2026 - Seeking FWBs for anal on my Fridays

Newest stories are at the bottom.

January

Story Time - Long dick from last year quickie

January 2026 - So i wrote back early in 2025 about the longest dick ever. We never fell out or anything he was just always traveling. I had texted him and of course a few other guys on and off. He mentioned us hanging out friday night but i was kind of unsure my plans with me friends. I got all cleaned up and they wanted to do a quick dinner and drinks that ended up being an hour instead of the expected 2+... so i messages the long dick guy and just said "whats up" he just said "wanna come over?" I said sure im leaving the bar but just for like 30 minutes. Well he ended yp living like 45+ away in this house out in the suburbs of Tampa which i wasnt happy about. I walk in and we talk for like a solid minute in his doorway living room and I grabbed the lube out of my purse and handed it to him and got on the couch doggy style and slid my jeans down to my knees and he had his pants off in seconds and flopping his long soft dick on my ass. Im assumin he was jerking himself off for a few to get hard and i feel lube on my ass and he slides it right ih my ass like halfway. Every guy and toy hits a wall. Feels like it wont go any further. Uncomfortable if you push to hard past it etc until warmed up more. Maybe 20 seconds hes fucking me slow halfway then starts pushing past that "wall" slow slow. He moves his legs and waist all around to angle it as he keeps slow pressure and it gets a little deeper every second. Hes then finally all the way in. Keep in mind this is the longest dick ive ever had. Its thin though so that helps. I start backing in and out on his cock maybe an inch and kind of light twerking. I was working his cock with my ass. We are maybe 1 minute in at this point and i work his cock for maybe 1 minute. It was feeling so good and no joke i start cumming and slamming back on his cock super hard. I dont think he realized and i pulled all the way off his dick and he started to kind of mount me while i was on my stomach over the cushions and i had to push him back and tell him to wait. I spun and sat down and said i cummed and theres no way i could last much longer with his huge dick. I offered to suck his cock(yes straight up ass to mouth because I felt bad) and he said oh no its totally ok and how hes happy he made me cum etc. So i put my clothes on and told him i owed him and we could maybe see each other next weekend. Then i left. The whole event was maybe like 5ish minutes. I wasnt there over 10 minutes lol.

Story Time - Long dick again

So ive been kind of addicted to the length thing. Majorly dick whipped on this since its kind of a new sensation. Long and thin he can reach all the way a lot easier so its been fun. Im obviously ramped up texting communication a lot. Hes requested to tie me up etc but i had to decline due to his length. Although fun..... if i have 0 control and the wrong angle i think he could poke a hole in my lungs lol. We did talk about me riding him etc. Friday evening j went to his house again and we hungout for an hour or so and drank wine and were sitting on the couch talking and i didnt realize i kind of just was stroking his cock in his shorts. He was talking and i was just stroking it and thinking about how long it is etc. Eventually i start unbuckling his pants and there it is. Long and thin so i start sucking it with the 2 hands stacked stroking method. Maybe a minute or 2. Then i just pulled my jeans off and still had my white tshirt on and hoped on him and reached back and slid it in my ass. Im not kidding it just slid half way in. Its long but definitely in the bottom 50% of girth. So i slow bounced on it till i was down 3/4s the way on it riding slow. Kissing etc. I started bouncing faster and faster about 5 minutes in and i started cumming out of no where. It was so intense. I was trying to go all the way down on it. Then once i was done its nornally to uncomfortable to keep going but i kinda just kept going up and down. Minda felt like an internal massage for a few minutes. I was going super slow and he just says "Im gonna be a while" i said oh thank god and hopped off and i felt bad because i did it so quick and his dicks so long i guess it pulled so much cum out of my ass it left like a 2ft streak of cum line across his nice couch lol. So we got paper towels to try to clean up some. I put my pants on and we talked for a minute. He tried to get me to stay the night but i declined.

