So, I have a confession. More of an admission I guess.

I'm not homosexual, maybe I'm bisexual. It's hard to tell, because I've never been with a man. I've always loved women, and I'll never stop wanting them. But lately, I've been thinking about experimenting with being a "bottom".

I guess I should start from the beginning here. The last girl I was with, I guess it was a year or so ago, was the love of my life. I had finally found the girl I wanted to marry, to be with until one of us died. I was happy, and she was EXTREMELY adventurous sexually. Our first night together before we were a couple involved a threesome with her friend. It was actually initiated by her friend actually. That's another tale though.

SO, after we started really dating, things clicked quick, and we fell in love. Love isn't something that I throw around without meaning, she's actually the first of any of the girls I was with that I truly felt it for.

Sex was fantastic. We fucked like rabbits, we fucked in public, in my car, just, wherever, whenever. I STILL to this day dream about the sex. Well, while she would be blowing me, she would always massage around with her other hand, and one day, she went low and started pushing her finger against my asshole.

I never really got into the idea of having my ass fondled, but she was the kind of girl who would convince me to jump off of a cliff. I mean, this girl was heavenly, with a mix of the devil. Natural beauty, un-dyed Raven hair, tits that were out of this world, hell I doubt I'll ever do better.

Anyway, so she starts working around it, and I'm not so much in a panic, but just wondering what I should do. Damn if she didn't figure it out for me, a quick deep throat made me release whatever pucker I had as I felt the ecstasy of her pleasuring, and she worked her finger right in.

She looked at me, and just held her finger in as she stroked my cock with her other hand, and smiled. I smiled too, because, I loved her, in my head I was worried that if I enjoyed it, she might think I was weird.

Well, more and more times during sex, she would work her finger in during a blow job right to the point where she started working her finger in and out. I didn't stop her, because she enjoyed it, and honestly I did too now. It was an extra pleasuring to my already fantastic fucking.

I decided to pay her back with some ass play of my own one day, and I turned her on her belly as I massaged her, working down along the hump of her bottom, spreading her cheeks and working my tongue in. She moaned in joy as I tongued her ass and fingered her clit at the same time. I had never eaten a girl's ass before, but if there was a girl to try it on, it was her. I had fun, she was very clean, as am I, so I wasn't worried about anything "gross". Who am I kidding, I freaked out at first, but in the moment, you just go all in. You know it.

Well, the next night, she decided to PAY me back for her pleasure. She told me to lay on my back, because she wanted to give me a massage. I told her it wasn't a big deal, because massages didnt do it for me. They still really dont. I don't find them too erotic unless I get a bj at the end. Which I never did haha.

She playfully tells me to just do it, so I abide. She starts massaging me, and after a few moments, I realize she started working a lotion around my bottom. Now, I've been told that if I posted a picture of my ass, and hid the fact that I was a dude, I could have men jerking off to it. I've often considered doing it as a joke. Then revealing that the ass belonged to good ol' me. Anyway, back to the story..

She starts rubbing lotion on me, and beckons for me to get up on my knees and elbows. She starts to use the lotion to stroke my dick and balls, and it feels fucking fantastic. I'm wondering to myself, "My god, how can it get any more awesome??!!" When all of a sudden, I feel a warm moistness start to tickle around my cheeks. I tensed up when I felt her breath roll over my ass, a little warm air against my bottom.

Suddenly, she begins licking and rolling her lips around my ass hole as she strokes. I tried my best to not cum, but it was probably the best feeling I've ever had in my entire life. I came BUCKETS. I'm pretty sure I applauded her.

So, some time passes, and one day after lunch on a weekend, she tells me she wants to start using toys. Again, I've never used toys. Never really figured much for them, as I have the perfect toy for a girl right between the legs.

I tell her to get whatever she wants, and we'll try them out. So, a few days later a package from Amazon shows up at our door (we lived together for a bit in a nice rental house) and low and behold, she ordered a vibrating dildo.

I joked with her and said I was sad that she didn't think my dick was up to par anymore and she laughed and said that they were the same size, she just wanted to try a few things. So the night the dildo came, I was eager to see what she had in mind.

