When I was eighteen I was visiting my grandparents in Florida with my mom. They didn't live in a retirement community, but the town they lived at was generally full of older people. Most places around closed at 9PM even though they were only minutes from the ocean. My mom and I were on and off getting into arguments the entire visit. She was nagging on and on about everything I did, what I wore, who I talked to. Now being eighteen I did give a lot of sass back to her and talked back all the time which did not help the situation.

On the third day, I managed to get to borrow my grandma's car and spent some time at the mall. While there I had a one sole goal of figuring out how I could make my mom mad. I made my way over to Victoria's Secret and checked out what they had to offer for bathing suits. I managed to get a black thong and matching top that barely held back my 34DD tits.

The next day we went to the beach. My mom, grandma, and grandpa. We claimed our spot on the beach and set up the umbrellas and beach towels in the sand. I then proceeded to take off my shirt and shorts to show off my new suit. The look on my mom's face has been forever engraved in my head. The sheer disappointment from her just filled me with pure happiness. The top barely held my tits back and my pierced nipples definitely showed through. My ass was exposed for everyone on the beach to see. Without hesitation, she grabbed my arm and tried to covered me with a towel, but the damage was done and all she did was cause a bigger scene.

I walked away and made my way up to the tiki bar on the pier and sat down up at the bar. An older gentleman approached me, easily in his late 50's if I had to guess. He was taller, very tan and tone, had peppered hair and a short trimmed peppered beard. His hair was a few inches long and slicked back. He sat down next to me and ordered me a vodka and cranberry. He started talking to me about what just happened on the beach and started complimenting me on my outfit. I played along with him and we kept chatting about everything. By now I was tipsy after he bought me a few more drinks. I noticed him staring heavily at my chest and when I looked down, I had my left nipple exposed to him. The glimmer of the jewelry attached to my nipple just prodded out there for him to see. I let him look more and didn't even bother to cover up. I asked if he liked them. He blushed and choked up when he tried to speak, but he murmured out that he never has seen pierced nipples in the flesh before. I smiled and said maybe you can see more sometime. We exchanged numbers at this point just in case.

By now I was not sober. I asked this gentleman if we could go for a walk as the sun started setting. We walked along the brush at the top of the beach. Then I heard from behind us, my mother. Screaming out my name and rushing her way over to me. The older gentleman covered for me and said that we were out looking for her. However, she was not impressed by smelling the liquor on my breath. She stared at the older gentleman and yelled out "she is only eighteen for god's sake" and grabbed my arm and took me away.

The drive home was silent. I ended up passing out in the back seat of my grandma's car. I woke up around 8:30PM and it was dark. I had a missed call and a text message from an unknown number that said;

"Hey this is Ron from the tiki bar, just wanted to make sure you were able to get home safe. Your mother reminds me of my wife with our kids too."

I messaged him back and ended up unveiling my plans to him. We talked about how my mother and I have been at each other's throats the entire trip. I revealed to him that I liked him and wanted to take him to a spot on the grassy knolls to give him head as a repayment for his generosity. He then asked if we could still meet, and I couldn't say no. It rolled around to 11PM now and everyone was asleep in my grandparent's condo. I snuck into the living room and grabbed the keys to my grandma's SUV and walked out the door. Ron messaged me to meet him back at the same spot before the fun was interrupted. He ended up sharing his location with me so we could link up easier. I pulled into the beach lot, there was 1 other car there. A newer Audi sat in the front row next to the handicap spot. In the driver's seat was Ron. I walked towards the car and Ron exited with a blanket and bottle of wine.

We walked along the beach and he was telling me how embarrassed he was for buying an underage person drinks at the bar. Then talked to me about how he would let his kid's drink as long as they were under his supervision. He told me he had a daughter named Katelyn that was in her second year of college at a Big Ten school in the Midwest. We found our spot and he laid out the blanket. He opened the bottle of wine and we took turns drinking out of it. At one point, I leaned into getting the bottle from him and we started to make out. His hands wandered up and down my body. I held mine on his face as our tongues danced in each other's mouth. He grabbed him wrist and guided my hand down to his groin where I felt his erection. I took off my shirt and unclasped my bra for him, exposing my tits for him to see under the moonlight. He leaned in and started working his mouth all over my nipples, getting the taste of metal in his mouth. I proceeded to undo his pants and expose his massive dick to me. He had short pubic hair that was identical to his beard. His cock was easily one of the largest I have ever seen at being just eighteen. It was veiny and his head was the size of a mushroom. I lunged over him and straddled my legs around his, rubbing my pussy along his erect cock through my shorts. Still letting him taste my nipples in his mouth. My pussy was aching wet as I grinded along his hard shaft, trying to get his erection to slide in a gap in my shorts so I can feel it between my pussy lips.

He asked me to continue with what I was going to do to him earlier. I nodded and worked myself down between his legs. I grabbed hold of his cock in my hands and started stroking his shaft. I used my tongue to start from the base of his shaft up to his head and then stuck his entire head in my mouth. The precum from his cock tasted salty like ocean water. I couldn't take it any longer and needed him. I proceeded to give him a blow job while I worked my shorts off down at my ankles. His head was leaned back and he was moaning as I sucked. I made myself back up to his face, then guided his large erection into my pussy.

