I submitted a confession post a few months ago describing my first sexual encounter with another guy (http://mlps.pika777.eu.org/V1C49967), but had another new experience recently that I wanted to confess to enjoying immensely.

After my initial meeting with that guy went well, we decided to start fucking on a regular basis. Started off just meeting at hotels, then at each other's places, then overnights and eventually weekends. Similar dynamic to our initial meeting, with me pleasuring him with my ass/mouth until I earned the right to cum myself. He introduced a lot of fun things to (and into!) me and taught me a lot about being a good submissive bottom. After we were both tested and came back clean, I even let him start fucking my asshole bareback - the first time I felt his sperm pumped up my butt was incredible. Anyway, stories for another time. The relevant point of information is that we have one simple rule. During our meetings, my mouth and asshole are there for his pleasure, whenever and however he requests it.

This last weekend, I stayed the night at his place after an extended session of sucking his dick and riding some of his dildos. We never share a bed when I stay the night ("Only fags *sleep* with other men" being his logic), so I slept in the guest room. I'm a fairly heavy sleeper, even in a somewhat unfamiliar place.

I'm not sure what time it was, but it was still dark when I woke up to him on top of me. I was laying prone and he had the covers pulled away, with his entire body pressed against my back. I could feel his cock, warm and slick with some kind of lube, sliding across my butt crack, spreading that lube over my asshole, He was trying to be quiet, but I could still hear and feel his breath in my ear as his cock ground slowly across my anus.

I must have jerked involuntarily or something, because within a few seconds of me become aware of his presence, he sensed I was awake. Instantly, he slapped one hand over my mouth, stifling a gasp from me. His other hand slid down my body and he began to press the head of his penis hard against my asshole with his fingers. It was so slick with lube that he was inside me within seconds, forcing my anus open and plunging his dick deep inside me. While I had gotten used to his size and having him inside me during our meetings, this sudden penetration caught me off-guard and I groaned against the hand clamped over my mouth. It was a confusing sensation - pain in my asshole from the surprise entry mixed with the pleasure of his cock inside me. Bringing his hand back up, he settled his weight on my ass, driving his dick even further into me, pressing his balls and bush against me.

During most of our encounters, he wasn't very vocal with me, but this was different. As he drew his cock back, he kept his mouth close to my ear and grunted "yeah, this is my ass", before thrusting back hard into me. HIs thrusts were powerful, pulling his cock most of the way out of me, then slamming it back in deep, calling me his "little bitch" and telling me to "fucking take it all". It did hurt - and I squirmed under him, groaning against his hand - but it also felt so incredibly good. Being held down like that, forced to accept his dick pounding into my asshole, was so intense. While I'd been submissive up until then, I'd never felt like such a perfect bottom before. The pain in my asshole was washed out by pleasure and I started moaning and raising my ass in time with his thrusts.

I have no idea how long he spent fucking me. But, finally, he began to thrust faster...and within seconds he pushed as deep inside me as possible, groaned and began to pump his warm jizz up my ass. He's a heavy cummer and, even after having taken his load in my mouth earlier, he still had plenty of sperm for my rectum. His hips shook a little before each hot pulse. After he came, he stayed inside and on top of me until he was soft. He finally rolled off of me and got up, told me I wasn't allowed to touch my own dick and/or cum, then got up and left the room. My dick was throbbing - begging for release - and my asshole still sore from the rough fucking, but it all felt so amazing and my head was spinning. I'm surprised that I managed to fall asleep again after that experience, but I was exhausted from the rough fucking and eventually did.

A few hours later, he woke me up again the same way for another round...

So I had the hotel booked for me and my wife to spend a little one on one time together, nice meal out, a few drinks and loads of dirty sex. We don’t get a lot of opportunities to do it so was a special treat. My 20 year step daughter had agreed to babysit her step sister so we could get away for 24 hours at least, but at the last minute she announces she can’t do it has her friend is in a mess and needs her to go over right away, so fuck me and her mother!