She asked me if I'd fuck her in her ass. I'd never had anal sex with a girl before. Don't get me wrong, I tried. My ex some time before her flew off the bed in pain because I was too big. And since then, its never really been anything I thought of doing. The vagina and mouth work just as well.

I said hell yeah, and after careful careful careful amounts of effort, we got it in, and the fuck began. At first it was slow, incredibly slow. Almost to the point where I was just wanting to take it out and fuck her normal. But, as she always did, she surprised me. She started fucking speeding up to the point where it was like I was railing away at her like normal. I still was careful, I'd read too many horror stories.

In all this, I'd forgotten about the dildo. The purple, ugly, veiny didlo. The damn thing sat next to her as I fucked her ass sideways.

Now, I've watched a lot of pornos. And they've been the best education a man could ever need. I grabbed the damn thing, I never held one before, so it was like holding another man's penis. Odd. I decided I was going to double penetrate my girlfriend. I slowed down enough to work it in, and with the satisfactory moan from her, I did my best to maintain a rhythm. Eventually, I handed the rains of ol' Veiny to her and it was epic. She came a lot, I came a lot, and it was a fantastic night.

A few nights later, because I was out of town, I came home to her in a sexy little number and the ol Veiny on the bed. I figured we'd be repeating the night we had earlier in the week, and I was excited. The way she could work a dick, damn I hate the guy who she's with now...

So, we set about it, and she gets the lube out and starts applying it all over the dildo. I kind of had an idea what she was up to. I'm not a moron, and I'm horny like 99% of the time. The other percent I'm sleeping. She asks if she can use it on me.

I stared at her for a while wondering if there was a wrong answer here. I didn't know if it'd be like Indiana Jones and The Last Crusade, where I had to "Choose Wisely", or not. I decided, since she and I had been having wild nights, what the hell. We only live once.

Well, haha, it didn't work out. I did not have the anal space for anything like that, and honestly, I was terrified. I could tell she was disappointed, but not completely downtrodden about it. She told me that we'd have to work up to it. I agreed, if only to appease her.

So over the next couple of months, she would use two fingers instead of one, increasing slowly to three, to the point where it almost hurt when she was working her hand in and out.

Well, things didn't work out between us, and we ended up breaking up before ol' Veiny ended up anywhere near my ass. This is where I'm at now, and I can't figure out what's going on in my head.

I've had thoughts about having a dick jammed into my ass, and it subsequently railing it. I mean, not just any dick, a fit, young fellow like myself. Not a beary old dude. I dunno, there's just something about it that turns me on. I dunno if its because I still am drawn back to the passion with my ex, and kind of "finishing" what we set out to do, or what. I mean if that was the case, I'd just stick a dildo up there and call it a day. I think there's more to it than that.

I have what some may say is a sexy penis. Its not ugly or funny looking, its just exactly what its supposed to be. And I think thats the kind of penis I'd hope for haha. I see some of them in porn, and its kind of a turn off. So, I know its not the penis that draws me.

I've thought, maybe just a girl with a strap on? But I dunno, I feel like if I were to go that far, why not have it be a real, pulsing, throbbing cock?

These are questions I ask myself all the time. I know I love women, but maybe I'm not opposed to the idea of an attractive man. Only sexually though. I couldn't have a "relationship", per se. I mean, don't get me wrong, I'm a supporter of equal rights, politically, sexually, you name it. I'm just not gay in that way. If at all. I think its a sort of bicurious attraction that I'll never fullfill. I dunno. I just had to get it out I suppose. I don't really talk to anyone about my sexual habits, so I figure a sex message board might be the place to do it.

I confess I've only ever fucked fat women, and I wish I could at least experience what it's like to have a pretty little piece of ass I could pick up and toss around the bedroom at will.

I married the second woman I ever had sex with, and while I love her dearly, and she's got great womanly curves, she's heavy as shit and a lazy lover who lies on the bottom with her legs spread and expects me to do the rest. My girlfriend before her was not much different. I've fooled around with younger, fitter teens in my high school and early college days, but because I was a "nice guy" I never pushed for anything more than getting a hand in her panties or a blow job. The hottest girl I ever played around with was a slender 18 year old high school cheerleader with B-cup titties who I fingered all of once for about 3 minutes before her dad came home. She had a sexy little "runway strip" shaved into her pubes, and it was a NICE looking little cunt.