His moans began to pick up pace as I grinded myself on top of him. I was so turned on taking him all inside of me. I leaned myself back and gyrated my hips on his dick, holding him all inside of me. He told me he was getting close, but so was I. He grabbed my hips and pulled myself over him. From underneath me he started thrusting deep inside of me, stretching me out at he pulled all the way out then re-entered balls deep into my eager pussy. He then surprised me and said "oh fuck Katelyn I am going to cum soon" then as he fucked me, he would not stop saying Katelyn's name. I picked up the hints that this was a fantasy of his, and I wanted to make sure I fulfilled it. I then said "fuck me daddy" and he kept going on about how good "Katelyn's pussy" felt wrapped around him. I proceeded to tell him to fuck me, then asking turned into begging. I was gushing juices all over his fat cock and then started to beg for it. "Fuck me harder daddy." and "cum deep inside my pussy daddy" were repeated over and over. He tried to pull me off of him so he could pull out, but I stood my ground and kept riding him, begging for his load inside of me, then it happened. He thrusted one last time and held himself deep inside of me. I felt his balls unload everything he had into my fertile teen pussy.

I got myself off top of him and noticed his throbbing cock still going. I wasted no time to continue giving him head. Tasting my pussy juices and his cum all over his shaft. He was still erect and throbbing and I kept on sucking. His juices seeped down my thigh and spilled onto the blanket. He didn't lose his erection and he was ready to go for round 2 now. I bent over on all fours for him and he got behind me and slid into my cum-filled cunt. I kept up with the act, but instead of just calling him daddy, I asked how much he enjoyed Katelyn's pussy. He grunted and moaned as he kept calling me Katelyn. I begged for him to knock me up. He kept up the pace and announced to me that he was going to cum again. So I stayed there on all fours and let him has his way with "Katelyn's pussy". His second load inside of me, was as big as the first. I felt the power of his shaft throb as his balls were emptied again.

We finished up and he walked me back to the parking lot. The entire walk back, his loads were oozing out of my pussy and down my legs. We made it to our cars and went on our separate ways. I glanced at my phone with a dozen missed calls and tons of text from my mom asking where I went. I responded back with "just hanging out with my friend."

Update on finding my brother's fleshlight and masturbating to it:

I made a post here the other day about my BILF fetish, and how I masturbated to my brother's fleshlight then put in back in his drawer, all wet, along my used panties (hoping he'd finally get the hint I was desperate for him to just fuck me).
He came home yesterday and I was kind of hoping he'd find it immediately. It seemed to take him a while tho, which felt like an eternity, considering I had been horny all day just from wondering what he'd do once he finally found my little gift.
Eventually, I noticed he was giving me eyes as I walked around the house in the tiny shorts I wear to bed. I also noticed he locked himself in his room for a little longer then he usually does, and I couldn't help but to imagine what he was doing.
I kept thinking he was probably smelling my sweet pussy juice from the panties I left him, and at the same time, was fucking the very same flashlight that I had left all wet from my cum for him to use later. I couldn't help but to touch myself to the thought of him wondering just how sweet it would be to use my cheap hole as a fuck toy instead. I decided I wanted to take a step further after that.
Later, he was watching a movie by the living room, and I asked if I could join him, sitting at the sofa across from the one he was at. I played all innocent, of course, but in reality, I was wearing nothing underneath the short skirt I had on. I was completely exposed, and ready to be taken right there, hoping he'd just fuck the shit out of me, at last. 
At first, I was just sitting normaly with my knees slightly apart, so that he could only see how wet I was if he stared directly at my pussy. I saw that when he finally looked, his eyebrows raised in surprise for a sec, before he realized what I was doing. At this point, I put one foot up in the sofa so that he could see everything clearly, but kept pretending to watch the movie like nothing was happening. I noticed him shifting on his seat, and even lightly stroking his cock through his pants. 
After that, I was ready to drop the act and just go back to being the cheap little fuck toy I love being. I slowly began touching my already soaking wet pussy, and suddenly made eye contact when I could no longer control the moaning. He then pulled out his hard cock and began stroking it harder. We sat there masturbating to each other without saying a single word. It was the hottest fucking shit I've ever done. To top it all, we had no one when someone else might be coming home, which made it even better.
After we where finished, I could tell he wanted more, but I just got up and went into my room, hoping he'd get pissed and just barge in, force me to bend over, and fuck the attitude out of my helpless little ass. Unfortunately, he went into his room, and I'm guessing it's because he doesn't wanna cheat on his girlfriend. 
I'm planning on sneaking into his room in the middle of the night and waking him up to sloppy wet nasty blowjob to see he'll be able to resist.
Do you think he'd like the surprise? I don't think I can go back now without having him shoot a thick sweet cum load deep into my pussy at least once. Should I offer to fuck both him AND his girlfriend? She's insanely hot and I'd definitely be willing to be used by both.

Hi, men of ML. I'm here to make confessions and ask for even worse for me. A brief background of me, if you want more specifics you can ask me but most of you won't care so I'll keep it broad. I'm a 32 yr old very fit and pretty asian female psychiatrist in the US. Men often label me as a feminist, boss bitch, or man hater because often times my dyignosis is used to either put men in prison or deny their parole. 

The thing is... I'm the exact opposite, I live with a lot of guilt and shame. I know I've helped put innocent men in prison and away from their families, and even worse is secretly I'm a submissive and humiliation slave meaning I am actually attracted to the guilty men and worst of society.

I've acted on several impulses over the years which I'm not proud of but I'll share just a few. Im currently serving the son whose dad my testimony put in prison, I've allowed men who have served their sentences do to me everything that happened to them while they were away. There are men with nothing to lose that have taken pictures of me nude or sucking their dick.