A few days pass and I have cooled down, but not forgotten, my wife is all forgiving as fucking usual so pissed off with her too. I am on my way home from the gym and get a text to pick up a MacDonald’s meal for my wife, step-daughter and her girlfriend, I reluctantly agree, get the shitty food in the drive through and set off for home.
Then it hits me a fucking immense idea how to get my own back on my dumb fucking step daughter. I turn into a empty car park and find a quite spot when I can be discreet. I take my tracky bottoms off and open my daughter MacDonald’s burger, opening it up I spit in it and put it back on the seat, then I take up the hot fries and empty them into the bag I sit back and start to wank my hard cock, stroking them on my sticky knob end or sucking them before putting it back in the paper holder. All done I wipe the salt from my cock and knee up for the finish. Her chocolate milkshake open before me and her burger bun off I jack my cock off spraying hot cum over her salad and into the shake. Fucking great.

Cleaned up I put everything back neat and tidy and drive home.

Wife hands out the food and I make a coffee and sit down to watch my cunt of a step daughter eat her burger and fries, pausing now and then to sip her shake. I have a throbbing hard on and enjoy the spectacle so much, fucking bitch. Meal all gone, cum and all, she sucks the last of the shake and tilts the carton to get the last drop, which must have been my massive load of cum as it floated on the top. I watch her as she pulled her mouth away from the straw and licked her lips, I actually saw my cum in her mouth, she never fucking knew stupid cunt.

Fuck her!

I confess that I love being fucked in the ass while my cock is deep inside a nice pussy.

So long version -

I met this really kinky older couple. I'm 22, they're both in their 50's. I met them at work, and they're both really nice people, and also very open minded. It all started one day on night shift at work. It was just me and the wife.

She began flirting with me, and touching me at every opportunity. I asked why she was doing this while married, and she said she had her husbands permission, and that she wanted to fuck me. After the night shift was over I got into her car, and we drove to a secluded area and had a fantastic fuck in the back seat. She rides cock like a possessed woman.

After we'd finished we had a conversation, and it was clear that that fuck was just to butter me up. She said that her and her husband have a fantasy of fucking a younger guy together. I was a little apprehensive at first, but I decided to go along with it.

We got home, had some drinks, and they sucked my cock together. It was incredible cumming on a married couple. This again turned out to be another buttering up session, as they then asked me how I'd feel about being fucked up the ass. I said I've never thought about it, and immediately declined and left the house.

The next day the wife apologized but said she was disappointed that I wouldn't at least try. She asked if she herself could just try something on me, and her husband would stay out of it. So we went back to her house, and the husband apologized for any offence caused, and said he'd just like to watch from now on.

The wife started giving me a blowjob. After a short while I felt her tongue slowly making it's way to my ass. I was going to get her to stop, but it felt amazing. She heard me moaning and they both smiled. I was enjoying being rimmed immensely. Then the wife grabbed a dildo and lubed it up and said "just relax, this is going to feel good, I promise".

She carried on stroking my cock, and slowly massaged my asshole with the dildo. She every so often penetrated my ass a little further. After 10 minutes it was almost balls deep inside of me and I was in ecstacy.

The husband then didn't even ask for permission. He bent me over a table and started fucking me up the ass. I loved being pounded so much, and I shot a huge cum load all over the table. The husband carried on pounding me until he was on the verge of orgasm, and then pulled out and came on his wifes face.

The next day I was fucking the wife over the kitchen table, and the husband came in, smiled and then stuck his cock in my ass. Oh man it feels so good to be sandwiched between two people like that.

We managed to eventually all come together. The wife told us she was about to cum on my cock, which sets the husband off saying he's going to fill my ass with cum, and that I sets me off. It's fucking incredible filled a cunt with cum while having your ass filled by it.

Man.