Now I see it's true, that nice guys finish last, because now I'm married to a whale (a beautiful, sweet whale, mind you... but still a whale) who I can't lift without giving myself a hernia, and who wears panties that could double as a rain fly for my tent! We just can't make most positions work because of a lack of fitness (she gets exhausted trying to "drive") and size compatibility issues (her ass and thighs are too big to keep me from getting close, and my dick is apparently too short to make the gargantuan reach). Just once, I would love to fuck silly a tiny little 5 foot nothing baby-faced teenager, maybe 100 pounds soaking wet, flexible and fit, who I can bend into one position after another, and who can bounce up and down on my lap without running out of breath, knocking me unconscious with her massive flapping boulders she calls breasts, or crushing my pelvis under her weight.

Sigh... you may begin laughing at my life now.

PS: I would never cheat on my wife. I'm simply fantasizing.

In the last 2 yrs I've had sex with probably 650 women. I'm not bragging I have a problem a very fucked problem.

It all started after my gf and I broke up. I was 27 she was 26 and I had been ring shopping for the last 6 months. I had about $5000 saved up before that and was almost at my goal of $10000. I was going to go the next Friday when I go paid and buy an engagement ring. Thursday night before my gf called and said she was going out with some gf's and should would come by later. I said fine bc I had to work late. Anyways I was shutting everything down for the day and decided to check facebook. One of the girls she said she was going out with posted on facebook a picture of her and another of the girls at their apartment saying something about staying in for the night. I thought it sounded weird and just decided to drive by my gf's house. When I got there a truck was parked outside that looked vaguely familiar and her car was in the driveway and the lights were on inside. I had a spare key and decided to check things out. I walk in the house and don't see anything but I hear something coming from the bedroom. I go back there in look in the door and my gf is getting plowed by her boss who is probably 50. I grabbed a vase by her door and smashed it over his head. When he hit the floor I kicked him in the gut and left him laying in a pile. I walked out to my car a grabbed my putter out of my golf bag and tune up his car and leave. My gf shows up an hour later crying telling me she's sorry and that it was a mistake. I show her the money I had saved up and tell her what it was for. She starts begging me to forgive her. I left her sobbing in my kitchen floor.

I slept in my car that night and called into work the next morning and and told them I needed some time off. My boss was a close friend and I told him the problem. He let me use all my vacation time and personal days,3 weeks worth. I said thanks went and packed a bag and drove to Vegas. I live in middle America so it took 2 dsys. I got a hotel room and started drinking and gambling. I knew I would be getting a few checks direct deposited so I had a least a week of debauchery. The first night a girls starts chatting me up. After a few minutes I realize she's an escort. She tells me she can be mine for the rest of the night for $1000.I gave her $500 down and we started to party harder. I was playing craps and was starting to win small hands. Before I knew I had won $3000. I told her she was my lucky charm and decided to take my turn at roulette. I put $1000 on red and hit. Another $1000 on black that missed. I decided to try my hand at blackjack which I've played before and knew the rules. I was playing $100 dollar hand and was winning 2 out of 3 hands. I got up $500 hands. I split 2 tens then doubled down on one first hand and hit black jack then stayed on 19 on the second . The dealer was showing a 5 she flipped and had 6 underneath and I almost threw up. She hit and flipped an 2,then an Ace then a queen to bust out. I was up $5000 grand and decided it was time to fuck this hot slut. We went back to my room and fucked like rabbits. We ordered room service and just talked then started making out again for some reason I ate her out. We fucked again in the shower. Then passed out naked around 4 am. I woke up about 10 am grabbed a beer and asked her if she could go again she said yes and give me the greatest blow job. I told her I was fixing to cum and she sprayed all over her tits. She took another shower while I ate breakfast. I gave her the rest of her money plus a bit more for a tip she said thank you and kissed me goodbye.

