a while on tinder made plans with me when he got back in town(i think he works on an oil rig?). We obviously talked about his dick size and he sent pics etc. it was seriously 8.5 inches long cause he sent with a measuring tape lol. Was thin though in contrast to how long. We made plans for him to come over... sexted a plan to get on my knees then him fuck me doggy style etc. He comes in. We talk for a minute i bring him to my living room couch and sit him down. I was wearing a simple robe. I take the rob off in front of him then get on my knees and he just puts his arms on the back of my couch and spreads his legs. He had gym shorts on so i pulled them off and it was legit a long super thing soft snakey cock. I grab it and start stroking it and lean in and start licking his balls while yanking on it. Then i would suck it and go back and forth and It took a solid 20 minutes to get it fully up. It would get up 90% and then get soft again. I was enjoying it and he was enjoying it so no big deal. Eventually its fully up and its so long i could stack my hands around it with the tip still out. So at this point i want my insides filled so I stand up and put lube on my butthole and face away standing but kinda swuat down and it was thin enough it just slid right in. I slowly sat farther and farther down and it didnt ache or huurt or anything. It felt so good and i was 80% down and then started just pulling my butt up and down on his cock. It felt so awesome that it wasnt really stretching my hole but reaching super deep. It was reaching places i dint think a man has reached before lol. I was just up and down for 3 minutes before i got tired and right when my legs kinda gave way i was just fully sat on him with my feet on the ground still with him fully inside me and he starts wiggling and i can tell hes cummingso i just rotated back and forth as he was cumming in deep in my ass. I guess i was so airtight and his cock was so deep and cummed so much when i slid off him a huge line of cum was across half the couch and like a foot on the floor lol. My insides were so rearranged feeling i had to go take a shower so i asked if he needing the bathroom and he said no so i said ok get out and laughed and he said alright no problem lets do it again. So i let him out and got in the shower and weirdly my butthole normally aches a bit after but this was weird.... I could feel it in my intestines. 10/10 experience since it was different but idk if i will want to do it again. I was controlling being on top.... i couldnt imagine the damage if he was behind me slamming it home. His cock was simply put..... dangerously long.

Story Time - Big Dick In My Ass Twice

Had a date with a guy who Ive been talking to a while on tinder. Hes a big guy. Well over 200lbs super tall brown hair. I happened to be out and hit him up to "meeet" for a few drinks. Hit it off well. I normally mention me only doing anal, Im looking for just a hookup etc on tinder quickly in some way. I hadnt got to that point yet. Anyway we hung for a few hours and majorly hit it off. Left the night on a kiss. Lots of sexting going on that whole week and i told him i only do anal and he told me he had a huge dick and exchanged some nudes. Hes super attractive so normally I stick to my fuck and leave but since i already met him etc I agreed to hangout for the night.

So he shows up with flowers and a publix sub at like 8:30ish Friday night. I had on my pink lingerie. He kinda took charge on getting my tv on and made me pick a movie. We end up on my floor with him rubbing my back for like 30 minutes. Then were talking for a solid hour with some wine eventually sitting on the couch next to each other i reached over and stroked his cock once and kinda jumped and was like..... woahhh it is huge. I just blurted out.... "so you gonna fuck me in the ass now or what?" He laughed and said let me warm you up first and kinda guides me doggy style on my couch and pulled my thong down and started licking my ass for a few minutes, stood up and dropped his pants and i feel this giant cock slappping on my asscheeks. He starts putting it in..... so i said its obviously not gonna work without lube lol. I reached behind the couch and grabbed my booty eaze and dabbed some on my ass and gave him my cherry anal lube. He eventually gets it in and is super slow pumping my butthole. Just a few minutes in he pulls it out... which was kind if a relief lol. I flip over and sit oj the couch and start stroking his cock. He starts adding my lube as i stroke it then grabs ny legs and flips me onto my back and lines his cock up and slides it into my ass and starts pelvis to pelvis smashing my asshole like not tomorrow. For some reason that angle was so intense on my insides. My butthole was fine but it felt like he was just destroying my insides. It was so intense. Couple minutes goes by and he pulls it out and his cum blasts all the way up my stomach to my neck. I was relieved it was over but i also was still horny. We both layed down on the couch. We just talked for like 45 minutes about random stuff. His cock was so big i would randmly flop it around. Then it started getting hard again. I had better sight of it now from this angle and it was thinner at the top and bottom and more thick in the middle and super veiny. He pulls me onto him and I was not anticipating or even wanting a round 2 but before i could blink the tip of his cock was in my ass so I started just bouncing in it. Essentially maybe like 2-3 inches of it. I rode it for over 5 minutes till i flipped around reverse cowgirl style and the angle allowed me to get most of it in my ass and I went up and down a little bit put had all the way in to maybe half way at the least. It was such a stretched and full feeling it was amazing. I started cumming and my legs gave out and i was just cumming from it being in my ass even with no movement. It was intense! So i hopped off because i was 100% done. No way i could continue so we ended up showering together. A lot more intimate than my usual hookups. Was kinda nice. 😊