I confess after breaking up with my ex, I was looking for a rebound. My ex was spectacular; 5'8", ~120, thin with small C's and a great ass. Let's call her S. However, she was not adventurous in the sack, at all. I'm about 7.5" and she always thought I was too big to give me blowjobs. S only ever wanted missionary, and if she was drunk, some doggie, which was somehow a "gift" to me. She was sociopathic, and not the topic of this story anyway lol.

Back to my rebound. Since I was in my early 20's, my Aunt and Uncle have had me take care of their two dogs whenever they go out of town (which turns out is fairly often). Their house is in one of the nicest areas of my city; it's 5 bedrooms, 3.5 baths, jacuzzi, immense back screened in patio, and my favorite part, the pool table. So, the weekend after S and I broke up, I was at my Aunt's for two weeks. Three days into this "vacation", it's Valentine's Day. It's my first single V-Day in years and I'm craving some strange. So what is a guy to do? Well, hop on Craigslist, of course! I quickly posted an ad stating I would host, make dinner, provide the alcohol and smoke and overall, be an absolute gentlemen (in my experience, nice guys don't finish last when alcohol is involved). J responds to my ad about an hour later, seemingly intrigued most by the prospect of a from-scratch dinner. So far, right up my alley. She's about 5'7", about 115, a little small in the chest (though I like them that way, she was an A cup), had a great ass and most importantly, didn't mind coming to a stranger's house. To this day I still believe the location of said house minimized the risk of danger in her mind. She says she is going to get ready and I send her the address, along with tonight's menu.

About an hour later, J shows up, and, somehow, looks exactly like her pictures (on CL I think most of us can say this is an anomaly). I made her a drink or two while we chatted and I cooked. We eat dinner, which is an old family recipe, and everything is going great. It feels like we've known each other for a long time and the sexual tension continues to rise.We smoke while I begin teaching her how to play pool. Somehow, this girl has never played a game of pool in her life! Now, I'm not a pro, but I'm better than most at this particular game and in less than 20 minutes, she's tired of losing.

So, we turn on a movie, not sure what, and she joins me on my lap. As J is sitting there, she's starting to notice my bulge, but she doesn't know if she's "ready" to go on the first date. I pull the line of all lines and say "Well, we are going to do it eventually, so why should we hold off?" I still don't know how it worked, but it seemed to be all she needed to hear, and she quickly hopped up, pulled down my pants, and started sucking. Now, as I said, S was never into bjs, so I was caught pretty off guard, but J was quite skilled and I had to stop her before long because there were other things I wanted, too.

We end up in the bedroom, making out like school children the whole time, and I proceed to fuck her for the better part of 45 minutes until she can't take it anymore and she's sore. So she asked me if there was anything I wanted to do that I hadn't been able to do before, and being drunk, I immediately blurted out anal sex. I'd never got more than the tip in before the girls stopped me and said she couldn't handle it. J, however, assures me she can handle it, and even brought some lube "just in case". Sure enough, she took it for about 30 minutes before my world-crashing nut ended up deep in her ass. To this day, still the most intense orgasm I've ever had!

Two and a half years later, we're still together. Since then, she's blown me in a church parking lot, fondled me in any number of public places, plugged my cum in her ass all day at work several times, taken many facials, and swallowed many loads. Thinking I should marry this girl soon!

Rose sprawled across her king-sized bed, her voluptuous figure hugged by a sheer black lace bodysuit that accentuated her D-cup breasts and flared hips. The busty brunette's long waves tumbled over her shoulders as she thumbed through Bumble, her profile a siren call for no-strings hookups. At 28, with an hourglass shape that screamed temptation, she fired off invites to a string of matches: 'Over now to pound me doggy and fill me up. Door's unlocked.' Replies pinged back fast, and she lined them up tight, starting at 8 PM, one every half-hour.