Sorry for rambling and wasting your time. If you want to know anything else you should just ask or msg me.

My hot, sexy 45 y/o Russian milf friend Irina who Im talking to on Skype!;)) She gets me hard so much and I can't control my self around her as each time we talk she starts to make me pre cum in my undies,;)) She is my perfect Russian mature/milf woman! When I travel to Russia to meet with her Iam going to ask her to marry me and give her everything no man has!)) I love her!))

on Tuesday, when I was going to the bank on a walk, some older lady who was clearly homeless asked me for 2$ ( assuming for a coffee ) which I gave her, and after that exchange happened, for some reason my dick got EXTREMELY hard and I had all these thoughts going through my head…….

i have seen her numerous times in various places, so I know the approach will happen again, but now I have a side note ready to be handed to her with another 2$ taped into the note, but that note basically has my number on it and a little message about wanting to fuck her…..

no word of a lie she might be a 3-10, but she has an extremely tight ass, and the way she walks and now how I’ve heard her voice, I know exactly the fantasy I wanna use in her if it can happen

i would LOVE to have her come back to my house where my sister lives above me, and what I’d hope happened, was she would roleplay as my sister while I got to do anything I wanted to her….

i cannot tell you how many cumshots I have shot or the deep thinking involved, I’ve been a mad man walking around town since I don’t drive looking for her in soots I’ve seen her before

i hooe it happens by next week, my thoughts are driving my wild.

and yes, I would definitely record everything if she came to my house.

i even want her to say my sisters name while she begs me to fuck her ass. Is my crazy confession.

I made a transition, from a vibrant sexual life, to marriage, some ten years ago. It was time, I was going into my 30's, and my, now husband, is a decent man I respect, and love. Our home is filled with love and kindness, our kids are nice and well behaved, we have no financial problems whatsoever, and everything is just fine, as it is.

Now, since I am here, you would say, that there might be some dissatisfaction, and that might be true to some extent, but first, I have visited this and similar place before I even met him, and in general, there is no problem with sex, he is still a very good and generous lover, and frequency of our love making didn't slow down (maybe it did, just a bit, but that is normal).

My confession is, that recently, he asked me about my previous relationship, and I answered that I had a few. He told me than, that he had been with three women before me, and kind of went into detail of their relationships, not the sex part, and I guess he is expecting me to do the same, but I evaded the subject.

Now, he didn't say anything, but I felt he was a bit angry because I kept quiet, and now is even more pushing in that direction, and I am laughing it off with "lady never tells", but he won't stop. And, I am a lady, if you saw me on the street, the way I dress, the way I behave, talk, you would think - that is one fine lady.

The thing is, I am in a dilemma, what should I say to him, that he is my third or forth man, so, to lie, or to tell him the truth? I do not want to keep anything from him, we have a wonderful relationship with mutual trust, but this thing just made a dent in that trust, will he believe me if I lie, and will he think low of me, if I tell him the truth?

The other night, I tried to make some account, and it was a surprise to me as well, for some ten years that I was sexually active, before meeting him, I had sex with 54 different men, and I am not even sure that I haven't forgot some, plus, this number doesn't include pettings and few occasional blow jobs which never went past that.

At the time, it didn't feel as much, when you think of it, it is like, 5 guys per year on average, but added up, makes me look really, really bad, and I am not bad, I was just having fun, and I never cheated on him, and I don't intend to, nor I have the urge to do so.

If I tell him, will this shatter my image of a "lady wife"? What should I think of, first, honesty, or his image of me?

Told this to my therapist, she told me to keep my mouth shut, that such a thing can destroy a marriage, since men are egoistic and vain, so, some help guys, what would you like me to do, if you were in my husband's shoes?

She's Motherless now, but I'm going to change that!

I’ve never met anyone like this slut, and I’m trying to change her status from being motherless to a mother. I’ve had threesomes with her and a few of her friends, and she’s open to about anything.
I met her through a mutual friend and we hit it off immediately. She actually walked up to me and initiated the conversation, and in no time our faces were attached and our tongues were darting around each other’s mouths. I’ve been fucking her (and her friends) for 5 months now, but it seems we’re getting a bit more serious and prefer more one on one time. I used to wear condoms with her for the first few weeks we fucked, but she now insists that condoms are a barrier to our intimacy, and I agree with her.
I’ve fallen for her, and she says she’s deeply in love with me – that she’s obsessed and addicted to me… it’s fucked up because I feel the same way about her. It’s like we can’t get enough of each other. I started to creampie her because she “wants to take me with her when we’re not together,” and when we are with each other we can’t keep our hands off of each other. She has the same porn interests as me, and sometimes we even browse this website together – so she suggested “let’s give all the horny motherfuckers a show.”
In this picture I groped her tits and fucked her (she took the pic so she could see things from my point of view). I also oiled up her body a bit. The second picture is the nice load I left inside of her dripping out of her unbelievably tight cunt. Her natural tits are so soft, like clouds. Her skin is perfect.
“I’m going to breed you,” I said as my cock was thrusting in and out of her wet pussy.
“Breed this bitch, I’m yours!” she panted, taking my cock with a smile as her legs locked around my back.
I think I’m going to ask her to marry me. My cock is so fucking hard just writing this, and I wish I could leave work and go to her place and fuck her – but unfortunately I have to wait until I get off!
Everything about her is sweet. A lot of the women I’ve gone down on definitely have a smell and a bitter taste, not her – it’s fucking sweet as a peach – like fucking honey. When she cums all over my face, she loses control of her body, and it’s so wonderful to see. Her sexy tits bounce and jiggle, and I have to pin her down as her legs squeeze my head in her uncontrolled orgasmic state.
I used to have issues thinking my dick was too small (it’s 6.5 inches), but after being with her and the way she builds me up – she assures me that it’s nice and thick and fits perfectly in her pussy.
So tonight, I might fuck her and take her out to eat. She’s hinted at being with me forever – so maybe this weekend I can find a ring to put around her finger.
Thanks for listening to my rant – I’m just overwhelmed with being obsessed with this goddess.
And no, before anyone asks I’m not into sharing her with other men. She’s bisexual so any fucking around she’s doing is with other women and I’m usually a part of it (although we seem way more invested in creating a monogamous relationship than we were before at this point).