Story Time -Big Dick Guy Again - 2 parts

Sorry i delayed on my story from last week and the had a run in again with him yesterday. So last Friday we planned our second hookup and always sexting during the week about what we will do. Im always direct with hookups. Let me know what you wanna do. We fuck and you leave. 50% of guys always request my butt up and ready type thing when they walk in, answer door naked etc. i like a little kissing and a tid bit of a few minutes of romance then you can dive in. I also kinda offer "i can have my ass ready waiting for you" cause guys seem to like that also. Anyway we came to the agreement of him wanting me in normal clothes and to fuck me standing up and put my pants back up. Weird but im down. So i was wearing mom jeans and a butt plug with a tank top. He knocks I let him in... we walk into the kitchen and i lean against my kitchen island and he gets behind me and starts kissing on my neck. Big muscular guy and his huge cock i could feel pressing against my back. I had my hands on the counter the entire time. Never moved. Kissing on my neck still he slides my jeans down and feels around and notices the plug and pulls it out. Puts it on the ground and i hand him the booty eaze from my pocket and put my hands back on the counter. Within a few seconds his pants were down and his massive cock is pressing into my ass. About 20 seconds of him slowly in and out with the tip. hes spreading my ass and just gets a little deeper slowly until its all the way in. Slow and deep ass fuckibg me at that point maybe 2 minutes in I feel him hold it deep and tensing up. He said "i just came" it was short but sweet and i was enjoying it stretching my asshole out but standing position we were in made it a bit much so I was kinda happy it was over. His cock is so big when he slowly pulled it out it felt like it took 5 full seconds lol. He pulled my pants up for me. I button them. He leaned over my shoulder gave me a kiss and said "i will be back to pound that ass next friday" and left.

The next friday...

So the next friday(last night). We had sexted all weekend but sadly i couldnt handle his big dick in my ass friday since im shooting content with my guy in a few hours. I actually like the guy so I made up an excuse that I had an event that evening and couldnt have my asshole beat up before hand so id come blow him before hand. I was dressed in my normal beach attire since i was just in my pool. Bikini underneath a tshirt and jean shorte and told him id come by before going home and getting ready. I went to his house about 20 minutes away. Kind of a shitty house and a not great area. He met me outside. We went into his living room and i just dropped to my knees and pulled his gym shorts down and out floped his huge cock hard as a rock i just went right to the two handed twist stroke and sucking the tip. I was trying my hardest but its so big i could only get the first inch or 2 in my mouth. He then after a minute says "just tell me when to cum" i kept stroking and said "sooner the better for blowjobs" he goes "oh i can cum on command whenever i want" i was like wait what explain. Stopped for a bit ajd asked abbout last friday. He said oh yeah i could tell your ass was taking a beatting so i came quick on purpose but i can last an hour if you want. I told him next time i want to take him up on that challenge. We laughed and i said well then show me you can cum right now. I start sucking and double fist stroking super fast and within maybe 10 seconds my throat started filling up so fast i had to swallow as it came. Once he was done i stood up and said ok by by. Text me. I was and am very curious about this cum on command thing so i texted him next friday i really do want him to show me that hour.