I checked my phone and had 20 missed calls and 100 texts from my gf. I left the phone on the bed and decided to see if I was still lucky. I started playing penny slots and quickly won a few hundred bucks. I was drinking and figured I would spend all the 2 hundred until it ran out. Afte 30 mins of no luck. I hit the jackpot for $20,0000. I cashed out and went to the room took a shower and called the escort from the night before and asked her if she wanted to spend the night.We decided on a price she gave me a discount. We went to a nice restaurant came back to the hotel and got a couples massage at the spa. We made it back to the room and had sex. She told me for a couple hundred bucks a friend would join us and we could have some real fun. Her friend showed up and she was absolutely amazing. We were having fun and the next thing I know i'm doing lines of blow of the whores ass. It was incredible. All 3 of us fucked and partied and just went bananas until we passed out. I woke up the next morning and the second girl was gone. I woke up the original girl and we fucked again. Then took a shower. Anyways I'm a week into this and have banged a couple of different hookers. I hooked up with some random girls in town for bachelorette parties and I think a married woman in town for a convention. I get a call from dad that his brother passed away and I need to come home. I fly home and do all the stuff I'm supposed to do. I go to my apartment and find that my ex gf is living there just waiting for me to come home. I walk in and she runs up and starts kissing me and telling me she loves me and wants to spend the rest of our lives together. I was pretty sad about my uncle and very horny so we fucked. I had no idea what my plans were but they didn't involve her or staying with her but I decided for the next week I would use her for comfort until all this was settle. We laid my uncle to rest and went to hear the reading of the will. My uncle was a closted gay man and never had any family his "roommate" died a few years early and left my uncle a substantial amount of money that he used to retire and travel and bang young asian men. At reading we found out just how much money he did have. $10 million dollars. He left $3million to my dad. $3million to my sister and her husband and the rest to me plus his house and car. My ex gf thinks she has hit it big. I buy out my apartment lease and move into my uncles. It's nothing crazy 2200 sq ft on 5 acres with a pool which made it awesome. His car was a yr old lexus LS 460. I called my boss and told him I wasn't coming back and had heard the news and already figured I wasn't.

I found a house in vegas for $350,000 with 3 bedrooms 3 baths and pool. I set it up online too look at and bought a plane ticket to vegas. Before I left I told my ex gf I didn't love her and that I was fucking random whores the whole week I was in Vegas. But I loved the sympathy sex she gave me for the last week. She called me an asshole and left.

Heres the bad part I flew to Vegas bought the house. All I do now is spend a few weeks in vegas gambling then fly home for a bit.the longest I've stayed is a month. I have plenty of money but spend at least half of what I win on whores,coke,and booze. I go to the whore houses in Nevada all the time. I pick up escorts at the casinos nightly and have been with 4 at a time. When I come home I got to hotel bars and pick up women who just want a one night stands. I started cruising whores on back page and craigs list. Now im picking up tranny's online. My life is really out of control I'll pay these whores $50 extra just to not use a condom. I let this super hot tranny in Vegas fuck me in the ass with no condom and she came in my ass.

I was pretty happy until I was at my parents and saw an inviitation to my ex gf's wedding on the fridge. For the past week I've been laying around realizing I'm still in love with her and I never talked to her about anything that happened. I just ranaway. One of her friends told me I destroyed her when I left the first time and when I left again she was almost suicidal. I feel broken inside.

BANG FOR A BANG

One evening whilst driving to the supermarket I could hear my phone buzz ....buzz...buzz . When I got parked in Tesco car park I stood between my car and another car checking my messages.. My friend was out on the town drinking too much and sending me lots of pictures of random people and him pulling stupid faces telling me ' I was missing the time of my life'..... then BANG !!

I just heard a squeal of tyres followed by the BANG ! ...A motorhome had just backed straight into the bumper and banged the car against the wall . I was shocked and had raised my left hand to my head covering my mouth in sheer shock . The BMW's front left headlight and bumper were mangled . I went over to the back of the car and the back end was marked and rear bumper cracked . I heard a female crying "OH MY GOD" the driver of the motorhome was a beautiful redhead woman in her mid 20's , about 5'4 and petite with 'C'Cup boobs and a peach of an arse. She was crying and was panic struck apologising to me and tears rolling down her freckled cheeks.