About a month ago I got a call from a friend, we’ll call her Stephanie. She made a good career out of being a therapist and I’d user her services at a discounted rate sometimes. When my ex destroyed me I felt like there was nothing left, and darkness consumed me. In my mind, my ex was the one and I wanted to spend the rest of my life with her.
Stephanie has wispy blonde hair, B cup tits, she’s nice and slim. I’ve always been attracted to her.
Through a good year of therapy and understanding that I had PTSD from the shock of losing my ex, Steph helped me in so many ways to move on past all of the pain and trauma.
When I picked up the phone I heard her soft voice, “Hey how are you doing? Just wondering if you’re free over the weekend? My girlfriend and I are going up to my parents cabin – just thought you’d need a nice breath of fresh air.”
I’ve met Steph’s girlfriend before, she’s a very down to earth woman who is pretty chill. Of course my mind went into fantasizing about having a wild orgy all weekend long with the both of them, and my cock started throbbing. Maria always kept her jet black hair short, basically a bobbed haircut. If I had to guess her tits were about a C cup, she is half Mexican and half French, which gave her a very exotic look. She’s gorgeous too.
“Oh hell yeah, that sounds like fun. I’ll bring the booze!” I said, as Stephanie laughed on the other end of the phone.
I told her I would meet them up there, as I had to work on Friday, but should be able to get up there before it got super late.
After work that Friday, I stopped off at the liquor store, got some Jack Daniels and a case of Modelo, put it all in a cooler filled with ice and left.
It took me 3 hours to get up to the cabin, traffic sucked. When I got up there both of them were sitting on the porch, drinking coffee. Stephanie ran up and hugged me, she smelled so sweet. Her girlfriend, Maria patted me on the back and said “glad you could make it!”
I got the cooler and brought it inside.
“Maria made an epic roast for dinner,” Steph pointed to the stove. We all sat down and ate it, it was indeed delicious! Steph and Maria both kind of looked at each other and smiled then kissed. I looked down at my meal as to not intrude on their intimate moment.
I heard Maria giggle, and she said boldly, “oh a man spending the weekend with two lesbians, shame shame!”
“He’s been through a lot, he’s not one of the assholes Maria, he’s one of the good ones,” Steph seemingly defending me to her lover.
I blushed a bit, “um, thanks.”
We all sat down and watched John Carpenter’s “The Thing,” as Maria never saw it – she liked it. The evening winded down and they went off to bed, and I made a bed out of the couch.
I was awoken by the smells of coffee, bacon and eggs being cooked. I almost got up off the couch but noticed I had some massive morning wood standing at attention and I needed to get that under control. I made sure to be inconspicuous about it, but Maria saw me stiring.
“Good morning sleepyhead, there’s coffee and I’m making us some breakfast.”
“Good morning,” I said sitting up, making sure to keep my crotch covered by the blanet.
Steph marched on over to me, “Come on! Time to get up!” and she pulled me by the hands off the couch. My cock was pushing on my shorts, and there was no mistaking that I had a massive boner.
Maria laughed first, pointing, “damn boy, that morning wood is out of control!”
Steph took a step back and blushed, “oh wow, I’m sorry…”
I must have been blushing really hard as she stepped back I grabbed the blanket and put it over myself to cover my cock throbbing through my shorts.
“It’s normal, you don’t need to be ashamed!” Stephanie said, rolling her eyes. She sat down next to me and smiled, “don’t worry about it we’re not offended, it’s kinda cute.”
Maria turned off the stove and walked over and sat down on the other side of me, “nothing to be ashamed at mister.”
Maria pulled the covers away and exposed my boner again as they both seemed to be intrigued by it.
Steph laughed a bit, “you want to see it, babe?”
Maria’s eyes seemed to light up, “Yeah, if he wants to show it.”
I could feel the heat of my cheeks – my face was on fire with embarrassment.
Steph gently caressed my cock, and started tugging at my shorts, and I didn’t even hesitate to stop her – hell I helped her. My cock sprung out of my underwear and shorts.
“I’m… not that big… so…” I mumbled.
“Oh fuck off with that bullshit,” Maria said as she knelt down and put her soft lips around the head of my cock. I turned to Stephanie who smirked and leaned in for a kiss, and I accepted it. Her tongue pushed into my mouth as her girlfriend tried to deep throat my meat.
