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.

May

Story Time - 3 Guys

I’ve been so busy lately that hookups aren’t as easy to organize anymore. I used to move on once I stopped seeing a guy, but now meeting new people takes more effort, so I’ve been reconnecting with old hookups. At least 20 have reached out recently.

One was “Party Boy,” a guy who lives nearby and likes organizing me getting fucked by other guys. I always felt comfortable with him because he handled the planning and vetted everyone. We started texting again and arranged a meetup with 4 of his friends. My max was 3 total at once so 5 total would be kind of my first gangbang. I used to go over there and spend hours and hours there drinking, hanging our, sex etc. but i told him lifes changed and i dont have the free time so it needed to be an hourish sex event. Not a hangout then sex thing. I picked out my white lingerie and I get there to his big mansion and he opened the door. It was only him and 2 guys. One had cancelled earlier that day but then another just last minute cancelled. So it was 2 guys. One was probably 45ish.... the other 25ish. Both in great shape. Brown hair etc. party boy is like 30ish now. They were in collerwd shirts and dress pants lol. So i had my sundress on with the white lingerie and I was there to get fucked...... not talk. So i just said hi guys... and asked party boy.... where are we doing this? We were in his foyer/formal sitting room type place on a huge plush rug with a big couch against the wall. He said uh..... right here? I said ok works for me and I kind of waved for the other guys to come a little closer to me and i took my dress off and stood there and i said "whos cock am i sucking first?" The old guy said "me" so i moved a few feet to him and dropped to my knees and unbuckled his pants and his soft dick flops out and i start sucking the whole thing and it slowly grows into my mouth and it was definitely big.... then i waved the other guy closer and tugged at his belt so he unbuckles it and a medium/small cock ends up in my hand so im stroking him while sucking the big dick. Eventually after a few minutes i switch. Then a few minutes in party boy says guys lets come sit on the couch. So they all sot on the couch with thwir pants still half on and party boy pulled his nice cock out and i kinda just bent over and showed my ass and spread my ass in front of each of them. The older big dick guy was in the middle so i get between his legs and start sucking his dick. Party boy tells the younger guy "get down there and fuck that ass". I pointed at my bag and said "blue bottle". He goes and gets the lube and i take my thong off... still white bra and waist/leg garter on. He is on his knees within seconds behind me lubing up and i have the big dick in my mouth and he starts easing his dick into my ass... kept bucking a little to fast over 30 seconds or so.... then 45 seconds in he starts going way to fast to early i had to push him back and he pulls out and is moaning and blames all over my back. He was in my butt maybe 1 minute. Party boy says "dont feel bad her butt will do that to people" was really funny. He was such a gentleman i kept sucking the guys cock and he went and got a warm wet towel and wiped it off my back. He said "i can be ready again if thats ok" i said sure if im able to handle it. He sits down next to the guy getting his dick sucked. So it was tough but i kinda reached up while sucking his dick and was rubbing the 2 guys balls next to him. This whole event was 10-15 minutes in. So i stopped sucking and said.... ok im gonna try to fit that in my butt now. I crawl on the older guy and slowly ease down on his big dick and it took like a minute of just up and down on the first inch till i started lowering more and more. Eventually i pick up the pace and im up and down and it is stretching my butthole majorly. Im riding him for 5 minutes or so while the other 2 are just playing with themselves watching. Eventually i got tired and said "tired new position". We both get up and i walk to party boy while standing and bend over to suck his dick and the big dick guy comes behind me and slides it in and just starts pounding my ass so hard i couldn't focus on the dick in my mouth. This was probably 5 minutes of fast fucking. I said... you been at it a while can you cum soon? He said .... i dont know. Lets switch. I said no ass to mouth.... but if you want a break. Party boy says "come ride me".... i said ok.... jjump on him and slip it in my butt and start bouncing up and down. The big dick guy sits next to him and after a minute i jump off party boy and onto the big dick guy and slide it in and bounce. Did this like 5 times back and forth. Tried the small dick guy but he wasnt hard enough to get it in. Then i hop off and said yalls turn to do the work and pulled them up and got on the couch doggy style and the big dick guy got behind me and started pounding my butt for a minute till i hear him moan and he must have cum a lot because it was leaking out of my ass majorly.... party boy steps right in and gets behind me and puts it in my butt and withon 3 seconds tenses up and starts cumming in my ass. The small dick guy had a full boner and i said.... "you ready?" He said.... nah.... i would but both the guys cum is in your butt now... i said "fair". Went to the bathroom. Took a quick shower. Threw my dress back on and walked past them all and just said "thanks for the pounding guys, lets do it again soon" and walked out the door and went home. Still dont know the 2 guys names or anything. They had a fresh test per party boy. Simple as that. I truly needed that threesome. Its been so long since ive been able to let loose. Meeting new people and safety and headache is such a pain.... i just dont have the time anymore. Dates- take hours to meet and get to know someone... not including getting ready before and clean up after etc. So im leaning into past hookups i can say hey "let me come there and you ass fuck me and i leave" and thats that.