Story Time - Long Dick Last Time

Well we have been texting a lot and he mentioned hanging out not for sex. I kinda joked about "then how will i get my fix if we dont have sex friday" etc. I reiterated Im not looking to date. So I go to his house Friday at 6ish(i think)... he had roses and candles and steaks on the grill. I kinda was off put at first but he kinda said "you dont have time to date but doesnt mean i cant do stuff like this before sex. I said sure. So we sat down and ate this lovely meal with candles etc. I decided i would get totally naked and take the dishes and clesn and put them away etx. Took about 10 minutes of clean up. I grabbed his hand walked him to the couch and got doggy style. He squats down and starts licking my pussy and asshole for probably 5 whole minutes. I told him to get my purse for my lube. Lubed my ass up and he was sliding the tip in. The angle wasnt great so he was just half fucking me. His dick is so long i didnt feel his body at all. No pelvis or legs etc since i kept having to slow him and keep him half way. So he just half dick fucks me for a few minutes and i hear him mumble "face" or something. I was like what?. He says can i cum on your face ? I said sure.... when? He yells NOW. So i was unaware he was about to busy. So i spin around sit on my butt on the floor wnd tip my head back and hes bending his knees jerking off and it was so much in like half a second. From my chin into my hair and come to find oht alll over his couch again. I had to squint and run to his bathroom to clean up. I come back out and he had cleaned the couch already. I put my clothes back on and said thank you for the steak and ass fucking. He kinda got weird and said "well i just made you this food etc why cant you just stay the night or at least a few hours". I kinda got annoyed and told him we had this conversation already. Its almost 8 o clock. By the time i shower and stuff its almost 9:30 and i got to bed. So he made remarks like "maybe come over earlier etc".

I was not happy with the lack of respect for him crossing clear boundaries. I messaged him this morning(saturday) and told him... we seem to want 2 different things. Few back and forths. He apologized etc. was left open to possibly seeing each other again but i have already made up my mind. To much drama and his dick is boring to me now. So... lol

Story Time - 2 dates

Was seeing the longest dick guy ever the past few weeks but that fell out. He started getting weird about the situation. Anyway... ive been on and off tinder for a few weeks now and accumulated a lot of matches i was interested in. Usually when the time comes i only have maybe 4 guys to choose from that are vetted when im available. Well i had 10 or 11.... I was interested in all of them and they were all vetted and available. Hit up 4 or 5 of them and 2 were down to hang and available Friday so I said fuck it and planned one for 6 and one for 8. i will try to make this short...

Bodybuilder big tan bearded guy was first. We met at the actual beach and he was super nice and very straight forward. We talked and walked for 20 minutes and ended up way down the beach in the park part and he had mentioned how he asked me about the whole anal only thing and how he knows i was clear i didnt put sex out the first date. I told him it was just a safety thing so guys wont expect it but we could go behind that try and id suck his dick right now. He was completely stunned. So we made it behind these trees/bushes and i drop to my knees and he starts unbuckling his pants... i had EVERY intent of sucking it and then stabding up and slipping it in my ass until it pops out... soft and average sized and i put it in my mouth and stuck back and forthng on it and its growing and just doesnt stop growing. Its massive to where i can now only get my mouth like an inch over it. Biggest ever? Nah. Top 3 for sure though. It was probably only like 6.5 inches but super super thick. So maybe 3 minutes in i realize this is really hard to do. Its getting dark... i pop up and said ok that was a fun trial run. He thought that was hilarious. So we walk back and i realized i had my other date in 45 down the street so i kind of told him i had to go etc. He was walking right towards where i was going to meet my second date. So i walked the opposite way and texted my next date back and told him I had ubered down and told them the wrong place. So he meets me way down the beach in the residential area. Parks and gets out and we introduce and talk for like 5 minutes and i felt safe with him and i was super horney and i casually asked... isnt your place down the street? He said yeah and we started kissing.(btw he was average height blonde hair and he was younger like 28ish. We get in his car. Weirdly he mentioned some cars and watches boats etc prior but he had a new 4 door bently... it was pretty dang nice. We go down to this townhouse thing like 5 minutes down the road on the water. He pulls into the garage and i get out and walk around and he opens his door and i kind of turn around and he has his legs out and he pulls me down onto his lap kind of where im bending my knees and grinding on his lap. I kind of reach behind and start unbuckling his pants and he kind of takes over and i pull my leggings down and start geinding bare ass on his dick. It was small. Close to aversge but small. Rock hadd though. Im sliding up and down so its kind of fucking my ass cheeks. I had my purse on my shoulder and reach in and put some booty eaze on my asshole and i grab it and put it in my ass and slide all the way down so my ass to his pelvis. Maybe 2-3 inches is in my ass so i just bounch back in it for like a few minutes. He lifts me off him and guides me to the back seat and puts me doggy style with my ass hanging out and pants to my ankles i had to adjust a few times but put my head down on tje seat and reached back and soread my ass and he slid it in and starts fucking me for maybe 10 seconds and i fan feel he is fucking super fast and deep etc. He was clearly cumming in my ass. Once he was done and put his clothes on I slid my pants back up and sat in the back seat for a minute to recover physically. He asked if i wanted to come upstairs for drinks or to hangout etc. i said no... remember this was just a quick get to know you session(referencing our past plan/texts) we hopped in his car and he drove me back to my truck and I went home.