Stephanie started to take her pajamas off, revealing her perfect breasts, Maria continued sucking on my cock as she slid her pajama bottoms off and started fingering her own pussy. I cupped one of Steph’s soft breasts in my hand as we continued to kiss. My heart throbbed, I never thought this was going to happen at all but I wasn’t going to say no to these two perfect women.
Stephanie started licking my nipples and worked her way down to join her girlfriend, they both took turns sucking my cock and kissing each other. I felt like I wanted to explode, and they knew how to edge me – just stopping before I was about to cum.
Stephanie got up and mounted me, her pussy was already wet as I slowly pushed inside of her. Her girlfriend gasped, “that’s so fucking beautiful.”
Maria stood up and pulled her pajama top off, and started kissing me, I cupped her breasts, and then she kissed Steph – both of them were in ecstasy. My fingers started probing Maria’s pussy, she was dripping wet. I could feel Steph grinding on my cock, pushing it inside her tight warm wet cunt as deep as she could.
“I’m not going to last long, I haven’t had sex in a while!” I panted as she rode my cock.
She smirked and then kissed me, “good, empty your fucking balls in me.”
I did. I couldn’t hold off, and I fucking dropped load after load inside her perfect pussy. I nearly passed out from the orgasm. Steph slowly got off of my cock, cum dripping from her.
My eyes were closed, but Maria wasn’t done, her lips were on my cock cleaning up all of the cum and Steph’s pussy juice. My body shuddered.
“Mmmm, I’m not done, I need some of that sexy cum too,” Maria moaned – keeping my cock hard with her hot mouth. As soon as my cock was rock hard, Maria got on the couch and bent over, waiting for me to mount her doggy style. I got up, and gripped her sexy hips and entered her.
She moaned as I pushed inside of her, Steph started licking Maria’s swaying tits and massaging her clit. Maria started bucking and lost control, her pussy muscles clenching my cock as she came hard. She let out a scream as Stephanie laughed in the joy of watching her partner orgasm all over my cock. I started fucking her harder and harder, my cock exploded inside of Maria as I groaned with sexual pleasure – my semen pumping deep inside her. I collapsed on the couch. Both Maria and Stephanie cuddled into me.
“That was fucking awesome,” Stephanie whispered. Maria’s fingernails lightly trailed my chest hair.
“Thank you,” Maria whispered into my ear, her tongue gently licking my earlobe.
“Perfect engagement gift babe,” Stephanie said as we all cuddled together.
“Wait, what? Your engaged? You didn’t even tell me – I would have brought a present now I feel bad,” I said.
“You are the present, silly!” Maria said, then kissed me full on the lips, our tongues meeting passionately.
We ate breakfast not even bothering to get dressed. Stephanie explained to me that she always had a crush on me and that Maria thought I was cute too so they concocted this plan so they could seduce me. Maria seemed a bit bashful after our sexual encounter, but Stephanie was full on talking about how after my ex screwed with my head so much that she started falling for me. She said that she told Maria that if they were to be a couple, that she’d have to accept that she had feelings for me. My mind was blown.
We ate lunch, fucked, ate dinner, fucked, we all somehow managed to fit into one bed at night, woke up to Stephanie sucking my cock, we went into another room, I fucked her until she came, then I came inside her again.
“Happy Halloween, babe,” Steph whispered to me.
We had sex all weekend, my balls were completely drained, my cock was chaffed and my muscles were sore as hell. I started wondering if this could be a continual thing between all three of us. I really wanted it to be. I didn’t ask right away, I decided to give them some space and then ask.
A few weeks went by, and I texted Stephanie, “How’s it going? Thank you for the great time at the cabin, I haven’t heard from you in a bit and just hope everything is good between us… and if possible if the three of us can have some kind of relationship?”
After I sent the text I felt stupid, like I was looking desperate. It took her a bit to respond, but each passing minute she didn’t gave me doubts about everything. But her response was… jaw dropping.
“Well, you’re going to have to be an active part of your child’s life, right?”
I almost fainted.
“You’re pregnant?”
“Yes.”
“Maria?”
“Just me. But you can work on her when you come over to our house.”
“What are you saying Stephanie??”
“That you’re welcome to be in a relationship with both of us, because we both want you.”
“Just the three of us, no one else?” I texted her, because I couldn’t handle another guy fucking them, especially fucking Stephanie.
She then sends me a picture of them topless, and kissing, “JUST THE THREE OF US BABE!”
THAT was yesterday. I’m going over to their house tonight for dinner.
I’ve never been in a poly relationship, and I hope it lasts.