Story Time - Big Dick Guy Tied Me Up

Going on like the 5th or so time hooking up. This past friday he cane over about 7? I forget. Its at that usual stage where after the first few hookups you talk a little deeper about kinks. I usually bail by that point. Becomes more personal and they start wanting to get to know you etc. Well I like him enough to reach this point. He requested tieing me up and fuckibg me in the ass for a really long time. We worked out the logisticis over many texts. So he came over and brought these strap things. It took like 20 minutes to setup. It goes under the bed then over the headboard of the bed. So I will try to explain. My hands were tied down to the bed outwards. My ankles were hooked from the headboard straps so my legs were pulled all the way up and back. I was fully naked when we started strapping me in. He quickly undresses and starts slappping my face with his soft but still meaty cock. I suck it some. He goes down and starts licking my asshole for 5 minutes or so. It was awesome. Eventually he gets the lube and starts lubing his cock up. Its huge and already intimidating when I have control of the pace and angle more but being tied up i was so nervous. He took it really slow easing i to my asshole. Almost to slow. Multiple minutes of easing it in. He just slowly was pumping my ass hole from the tip to balls deep for 5+ minutes. He eventually picks up the pace and is pounding pretty hard for another 5+ minutes then takes a minute break to get his breath. Then he slips it right in with ease and just fucks me for another 10 minutes or so. It was smashing my insides and it felt so good but was becoming a little too intense so I had to tell him we gotta take a break. My legs and hips huurt from having them stuck like that for 30+ minutes. I got up and had to walk off the leg and hip cramps. Somehow he ended up behind me in the bathroom and grabbed my shoulders and guided me to the bathroom sink and bent me over it. Then i feel him slide his cock in my ass and just start fucking me super fast. It was super super fast for such a big cock the friction made my asshole start to burn and I said im gonna have to tap out and he said give me 30 seconds. So i just held on and toughed it out till he pulled it out suddenly and said he had cum. I didnt even notice. We ended up watching the do over on Netflix afterwards before he left.

Story Time - Back to back dates and a rimjob

Will make this short.

This guy was very adamant i was catfishing him. He had a monster cock. Humongous. Claimed 10 inches and photos etc. Like 6'5 bodybuilder. So im interested and want nothing more than this blonde viking looking guy to mount me. So i played his game and agreed to meeet at a bar for introductory and then plan a fuck date at a later time. It was scheduled at 5pm lqst friday. I also had a date at 6:30 to go to this guys hotel room. I kinda planned it so it was all close.

Anyway. Hit it off with the Viking guy. Jokes about me being real and actually only doing anal etc. Me saying that online made him think i wasnt serious. So we joke about it being an interview process for friday fuck buddy situation.

Anyway the clock hits 6:45 and I already had this date planned with a nice dark haired I think kinda european/middle eastern descent idk. We had planned a beach hang then hotel room doggy style butt fucking. He promised to lick my ass for 30 straight minutes. We introduce at the bottom of his hotel(he lives 2 hours south and visits often and got a hotel kinda just for us) we start walking to the beach and I said... so whats the plan? He said "lick your ass and see where it goes from there" i laughed and said we nees to get to the hotel then. This was maybe 1 minute after meeeting him. So we go up there and start kissing in the hotel room and eventually i turn around and bend over rubbing my ass on his hard dick.... he drops to his knees and reaches around and starts undoing my pants. Within seconds my pants are down and im slightly bent over with him licking my asshole. Solid 5 minutes or more then i get my pants off my ankles. Still got my black crop top on. He grabs me and puts me on my back and pushes my ankles up and back and starts licking my pusssy so i guided him back to my asshole. 10+ minutes in and i asked if he was going to fuck me and he said he gets stage fright and just wants to lick my asshole so I just said no problem! He spent another 10 or so licking my asshole till eventually i said i was good. I put my pants back on and we talked for a few minutes and i left. Super weird but im not complaining. He stayed clothed the whole time.

Story Time - Guy from last week lasted 10 seconds

The vikininf guy i just went on a date last friday with wasnt available today. Sat and sun and im very attracted to him so if my schedule aligns i will make plans with him. As of sat this morning nothing.... so last night...

The middle eastern or whatever guy who licked my ass in a hotel for 30 minutes lasy Friday said he was ready to lick my ass again and could get it up this time. He got a hotel again in the same place. I went down there and just went straight up to his room. Knocked on the door. We had sexted that week about what we were gonna do etc. Went to the balcony leaned over and per our convo prior he pulls my pants down and goes to town licking my asshole again. Solid 10 minutes. View was great. Right on Clearwater beach. He stands up pulls his dick out and slides a condom on and starts pressing it into my asshole. Id say it was on the small side(i didnt see it).... the first maybe inch is in and he fucks me with just the tip of his dick for about 10 seconds and pulls it out and says "sorry about that" i didnt realize what had happened but he already had cum lol. I told him not to worry about it. Im happy just coming to get my ass licked. We talked for 20 minutes or so and I left. Win win for me because i have to shoot an anal porno tomorrow lol.