Jake burst in first, spotting Rose on all fours at the bed's edge, the bodysuit's crotch snapped open to bare her slick folds. The tall jock wasted no words, shedding his jeans to unleash his rigid length. He gripped her hips, aligning his tip with her entrance, and drove forward in one forceful shove, burying himself to the root. Rose gasped, arching as his girth split her walls, the lace clinging to her swaying tits. He hammered into her from behind, balls slapping her clit with each brutal thrust, her ass rippling under the impacts. She clawed the sheets, pushing back to take him deeper, the bodysuit's fabric rasping against her skin. 'Breed me,' she panted, and Jake obliged, his cock swelling before unleashing thick jets of cum straight into her core, the excess oozing out around his shaft. He pulled free with a slick pop, zipping up as she stayed bent over, semen trickling down her thighs. 'Send the next,' she murmured, and he was gone by 8:25.

Mark arrived at 8:30, the inked bad boy eyeing Rose's posed form, ass high, bodysuit framing her curves like a second skin. He dropped trou, his curved rod springing erect, and mounted her immediately, plunging into her cum-smeared pussy with a grunt. The angle let him grind deep, his hips pistoning against her plush cheeks, churning Jake's load into a creamy froth that leaked with every withdrawal. Rose moaned, her heavy breasts straining the lace as they jiggled forward, nipples peaking through the mesh. His fingers dug into her waist, yanking her onto him harder, the room echoing with wet smacks and her sharp cries. She clenched around him, milking his impending release, and soon he tensed, flooding her depths with fresh spurts that overflowed, dripping onto the mattress. By 8:55, he was out, leaving her quivering, the bodysuit damp with sweat and seed.

Tyler knocked at 9:00, the stocky brute finding Rose already repositioned, knees spread on the bed, the open snap exposing her puffy, glistening slit. He freed his stout cock, rubbing it along her folds to coat it in the mingled mess, then rammed home, stretching her anew. Rose bucked back, the pounding making her tits bounce wildly within the lace confines, her brunette mane whipping across her back. He rutted like an animal, hands spanning her ass to spread her wider, his thickness battering her cervix while prior cum squelched out in rhythmic pulses. She reached between her legs to circle her clit, heightening the burn, begging for more as pleasure coiled tight. Tyler's pace faltered, and he buried deep, roaring as ropes of hot semen erupted inside, adding to the sloppy fullness until it seeped past his base. He withdrew at 9:25, and Rose collapsed briefly, only to rise for the next, her body humming with excess.

Alex showed at 9:30, the polished suit stepping in to see Rose braced against the headboard, bodysuit taut over her flushed skin, rear presented invitingly. His trimmed shaft throbbed as he approached, sliding into her drenched heat without pause, the easy glide thanks to the building reservoir within. He gripped the lace straps crossing her back, using them for leverage to thrust long and steady, her ass cheeks flushing red from the slaps. Rose's walls fluttered around him, the friction sparking sparks as mixed loads bubbled free, coating his balls. She twisted to glance back, urging him on with husky demands, her breasts heaving against the fabric. As climax gripped him, he slammed forward one last time, pumping viscous cum into her overflowing channel, the warmth spreading deep. Out by 9:55, he left her panting, the bodysuit's lace now sticky and translucent in spots.

Derek pounded the door at 10:00, the burly laborer entering to claim Rose on hands and knees once more, her form a debauched display in the clinging black lace. His enormous cock, veined and heavy, nudged her entrance before surging in, the stretch drawing a throaty whine from her lips. He dominated the position, broad frame eclipsing hers as he pounded relentlessly, her body jolting forward with each powerful drive, tits threatening to spill from the bodysuit's cups. The accumulated semen frothed around his invading length, slicking their union, while Rose ground back, chasing the edge amid the fullness. His callused palms kneaded her ass, spreading it to watch himself disappear inside, grunting promises of breeding. She shattered first, pussy spasming, and he followed, unleashing a torrent that brimmed her to bursting, rivers of cum cascading down her legs as he finally eased out.