I struck gold.

I am 40, divorced for five years, and after the end of my marriage, I didn't really have much action. So, my friends, who are a married couple I know for over 20 years, suggested introducing me to their friend, a 45 year old divorcee, like myself. Of course, I agreed, expecting some beat up woman, but hey, pussy is a pussy, and I have been dry for too long.

We agreed on meeting at a restaurant, all together, to pretend like it was a meeting by accident, but both me, and her, knew it was a set up. Before the said meeting, I realized I could've asked for a photo, from my friends, but since I grew up and dated in a non digital age, I forgot about that option.

Oh man, was I surprised! When I got there, they were sitting with this, slim, hot brunette, with big boobs (found out later she did a boob job after divorce), and cute on top of it. Successful, cardiologist, it felt surreal. We talked, drank, had some fun, and exchanged numbers.

I thought she will be a tough nut to crack, thinking, she was out of my league, but she responded to my first call, and we decided to go on a date.

Fucked her on the first night. Man, was I elated, thinking, that I am such a hunk, and I was only not aware of my raw sex appeal...

Well, of course it wasn't like that.

We are seeing each other now, for around five months. Sex is amazing, she is so hot, and opened, and, all in all, a great fucking catch.

But, in that time, I found out a bit about her. She got divorced more than 15 years ago. Felt like an ugly duckling (she is not the prettiest woman in the world, but very, very cute), got a boob job, and after that, her life was a stream of bad relationships. She lived with two guys in that time, and both of them dumped her in a really bad way. Tried dating casually, but as she said, that felt bad, and left her feeling even worse.

So I started feeding that urge, to feel loved, appreciated, wanted. She fell for me so hard, that now I have this gravitational pull towards her. One time, I fucked her missionary, while kissing her, and told her I love her, and that I want to put a baby in her (I had a vasectomy after divorce), so when I started cumming in her, she came so hard, that she started shaking and crying.

I can do whatever I want with her, and I have pushed some limits, she responded without hesitation.

Now, here is my dilemma. She started talking about me moving in with her, after her younger son moves out to college, next year. I kind of want to do it, I like her, everything is going great, but my fear is, that after we do it, the magic will disappear.

I am a bit naive, believing that it won't, but my experience so far, proved me other wise. And in the end, how shall I say no to her, since I feel that might make me lose her.

The room was a bit crowded at Whorefest 2024, it was mostly middle aged men lusting after younger women, but there were a few women in the crowd too. I made my way to an empty chair as a young woman stood on stage, completely naked only for the purple thigh high ‘fuck me boots she wore, I gawked at her sexy exposed perky breasts. She spoke with enthusiasm and pride, walking from the left of the stage to the right and engaging with the audience.

“It’s not about how you look, it’s about how you make me feel when you touch me. I don’t give a fuck if you’re fat, ugly, old, or whatever stereotype society has given you. You can be an old man, or even a mid-twenties businessman, or hell even a middle aged woman – I simply don’t give a fuck. We meet for pleasure, your pleasure! And my job is to satisfy your needs. I’m that slut your mom warned you about, I’m not a dinner date, I am dinner.”

Some of the audience clapped, a man next to me grunted in approval. She continued on.
“Now I know what some of you might be saying, that we’re all about using condoms and safe sex – and for a lot of people that is a really big turn off… lots of people like it raw, no barriers – and that’s why I’ve come up with various tiers on my regulars list. If you can prove to me that you’re clean, and you don’t have any diseases, you won’t have to use a condom. Hell, I’ll even let you empty your nuts inside me,” she laughs and shakes her head, “hell that’s kind of a fetish of mine. I love creampies. Of course there are requirements, I’ll definitely follow up with your doctor’s office and make sure everything is legit. Once I know, you’re in. Literally in.”
She points to her pussy, which has a tuff of dark pubic hair.

“Now you’re probably asking yourself, fuck how much is that going to cost? Bareback creampies should be affordable to everyone – so I charge a lower rate for that than most of the providers here. My prices are non-negotiable, they’re locked in for a reason – trying to barter will get you removed from my fuck list, even if you are a regular of mine.”

A few people in the crowd clapped lazily. She was trying hard to win them over.
“The raffle will begin in a few minutes, and I hope all of you get who you desire!”
I uttered, “Raffle?”

The man next to me heard me and explained, “Yeah we all got raffle tickets when we came in, check your gift bag bro.”

I thanked him and looked inside, condoms, a few weird pencils and a raffle ticket. I shrugged my shoulders and continued to listen to the lady on stage.
“Have a great rest of the evening, and fuck you later!” She blew a kiss to the audience and walked off stage, her little tits jiggling with each step.

A woman got up from the crowd, barreling towards her waving her hands, “Lucia! Lucia! Here’s my number call me!”

The woman handed her a piece of paper and Lucia smirked and winked at her, nodding in agreement.
The last speaker was an older woman, she was very reserved and had a smoker’s voice. The guy next to me was very excited as she spoke about her sexual exploits.
“I’ve always dreamed of fucking Mistress Sheila, she’s a 60 year old goddess,” he said to me blushing.

I didn’t say anything, she was a bit too old for me.
She finished talking and they started calling the raffle tickets, they called my number for Mistress Sheila, and I turned to the guy next to me, handing him the ticket, “hey you won!”
His eyes lit up as he looked at my ticket, “are you sure? Holy shit!”
Grabbed the ticket and put it up in the air, “I won!!” I patted him on the back.
He handed me his ticket, “here, I hope you get someone good if you win!”
The raffle seemed to go on forever, and there were only two ladies left, one of them was Lucia.
They called my numbers for the raffle, I won a night with Lucia. I was told to walk over to her booth to make arrangements to meet her, and I did.

Her booth was small, it had black curtains around it that I moved aside and stepped in, two security guards were just outside of the curtained booth. I saw a single chair and sat down. Lucia walked in and sat behind a desk, she was now fully clothed. She smiled at me and looked a bit nervous.
“Hi, I’m Mike,” I said nervously.

“I’m Lucia, it’s nice to meet you Mike. So you won a night with me huh?”
I smiled a bit, “I did…”

“Let’s get to know each other,” Lucia said as she picked up a pen and slide a notebook closer to her, she began writing.

It seemed like a job interview, she asked me what I did for a living, about politics, about religion, and then about my sexual preferences.

I was very forthcoming about all of the information she asked me about.
“Favorite sexual position?”

“I like it when the woman is on top so I can view her better, and touch her breasts and look into her eyes too…”

“Ah, standard cowgirl, gotcha… ok,” she penned it down.

“Any fetishes?” she asked, her eyes locking onto mine.

“Um…” I felt really nervous, “I- like…”

“You don’t need to be shy with me, Mike. I’m here for you, ok?”