"Oh fuck ...what the hell am I going to do she cried " ...
I said , "WOW, I don't know ...that damage is going to cost thousands to put right "
She seemed more panicked with me saying that .... I got her to calm down enough to get her to move the motor home . I told her to park it away from other vehicles at the edge of the car park in the far corner , that way she isn't hitting any more cars !

She started it and I could tell she wasn't able to drive the thing properly but she managed to get it parked . I went over to see if she was ok . She was sat in the drivers seat still upset and still had tears rolling down her face .

She looked at me and I asked her what she is going to do .

" I'm in big trouble..arn't I ...serves me right for driving in these slippers " she blubbered

It was starting to rain so I asked if I could get in the passenger side . She nodded and reached over to unlock the door. I went round and got in .

"Why are you in big trouble ? Just swap insurance details" I enquired

She told me she had no insurance on the motorhome . I agreed ...she WAS in big trouble . She explained how her ex-boyfriend had thrown her out of the house after he had dumped her for a 19 year old .. She had taken the money from the holiday savings box and bought this 30 year old camper van with it as she had no where else to go . She was still holding down an admin job and she needed this to live in .

I was calm and just kept reassuring the poor woman that everything would be OK. She thanked me for being kind and for not shouting at her . I asked how on earth she intended to pay for the damage to the car . She said she would have to sell her motorhome ... I told her that's not a sensible option as she would be totally homeless and lose her job ..

She said "What other option do I have ?" .... I was looking at her face , all red from crying and tear marks on her face . I looked into her hazel eyes and said "Sex is another option ......or ...maybe not " quickly regretting opening my mouth ..
She seemed to calm down quickly and wiping her face she said.. " So... If....If I had sex with you , you wont report me to the police for no insurance? "
I agreed
She said " What about the damage to the car ??" ...
" well, I suppose that's what insurance is for ...it could be reported as a hit and run " ... She seemed relieved and she got into the back from between the front seats .. I followed .

She drew the heavy black privacy curtains across the front and across the other windows . she turned on the soft lights that were under the kitchen cupboard and pulled the two side sofas out and put one of the backs in the center ...it made a double bed ! I was very impressed with this old camper. She pulled out a duvet from the cupboard , laid it on the bed and stopped to look at me . I just told her to carry on and she bit the corner of her lip and started to slowly undress . I watched as she stripped off naked kicking her cut down denim shorts , knickers and slippers over to one side and throwing her top over to the end of the bed. She reached round and unhooked her bra and let it fall to the floor .

I quickly got undressed and popped my 7.5 inch cock out of my boxer shorts . She smiled at the sight of my stiff cock . I got onto the bed and directed her to suck my dick . She tied her hair back with a band off her wrist and knelt between my legs . With her right hand she took hold of my cock and put it in her mouth . She frigged herself while sucking my cock ...it felt so amazing ! . I wanted her pussy so badly and told her to lay on the bed . I played with her soft but firm tits then raised her legs and spread them resting her legs on my shoulders . I got my cock and rubbed her slit with it making her moan . She was soaking wet . I pushed my cock at her pussy opening and felt a slight resistance as I entered . I slid up her fuck tunnel and got balls deep . I held myself there as she panted then slowly worked up my speed ... After a few minutes of screwing her hard I was dying to blow but she kept saying "OH YES....YOUR BETTER THAN STEVE ...DONT STOP !!! " ... Hearing another mans name kinda put me off cumming and kept me going that bit longer . After a few more minutes I could feel I was going to blow and told her, she pulled me out and quickly spun round and sucked me off until I blew in her mouth .. I collapsed onto the bed and she spat my cum into a paper towel .

She thanked me for a good fuck and offered me coffee.. I accepted and she stood there naked making me a coffee . Without her knowing ,I took a picture of her with my phone holding a coffee jar and a spoon all softly lit looking at my cup next to the kettle .
I drank my coffee and she asked if that was everything . I asked to fuck her again as I was hard again, but she said no as she wasn't on birth control and I would still have semen on my dick... Worth asking I suppose !

I got dressed and she made sure I wasn't going to report her.... I told her not after that kind of sex ! . After apologising for the damage she smiled and thanked me for a good time . I told her it was probably best she drove off somewhere in case someone had seen the accident and reported it anyway.