Dequan arrived at 10:30, the towering black man with a massive, thick cock that strained against his pants as he locked eyes on Rose's cum-soaked form, still arched on all fours in her black lace bodysuit. The fabric clung transparently to her sweat-slicked skin, her ass cheeks parted slightly from the night's fucking, pussy lips swollen and leaking a steady stream of mixed semen. He stripped quickly, his dark shaft springing free, long, girthy, and veined, easily the biggest she'd taken yet. Without a word, he positioned himself behind her, gripping her hips firmly and pressing his bulbous head against her drenched entrance. Rose whimpered in anticipation, pushing back as he thrust forward, his enormous cock spearing into her pussy inch by inch, stretching her walls to their limit around the slick reservoir of prior loads. The intrusion pushed out globs of cum that splattered onto the sheets, her body quaking from the fullness as he bottomed out, his heavy balls resting against her clit.

He began pounding her doggystyle with raw power, each slam jolting her forward, her D-cup tits swinging heavily in the lace cups, nipples scraping the fabric. Rose cried out, her fingers twisting into the bedding as his girth battered her depths, churning the accumulated semen into a frothy mess that coated his shaft and dripped from her folds. She rocked back to meet him, the burn of his size igniting fresh waves of pleasure, her pussy clenching greedily around every ridge and vein. Dequan's hands roamed her body, one sliding up to squeeze her breast through the bodysuit, pinching her nipple hard, while the other spread her ass cheek wider for deeper access. The room filled with the obscene squelch of his cock plunging through the sloppy wetness, her moans turning to screams as orgasms ripped through her, walls fluttering wildly.

After several minutes of relentless pussy-fucking, Dequan pulled out with a wet slurp, his cock glistening with the cocktail of cum and her juices. He didn't give her time to recover, instead aligning his slick tip with her tight asshole, the pucker already loosened from the night's exertions but still resistant to his immense size. Rose gasped, nodding eagerly as he pushed forward, the head popping past her ring with a pop that made her arch sharply. Inch by agonizing inch, he sank into her ass, the stretch burning deliciously as her body adjusted, the black lace bodysuit framing the erotic sight of his dark length disappearing between her pale cheeks. Fully seated, he groaned deeply, then started thrusting, slow at first to let her acclimate, then building to a punishing rhythm, his hips slapping against her ass with hard impacts.

Rose's body trembled, the dual sensations of fullness in her ass and the lingering ache in her pussy driving her wild. She reached down to rub her clit furiously, the added stimulation sending her over the edge again, her asshole spasming around his invading cock. Dequan gripped her waist tighter, pounding harder, the friction in her tight channel making his balls tighten. With a guttural roar, he buried himself to the hilt and erupted, thick ropes of hot cum flooding her ass, the excess bubbling out around his base and mixing with the streams running from her pussy. He held there for a moment, grinding deep, before withdrawing slowly, leaving her gaping and overflowing, semen from both holes trailing down her thighs.

Rose remained on the bed past 10:55, her busty silhouette sheathed in the rumpled black lace bodysuit, thighs slick with the night's collective deposits now amplified by Dequan's massive loads. Her pussy and ass throbbed, sated yet sparking ideas for another rapid round on Bumble, the thrill far from over.

This is not a crazy confession or anything,  but me and my wife have been anal only for the past 4 months and it is amazing. I love anal and she always was hesitiant from the moment i started dating here and she eventually tried it and eventually after a few more times over the years she came to find out that it makes her cum had, and multiple times no problem (she was always a hard one to get off, made me question myself). Couple with the fact we dont want anymore kids, I am free to shoot loads up her ass and she loves when i do. Mostly due to my immense love for anal,  this is honestly the best sex of my life. The best part is missionary, where when I cum,  i can push all of it in  and kiss her while I'm cumming.

43 m and I love to smoke speed every once in a while and jack off over and over again all night long. It used to not be able to get hard when I first tried it but the immense sensation was still there. After a lot of practice and good motherless porn I get rock solid and shoot huge loads 4 or 5 times in a speed jerk session. Orgasms last at least 2 min sometimes. Is it like this for anyone else? How about you ladies that dabble a bit? Jerking one out now!