I nodded, “I like the same fetish you do, cumming inside… creampies. It’s the only type of porn I like to watch – seeing a pussy filled up with cum to me is so fucking beautiful and perfect… but I know I don’t have my medical records with me, and I know that won’t happen…” I trailed off.

“Yes, creampies… feeling that pulsating dick and the rush of hot sperm pumping deep in me, there’s nothing like it… so I understand, but yes we will be wearing protection, ok? You can cum inside of me with a condom on.”

I nodded, “I totally understand, and I feel the same way about it.”

“How old are you, Mike?”

“I’m 52 years old, getting older, how old are you?” I asked.
She smirked a little, “I just turned 22, you dirty old man. Oh don’t worry, I like older men – with your peppery hair and refined look. Hell, I’d probably hit on you if I saw you at a bar.”

Lucia took out a business card and wrote on the back of it, “Meet me here at 8:00 tonight. I’ll take you out to eat – my treat, and then we’ll head back to my hotel and have some fun.”

I took the card and saw the address she wanted me to meet her at, she put a heart around it.
I went back home and cleaned up, took a nice warm shower and made sure I was ready for action. I opened up my bottle of Cialis and took one, then thought about wanting to be ultra hard for her so I took another pill and broke it in half and took it too.

Lucia had a limo pick me up at my hotel, when I opened the door I didn’t expect her to be inside, but she was. I was greeted with a hug and a kiss, “Mike! This is going to be so much fun!!”

We had a great dinner and a great conversation. I asked her if there were any other rules I needed to know, like if kissing was allowed. She was very open and kind, it really did seem like we were on a date getting to know each other.

“A lot of providers don’t allow kissing, but to me – that’s the spark. A lot of them don’t like it because it’s too intimate and they’ll get feelings for their clients, but that’s exactly what I want. I want to have feelings – I don’t want to be dead inside about the people I’m fucking.”

I was stunned by how mature she was, and even wondered how the hell she could afford such a luxurious restaurant.

“You must have a lot of clients to afford eating here… it’s easily $250 a plate…” I said, trying not to be offensive.

“I actually am pretty new to the whole scene, just been in it for 4 months. Thing about me is, this isn’t a job it’s a hobby. I don’t even have to work, my family is rich as hell. Perhaps this is my act of rebellion, but it’s a rebellion that is fun!” She laughed and took a sip of wine, “let’s go back to my room Mike….”

The limousine drove Lucia and I to her hotel, she had a very fancy p********ial suite. I watched her walk over to her bed, and let her short black leather skirt fall to the floor, and then she pulled her top off over her head. She sat on the bed and spread her legs.

“Are you afraid?” She said grinning, sliding a slender finger down her clitoris and into her pussy. My cock jumped, as if to say “what the fuck are you doing dude, get in there!”

I pulled my clothing off as quickly as I could, stumbling to the bed as Lucia kept using her finger to play with herself. My cock throbbed, so my hand instinctively gripped onto it and I started stroking to her.

“ohhh no, you bad boy, you’re not getting off that easy!” she leaned over and put the finger she was playing with herself inside my mouth. I felt her soft warm hand clasp on to my cock and start tugging it gently. Her mouth met mine, her tongue thrusting deep into my mouth – we both moaned in pleasure.

Lucia pushed me down onto the bed and she started kissing my nipples, then my belly all the way down to my cock. I felt her wet warm mouth take all of me inside her. Her soft hands gripped my waist as her head bobbed up and down frantically. She came up for air, licking the tip of my dick, playing with the precum.

“Fuck you’re hard, such a nice dick!” she started tugging on it and sucking it at the same time, looking up at me, making eye contact – I was hooked. This woman was amazing. I stopped her, and pushed her down on the bed, spreading her legs open wide. I licked her erect nipples, and made my way down to her navel – she giggled as my tongue tickled her. I pushed her legs back more and my face dove into her sweet glistening pussy, my tongue lapping at her clit, and occasionally diving into her cunt hole. She smelled and tasted great, she was sweet, like honey.

Her body began to convulse, and she screamed out “FUCK!!! MIKE HOLY FUCK!”

Lucia nearly passed out, so I stopped licking her and cuddled into her as she recovered.
“Holy fuck, who are you?” she asked groggily.

I just chuckled. I felt her hand on my chest as she rested her head on my arm. I kissed her forehead and just relaxed. She began to stroke my cock softly, our lips met again, and she climbed on top of me. I felt her tight little dripping pussy slowly swallow my cock.

“Oh shit, the condom?” I said as she looked deep into my soul.
“Fuck the condom,” Her mouth was on mine as she started riding me, her small tits jiggling on my chest.

I could feel her energy, so sexual, so young, so loving, it was tantric. She moaned as my cock pushed deeper inside of her, I could feel her pussy muscles milking my cock as she slid it in and out of her.
“You feel so perfect,” I said, panting cupping her little tits in the palms of my hands.
“So do you…” she moaned, her eyes fluttering as she quickened the pace of her thrusts.
I pushed upwards with each thrust to go deeper, she was so tight I knew I wouldn’t last long, and I didn’t. I grabbed on to her waist, then her ass and I felt my cock start to throb, the warmth of my cum sprayed deep inside of her, the ejaculations pushing the limits of my consciousness, I held her tightly as she drained every single drop. She collapsed on top of me and we both fell asleep.
We woke up in the morning and kissed, had coffee and ended up spending the day together. She didn’t want me to leave, and I didn’t want to leave either…. So I don’t know where this is going to take either of us, but it’s definitely going to be one hell of a ride.