Story Time - Dark Haired Guy Dinner & Anal

Dark haired average build guy i ahd been sexting the past few weeks was finally available Friday at 5ish. I vetted him well so I went to his apartment/condo right down the street from me. We just chatted in his kitchen over a glass of wine after he had a little linguine dinner ready for us and after 20-30 i asked if he was gonna fuck me or what and he kinda was confused and i had to reiterate i was serious about coming over and getting ass fucked and leaving and it wasnt just "sexting" lol. He asked where I wanted to do it and I grabbed my purse and the booty eaze lube and said you can fuck me right here and handed him the booty eaze. He spun me around and my hands on the kitchen counter and pulled my shorts down and legit just dropped his pants and lubed his dick up and started pushing his dick in my ass. I never actually saw it but the first 30 seconds i reached back to line it up as it slipped out a few times its was on the smaller side of average. After a minute of fumbling he just starts fucking me super fast like a damn rabbit. Im 2 hands holding onto the kitchen with my butt sticking out and it kept slipping out due to his shorter length and the position so i pushed him back and grabbed my ankles and he gripp my thighs, waist and just was slamming it home super fast for probably a solid 3-4 more minutes and then he pulled it out and i guess he was jerkint himself to cum and he blasted it all over his kitchen floor lol. I laughed kind of sand said dude thats why we got std tests so you could cum in my ass. He laughed and said woops i was in the moment and forgot. I wasnt sure how it worked because this is my first time doing anal. I was kinda surprised when he said that. I pulled up my pants and he was still genuinely not 100% sure i was serious about what we had texted about prior that I was here to fuck and leave. So we talked for a minute and said it was juat abnormal for him but hes down to do it again. It was a 10/10. Quick butt fucking with a smaller dick so my ass isnt sore.... just what i needed. So I left and went home to play video games. Been texting him all night. I can tell he has the new to anal excitement so I def plan to see him again.

Story Time - Sucked an instagram follower and his friends dicks on July 4th

It was pouring rain Friday, and my friends bailed, so I hit a bar at Clearwater Beach alone. I posted on Instagram, and a guy messaged me saying he was at the same bar, the Boxer. We met, hit it off talking about guns—tall, attractive, brown-haired guy with a fun group of friends. He teased about hooking up with followers, and I clarified I don’t plan meetups from Instagram but didn’t rule out hooking up. He jokingly asked for a chance; I shot down anal but offered to suck his dick if we could use his friend’s hotel room across the street. He called his friend, who was in the room, and asked if we could come up for an hour. I jokingly said his friend, who sounded hot, could stay and get in on it too. The guy was stunned but asked his friend, who agreed. He held my hand to the room, and his friend let us in with a quick “hi.”. I told my guy his friend just showered and he was gross and sweaty so he should rinse off. His friend offered me a beer. So we popped beers while the main guy rinsed off. Took him like 1 minute. Came out in a towel and i said ok both of you sit on the bed. I get between the main guys legs on my knees and open his towel and his dick is soft and super small. I put his entire cock and balls in my mouth and he starts getting hard and eventually its to big to hold in there. He was maybe 5 inches fully erect. So i reach over and start rubbing his friends package. I feel a big overall package. I said "unbuckle" he pulls his shorts off and i grab his dick and its flacid and big. So im as best i can stroking his big cock and sucking my main guys dick. This is about 1 minute in and he fills my mouth open suddenly with cum. No tensing or orgasm cues. My mouth is just suddenly full lol. I was caught off gaurd so i got up and spit it out in the bathroom and came back. He laid back on the bed ans i got between the friends legs on my kneeds and started stroking his cock while sucking the first 1/4 of his dick. Hand barely fit around it. Top 5 or so biggest ive had. Weirdly his cock never seemed to get fully hard after maybe 2 minutes and he grabs my head and starts shoving up down and im gagging its going like half way down my throat and normally i slap the hand away but he had already filled my mouth up and let off before i could react. So out of mutual disrespect I slid kinda back up and let his entire load ooze out of my mouth as i stood all over him and his shirt and pants that were on the floor. His friend picked his stuff up and went straight to the bathroom. The main guy was just kinda sitting back up finally and said "i def didnt expect all this tonight" i went over and kissed him and said "message me sometime" and then grabbed my purse and left.