Story Time - March - New FWBs...

So ive been super busy. Had like 2 random hookups since my last story. I apologize for not keeping up. Long story short I slutted out and fucked 2 guys in the same day... reallyyyy liked the one.... we hooked up again the next Friday at his place again....

So onto the details. Ive been short casual stuff this past year or so but life has had small changes allowing me more consistent.... it kind of just fell into place.... well the guy has an hvac company. Hes 40. Tall dark and handsome and has a massive cock and knows how to work it and is able to seem to work around my sex timing and schedule well. So the 2nd time i though nothing of it but he kinda initiated the "lets make this regular on Fridays". He made the decision... which is attractive when a guy does it. So the next friday I went to his place again... sucked his dick, let him bend me over and pound my ass out till his hearts content like 10 minutes straight. Cummed in my ass and left. Well I was crazy horny texting him that thursday and I had the evening off and planned to go see my friends in like an hour and I told him what i was up to and just for out of the shower.... he just goes cool " ill swing by in 20 and lick your asshole before you go" i said fuck it and said ok.... he came over... tried to show him my house but said.... sorry im on a time crunch.... he put me on the couch doggy and just licked my ass for 5 minutes and I was so horny i said just put it in.... he stands up and slides it slowly in with no lube... took like 5 minutes finally got half way in and instantly busted once he actually got moving in and out.... so the classic drop down and lick my asshole mid fuck or after is more common than you would think.... i normally back off and say no but he did it super fast..... super weird but im into him so i just let him rim me for a minute... and it felt really good. Then i backed off. He kissed me which was weird and intense. Then we split ways. So i was free only that sunday..... he came and picked me up since i didnt have my truck.... we planned to go to his house and ended up at the beach for like an hourish. Kissing talking stroking etc.... after an hour i was horney and the beach was totally empty so I just pulled my dress up and grabbed some lube from my purse put it on my ass and slid over onto himfacing him and slipped it into my ass. The angle was weird and even his big dick i could bounce on and as deep as possibly could maybe get half in so this lasted maybe 2 minutes and i started cumming.... it was such an uncomfortable position i asked if he was close and he said no its ok though. Jumped off him and back into my seat. We hung for another hour before he took me home. He wanted round 2 but after that quickie i was out of order. So the dynamic.... we text a lot like most of my hookups. I told him my hookup only interest remains the same and I initially told him fridays only etc..... i told him more in depth about my situation .... my whole "baby daddy" situation, that we do porn together, we still hangout on the weekends sometimes etc. I figured that would scare him off but he said he actually did onlyfans with his ex wife years ago and they had an open marriage etc so he doesnt care at all. So..... i also said i was open to hooking up more than once a week on occasion when i do have time and we could hangout more than just have sex as long as remains about sex. I did this in the past but ive grown a lot mentally etc so maybe try it again.

So Friday came around and he came over and requested to fuck my face and do missionary... no problem..... i wore pink lingerie.... he comes in we go to my office and i get on my knees and unbuckle his pants and suck his big dick for a minute and he picks me up puts me on my back on the couch and pushes my legs back and starts easing his cock into my ass. Spit and luck wasnt enough so had to get lube and try it.... slowly in till he was fully in. He had his kneess on the couch propping him up kinda and then just full in and out slow pumping in my ass. It was so intense. This was a solid 10 minutes. So we have had sex a few fimes now and he never really has deep pumped my ass like this yet... mainly due to him having a really big dick. I decided to let my porn star skills shine..... i said "your big dick probably has my asshole so gaped right now, wanna see?" He says omg fuck yes and pulls out and backs up.... and i spread my ass and he was in awe... comes right back and shoves it in my ass and pounds me super fast while im holding my ass still open he pulls out and backs up and looks at my gape probably like 10 times. I was happy it made him so happy lol. The last time he pulls out and starts jerking off and had no warning just cums from like a foot away and blasts it all in my open ass, on my pussy, legs etc. He just sits on the ground saying owe my leg cramped. Which was funny. So i get up and run to the bathroom fo rinse off in the shower. He hungout for maybe an hour or so after and then left. That was the sane weekend my guy helped me shoot anal dildo scene on that Sunday. I think my timeline is correct? Anyway im seeing him again this Friday most likely. Excited to see where this goes and im dedicated to taking his huge dick many more times. No plans to throw in the towel because its to much like i do with the other big dicks after a few times lol.