*Yes, this story is fiction. Parts of it were taken from my own personal life – but no, I never met a woman at a place called WhoreFest lol. I hope everyone enjoyed the read. Peace!

Did you ever have a role model in life, someone you look up to, and who makes you jealous?

I did.

In hs, I had this friend, popular blonde, very beautiful, and she was my best friend, and still is, to this day, but she is not the one - her older sister. Also a blonde, very beautiful, but since she is two years older than us, I always wanted to be like her, to attract men she does, to dress the way she does, act and conduct myself, like she does.

I wanted to be her.

By all objective standards, I do look good, some would argue very good, but I always felt that I came too short, comparing to her.

All this, pretty much ruined my sex life. My bfs were all, not good enough, since I couldn't imagine that she would be with them. Later on in life, all this is responsible for thousands of dollars, I left to my therapist, trying to get rid of this infatuation with her.

First stupid thing I did, was to have sex with her college bf. We had sex in his car. She somehow found out about his affair, and dumped him. I was 100% sure she knew it was me, but no, he actually had no idea that we were friends.

While we did it, I felt like her, and it gave me the best orgasm in my life.

After that, since, you figured out by now that we stayed close after hs and college (I was a maid of honor on her sister's wedding), she started dating this big guy, and it looked pretty serious. But men will be men, and after just a few signs I threw his way, he made his advance. We had sex for over a year. That was a great time, and the sex was amazing, once again. We did everything, anal, dress up, role play, everything. But, the catch was, that after a year or so, he told me he wants to leave her, for me.

That was the best feeling in the world, but... I panicked, and just cut any ties with him. Once again, I thought she will find out. No, he just left her, without any explanation.

That is the point in which I started therapy, and after some while, managed to distance myself from all that craziness. In the mean time, she met a man she later married.

I evaded her, and everything around her, until their wedding day. He was dreamy - tall, handsome, successful.

That day, I hooked up with the best man, just because he was his best friend, and it turned into a relationship.

For seven years, I was with this man, and I was thinking of another. That sent me into a spiral of sexual deviance (I am here, am I), and fantasy. Since he was his best friend, and I was a good friend of hers, we started spending lots of time together. I didn't wanna do anything, not even try - special thanks to my therapist - but it was just pouring out of me. We would go to vacations together, and I would, for instance ,sunbathe topless, in front of them, even though I never did that before. I would wait for the right moment, to ask him, when we were left alone, to rub in some sunscreen on me. Besides vacation, I would do similar stuff, just to point his attention towards me. He didn't even look at me, I was totally uninteresting to him.

After our evenings together, we would go home and have the greatest sex ever, all because I was thinking of him, while being with my bf. After a while, I even introduced a dildo in our sex, I was riding it, while sucking him off, or sucking it, while my bf fucked me, imagining that he was with us.

Somewhere along the way, in therapy, we realized that I have shifted my obsession from her, to him, fully. I started detesting her, hating her, with all the bad things going through my mind.

Then, one evening, he told all of us that he has some problems at work, and that he can't find a trustworthy assistant. Without thinking, I offered myself. Everyone loved the idea - who can he trust, if not one of his wife's closest friends.

Maybe a month after I started working for him, I dumped my bf. It was just me and him, all day long, my time is coming.

Only it didn't. I did all I could, wearing a short skirt, showing a glimpse of garters, only to be warned that I must dress more formally. Same happened with wearing no bra on a white shirt - not professional. I gave my best, but he just wasn't interested.

This went on for years, and years, and my sex life was non existent, residing on the web of fantasies, I was living off.

I met a man, from a nearby town, with whom I started having casual sex, and, I ended up pregnant. I found out early, two weeks in. Told him, and he asked me to move in with him, asking me to marry him. I said yes, without thinking, but after further insight by my therapist, we all agreed, it was the only way for me to heal, and that that would be possible only if I go as far as possible, and cut all of them out of my life.

I have announced the news to them, gave in my two weeks notice, and they were both happy for me. She asked me to promise that we won't become strangers, and that we will visit each other.

The last day in the office, he stayed late, so did I. When I entered his office, he was surprised that I haven't left sooner, and I said something like "not without saying goodbye".

He stood up to hug me, and I kissed him. He backed off, surprised, but when I tried it again, he did the same.

Couldn't beleive it! After all the bending over, teasing, unbuttoned shirts, he didn't even get it. I grabbed his crotch, and he was hard as hell, so I just got on my knees, and started unbuttoning him. I didn't plan on kissing him, it just happened, but this, in my crazy logic, I wanted to leave him no choice, because, what man would refuse that from a beautiful woman.

He was holding one of my hands, but I put his cock in my mouth. He said something like, "no, please", but then I started thrusting hard, swallowing it all. At that point he gave in, and enjoyed.

I was so wet, I thought I would leave a puddle on the floor. It was surreal. When he came in my mouth, I swear to God, I came, handsfree, fully dressed.

He looked like he got tossed around by a hurricane.

"What a hell was this?"he finally asked.
"Nothing you should worry about, I am moving and getting married."

And that was the end of it. Two days later, we moved, and I never saw them again. It has been more than five years. She called me a couple of times, but I didn't answer, and after a while she got the message.

I have healed. This confession is kind of a burden dumping, since I can't tell this to anyone else, except my new therapist. I still have leftovers from that life, I visit this place, and there is a dildo in our bed room, but his face is not there any more.

I understand that this can be a bit overwhelming, but it is what it is. You can judge me, I get that, many poor choices are behind me, but are we even human, if we have none of those.