Story Time - Tag Teamed Fri & Sat

To make the intro short Friday night me and the guy from last Friday planned out to fuck in a hotel room again. His friend was from Orlando(henxe the hotel from last weekend) ended up being available. My guy id been sexting is wayyy into the sharing with other guys kind of thing. Its also his and his friends first time doing anal. Who better to break them in? Lol We get to the hotel at 5ish but his friend got delayed in traffic an hour(i4 lol) So we are just kinda sitting there kissing on and off. For like an hour with some cock rubs here and there. His friend wasnt responding and we couldnt hold it anymore and i unbuckle his pants and start sucking his dick. Hard as a rock but still 5 inches or smaller. I was thinking in my head (will be a good warm up for the big dick). I forget the timeline but we ended up in 69 for a while on the bed. He finally couldnt wait and pulled me to doggy style and he was on his knees behind me and started eazing bis dick into my ass. No lube just spit. It slid right in. Small dicks are awesome for this very reason. He tried fucking me way to fast like most noobie anal guys. I had to trll him to chill out a few times. He got a text a minute in his friend was here. He just keeps ass fucking me then a knock at the door. He gets up and opens the door and im still doggy style woth my ass probably open and i look back and said hi and he said hi and was very surprised to walk in and his friend said sorry we couldnt wait any longer and i just said "get those pants off and come fuck me in the ass" and he starts unbuckling and i told the other guy to grab my purse for my lube. I put some on my asshole and the big dicked guy gets behind me and was on his knees behind me but sitting and pulls me from doggystyle onto sitting on his cock witht he tip poking into my asshole. So i slowly start sliding down his big dick till eventually its 1/2 in and im bouncing on it. The other guy starts jumping on the bed to obviously put it in my mouth and i had to say... no ass to mouth... yall will have to take turns at this point. He said "ok" and sat on the bed in front of me like his friends position was who i was bouncibg on.... then i kinda realized he was staged to do the same position so i slide off his dick and spin the other way and then eazed down on his cock and was stroking the guys big dick. I switched between them like 20 times kind of as a sexy joke. 20 sexonds on one and then switch. Someone made a dont get dizzy joke lol. Then when Im on the big dick he said "where can I cum" i said... in my ass. He grabs my shoulds and starts slamming me down on his dick al the way super fast and pulls his cock out. His dick is huge so my ass was super open and when i spun back to the other guy a ton of cum slung everywhere and the guy was kinda uncomfortable with so much cum all up my ass dripping everywhere so he asked his friend to get a towel. He wiped my ass off for like a minute and i asked if he was close to cumming and he said he sometimes cant cum and this was one of those times. I think maybe his friends cum changed his mood lol. I didnt xare cause i was getting tired. So i got my clothes back on since he already cleaned me up with the towel and we talked for a few minutes and they said they were both going to hit a bar and thought i was coming with them. I had to corrext them that it was like 7 and i was going home to go to bed lol.

So... part 2....

This gets way more intense. They asked me if i wanted to go to the beach. I actually planned on going anyway... i told them i wasnt really looking to hangout... i just wanted dick but we could do the beach early and then the hotel after. So..... i put my black thong bikini and black sport top on and met them down at 10am on the beach at a spot we discussed is more private. Get there and said hello and I kept bending over and getting doggy style etc so they could see i was wearing a large clear crystal butt plug. Took them 30 minutes till the big dick guy said something. Long story short we spent about an hour on the beach and towards the end they would both randomly grope me and id rub their dicks through their swim suits. More people started showing up at the beach so flirtation went down and I said... lets go to the room. They both said nothing and packed up and we walked to the hotel room... i demanded everyone showered since i didnt want sand in my asshole... not fun lol. I got naked as we got in the room and went into the shower and was showing off my butt plug on and off etc. The small dick guy got in the shower first and me and the big dick guy were kissing and rubbing each other. Small dick guy gets out and i laid on the bed and he came over hiked my legs back and started licking my pussy and I told him to pull my plug out. He pulls it out and as he gets up the big dick guys said "really gonna start wothout me again?" We all laughed etc. Within seconds hes got me missionary and his cock slips right in. After a big butt plug it was easy. Hes just pumping my butthole for maybe a minute and his friend gets out and goes to my face with his dick thats soft still and starts slappping it on my face and i start sucking it. The angle was all weird so we broke apart and the big dick guy kinda grabs me and guides me back to the bed and he sits againat the headboard and pushes my head to his dick and I start sucking his dick in doggy style then the other guy gets behind me and slides it into my ass and just starts fucking me. Solid 5 minutes... the big dick guy says "can I jump in?" The small dick guy says im about to finish and pulls his dick out and blasts it all across my back and slides off the bed and i just crawl right onto the big dick guy cowgirl style and put it in my ass and hes sitting up againa the headboard so i have my arms all the way around him like a hug. Im only getting like half way in due to how big it is and the angle and im maybe 30 seconds in and i start cumming and then he pulls out during my orgasm and jerks himself off and cums all up my back and ass crack. Not sure why they both pulled out. I didnt ask lol. So my back and asscrack was covered in both their cum. I rushed to the bathroom to rinse off. I came back out and they were kinda like "now what". They kinda invited me to go back down to the beach and i declined. Said some random excuse why i was busy. I went home. Now my asshole is super sore from a back to back double butt fucking lol. They actually invited me out again that night. Tempting but my ass is out of order.