June

Older Big Dick Guy from the threesome

The big dick guy againfrom the group sex thing 1-2 months ago.....setup summary.... ive been busy and party boy has been in Greece so he hit me up and said that guy was interested in me and been trying to set something up. Party boy had like 20 friends over and I said Id come bounce on it(the older big dick guy). The guy come to find out is 43. Idk what i said last time.... i thought he was 45. Whatever. Brown hair big dick... i was there for sex and it was 8pmish and we were drinking some margaritas in party boys kitchen and party boy said hi and no joke just vanished so i was talking to this guy and he was trying to impress me talking about money and how we could hangout again. Had to stop him after like 30 minutes and say "hey this isnt a date, party boy said you were down for me to bounce on it". We end up heading off to find a spot and there was a couch in a weird hall room area on the 2nd floor. He starts kissing me and we kind of fall onto the couch where im straddling him on top. Well... im wearing jean shorts and a pink crop top woth shoes so i stand up pull my shorts off and lean over and start unbuckling his pants and we pull his pants off. I grab my purse and put some lube on my ass and his cock. Big dick not the biggest but def Top 10. I jump on him cowgirl style and start easing it into my butt. Took a minute until could get first 1/4 in and start up and down then im dropping lower on each bounce more in more till i didnt realize im bouncing up and down with arms wrapped around his neck and i realiE its big and feeling amazing stretching my butt out i wanted more and deeper so im really trying to slam down on it. Maybe 4 minutes of pounding in going faster and faster and i start to orgasm majorly. So im cumming and then come back to and realize oops... this thing is huge and now its uncomfortable. So i try to slide up and down on it atill but it was hurting and he could tell so he goes "we can stop". I told him my butt starts to hurt after i orgasm and his is big so its tough to power through. I felt bad and obviously loved the dick so I said "give me your number" next to ill make sure you cum. We exchanged numbers and thought i was staying. I was like nope... im busy and came here just for his dick. I plan to hit him up for next weekend.

July

Same older big dick guy again

So I had a tinder date planned for Friday night at 5 and the big dick guy from last time I had planned invited me over to his condo and I told him sure could probably be there at 8 but might not sinxe i had a friend in town. We planned to last minute it. The new guy was very attractive and wanted to meet him and I honestly planned to fuck him but..... total fucking weirdo. We were at my local beach bar and I texted the older guy and said my friend was leaving earlier than expected can i come by now(was 6). Said sure let yourself in. Well i get to his nice condo on the beach and he was in the shower still. I was talking to him and he said just a minute let me find some clothes! I said "no need just come out here" he came out with a rock hard big dick just completely naked. (I was wearing normal jeans and white crop top. Regular black bra and thong. I said hi and just took off all my clothes right in his living room and he walked ocer to me and bent me over the kitchen island and went down and started licking my butthole. It was amazing. Then he guides me to the couch and puts me on my back and pushws my legs back and licks my asshole another few minutes. Eventuallt i wiggle down and lead him to sit down. I get between his legs and grab his big cock and start suckinf the top while stroking the rest of it. I just consistently did this for like 5 minutes until he said "lets stop im about to cum" i said no you dont worry about me i want you to cum this time. Dove back in stroking it faster and eventuallt he tenses up and he grabs his dick and starts stroking it himself while i sucked the tip and he filled my mouth completelt up instantly. It was so much suddenly i had to get up and go spit it out lol. We idle chit chatted naked on his couch for 15 or so then i left.