I left through the side door of the camper and she started the camper, gave me a small smile and wave and drove off .

I sent my friend the photo I took of her saying "You've just missed the time of my life " ..... Messages of WHAT? WHO? WHEN? soon followed .. I wasn't telling either !

I went into Tesco with a huge smile on my face , got what I needed and got back to my car put the bag of shopping in the passenger foot well and started the car . As I was pulling out of the parking space I turned to look at the car next to mine...it was the wrecked BMW .

I never said it was MY car ...

Anyone got an similar double blow jobs to this?

02:56

mmf

agkagk 40.6K

I reconnected with an old friend through a job we both worked and it set into motion one of the hottest times of my life. During this time im 37. After getting along so well he asks me to roommate with him in his double wide that is sitting on 10 acres of land.  He is 41, His girlfriend, 43, of several years also lives there and so does his tween daughter. So his da7ghter had come up to the workshop when we pulled Saturday shift.  I was around her a year prior to moving in and she was familiar with who I was. Now the rooming situations were that he and his old lady (who was built like a linebacker pit bull and ignorant as a bag of rocks) have their bedroom in the front near the entrance then you walked through the kitchen into a living room and his daughters room was more like a extension of the livng room and the trailer has a  large glass wall dividing the living room wnd her room and thatbwall imitatined French lattice windows where you could see into her ro9m. Directly outside her door was my barn door style entrance to my room that i was renting at the end cap 9f the trailer, furnshed and with a private full bath. So settling in was intresteing because I use and parTy. His girl is so dufuking cute and small and tight and adorable and she latches onto me for attention several weeks after becoming comfortable around me since her father is normally busy also getting high.  The daughter is enrolled in cheer and gymnastics so in my freetime around tyenhouse im constantly being hounded by this sweet faced 75lb brunette girl who decides im cheer coach. Now im taking a knee and lifting her up by her feet so she can practice balancing. My friend likes the friendship we develop and encourages the behavior. I then have to sit through handstands and cart wheels and dance routines and im acting un engaged and slightly annoyed but inside  I am having intense visions of co platelet destroying this perfect u touched treasure. She would have me throw her onto my bed in the covers and I would fantasize how it would be if I snatched her up tied and bound and gagged the little tart and instead would throw her onto my bed with a raging hard on in a circumstance she didn't quite understand the gravity of just yet. Never the less I was having g my fun each night l8ghting up high as giraffe pussy and furiously masterbatingnto these thoughts. I would sneak into the kitchen and listen to my friend and his live in fuck for a while and they seemed very vanilla no verbal domination or submission in fact I do t think they ever explored that stuff. Now there came a night we're his daughter had come home and was found to be bullying other girls at school and also receiving bad marks and after dinner she was t9 be disciplined. I bee lined to my room and the family went to their room. She was sentenced to 10 spankings with the belt. Oh my god when I heard her beg for mercy up until that still quiet ⏸️ that erupted into  yelps and screams from the crisp contact of leather on s9ftnskin got me harder than i had ever been and i vowed to install a camera to gather footage and watch it for my personal enjoyment and horniness  the next chance I got. N6 weeks passes and still she is fucking up and I have the stage set. When I got to the footage it's her being directed by dad to undress from her shorts. The cute little rear end wiggles out of its denim prison and she has on mickey mouse graphic panties. Next thing she is being ordered to also m lower that article of cloth and the most perfect tiniest hoiney emerges from that damn mouses facade. Her mound is exquisite but only briefly shown as she 8s doubled m over the edge 9fnthe bednwith that shapely the little athletic ass blinked out. Then co es the pleading and looking back to her father and thatbdeo8cous anxiety wrought on her face and in her eyes. Blows land and she is snsqueezing her eyes shut and balling her little fist together and sticking her arms straight away behind her.while shuddering after each impact bracing for her father's next stroke. Omg what a scene to behold. So that becom3s a corner stone in my spank bank and lives goes on. Weeks pass and the my roommates gf has her birthday come up and they lay a surprise chaperone upon me while they head to Oklahoma to gamble. Ho-lee=fook next thingni know I'm in charge of the daughter and two m of her cheer girlfriends maybe over night depending on the substance intake. I'll continue with more soon.