Apologies for the delay, here's the fourth installment of probably the best party weekend of my extensive "career" - back in 2006 in Provincetown. My hubby was at a 4 day business convention in New Hampshire and was happy for me to do my partying in Ptown during those 4 days, joining me after his convention (for his much more vanilla style sex). After having spent Thursday with my buddy Jimmy who'd planned a whole weekend for me, including a hot orgy Thursday night, he had to turn me loose for Friday for a personal emergency, and at the same time, the local candyman Lou also had an emergency leaving his assistant "Vice" a straight but hot Portuguese local guy to spend the day pnping with me - and Kieran, a blond Boston frat boy type also staying at the Ranch guesthouse, and Karl a Houseboy on staff who was visiting from Germany. This amazing weekend took an entire notebook to cover (I've kept sex diaries since I was a teenager, and never before or since has ONE weekend taken up an entire book. So along with me, at the time a 43 year old jock muscle leather guy - white, blond, blue - we pick up the story on a very stormy Friday morning.

ANOTHER REAL EXPERIENCE - P'TOWN PARTY WEEKEND PART 4

PART 4 –

Foggy Friday Foursome

“Welcome to our little party, Karl” I said, “get comfortable and get tweaked!” I was loading the bong with some more nice sized shards as Karl put down a small khaki knapsack. He then pulled his scoop neck T off, kicked off his sandals, and pushed down his baggy cargo shorts revealing that he was free-balling. Now displaying his nice vascular soccer type body, rings in his nips, PA in his currently soft short fat cock… he was smooth all over, mostly natural apparently, but shaved pubes as well, and absolutely incredible thighs and butt (turns out he had trained as a speed skater in high school). A seriously nice addition to our little gathering.

From his rucksack he pulled out some lube, a cockring, nipple clamps and a small vial of something. “I have some GHB to contribute” the German kid began “if anyone wants some”. While still getting his hole pounded, Kieran looked up and said “I’d love a little actually…” then looking up at his top he gave puppy dog eyes to Vice and continued “I’d love it if you did some with me… with all of us, actually”. Karl looked pleased as he pulled a half dozen stacked little plastic dixie cups out as well, the same cups found at all the communal sinks in the guesthouse. I pulled Gatorade out of the cooler for him to mix with, then lit the torch and melted the new addition to the bong.

Remembering all too vividly a night only a few weeks before when – either accidentally or deliberately, I never did find out – some regular fuck buds over G’d me and knocked me out – causing me to lose almost 2 hours of play and waking up puking my guts up, I was just a touch more cautious than in the past. Didn’t want that happening to me or them so I requested “Keep it moderate please.”

“Gosh golly, Dad, you ruin all our fun,” Kieran snarked from over on the bed, with an adorable smirk, while Karl added .2 to each of four cups, topping them off with the radiator fluid colored sports drink. Both Karl and I groaned at the “Dad” comment, but while mine was a semi-comic reference to my age, Karl’s utterance was much more sexual and urgent. Quite the contrast. It stopped me short for a second and I looked at my playmates.

“Dad, huh? Now you got me wondering… just how old ARE the three of you?” For some reason I was not ready for the answers: Kieran 24, Vice 21, Karl 20! “Holy fuck, boys I’m 43! I seriously COULD be your Daddy, all of you – though I’d have had to knock up a cheerleader at the Senior Prom to be responsible for you!” I joked pointing at Kieran, who replied “guess that makes you our Daddy for the day, J.” Karl nodded muttering, “umm-hmm”.

Suddenly thrust from being a contemporary to “mentor, coach, father” status brought me up short for a moment. Though I’ve always played with a wide range of guys of all ages, teens through seniors, from when I was a teenager myself (and still today at 58), I tended more frequently to older than me, and to suddenly be part of a four-way where I was a generation older than the other three was a new situation even for me!

The joking and prep of the G had put Vice and Kieran on pause and now everyone had gathered around the dresser for the G, some hydration and of course for some more clouds. Karl was rummaging around his knapsack for something, and then produced his wallet, which along with his passport and all, had a few photos in it and he flipped to one. “If you are curious why am I so anxious to play today, especially with our esteemed host, this is why.” (Gotta love Europeans who learn English from the stuffiest British tutors…)

We looked at the photo, and Vice half-seriously asked “you’ve met before?” I looked closer at what appeared to be a family picture at a reunion or picnic or something. Several men and a couple of teenagers both boys and girls, all in swimwear in front of a lake. I could see where Vice got his observation from. Several of the men looked like they could have been MY brothers, two especially, directly behind what seemed to be a 16-ish year old Karl. “I’ll admit, there is a resemblance… Your family, Karl?”

“Ya, look close at my father and uncle,” he pointed to those very two men… very similar build to mine, muscular chest and arms like mine, same hair color and style, same height in relation to Karl, okay, pretty similar. “Now you see why you have to fuck me!”

Now, let’s be clear here for a moment, these guys and I weren’t doppelgangers or long-lost identical twins or anything, but we seriously looked alike enough to be mistaken for brothers or cousins. And with the tweak we all had on plus the type of scene we were in made the resemblance seem all the more remarkable and the sex to come a bit more twisted.  Kieran asked the question we were all thinking: “So you want J to fuck you because it’s your fantasy, or because you miss getting this from them at home?”

“Wait, WHAT?” was Vice’s stunned response (though his cock jumped a couple of times I noticed so he wasn’t TOO freaked out!). We looked at Karl and he just smiled and said “both, actually. My Uncle and I started both sex and the Tina when I was 16 and we always fantasized about getting my father, his brother, to pnp with us but that’s never happened. At least not yet. But you look enough like my father that it will feel almost like I’ve gotten my wish.”

“Well, I’m glad I can help you with that ‘mein sohnchen’,” I growled pulling his beautiful ass and back to rub against my cock and chest. He gasped a little at my reply and I remember thinking that my College German classes had FINALLY been good for something. I dropped a few words and phrases that morning that a German father might say to his son. Well, a particularly horny piggy son…

While Karl caught up cloud-wise, I made sure the rest of us hydrated, popped a few grapes, and discretely took a quarter of a Viagra as a “top up” and passed a half V to Vice, whispering to him “better safe than sorry… gotta keep hard for these hungry boyholes, right?” He grinned at me and murmured “grateful, J, I’d hate to disappoint these welcoming hawt bros.”

Some more clouds for all, a new DVD in my laptop, and breaktime was over. Karl said to Kieran and Vice “I think you need to finish something I interrupted; do not worry I service our Daddy for the day.”

“Just hold that thought for one minute while I jump out and piss quick – why not check out my toys while you wait Karl? Be back in just a moment.” The boys returned to the fuck position they had been in on the bed, as I slipped out the door. I was starting to chub up and really needed to drain my hose before another round. I was done in a flash, and snuck back to the room, finding Karl crouched down rummaging around the dildos and such.

Thinking ‘in for a penny, in for a pound’ I figured I’d give him the whole nine yards: “Karl...” I growled low, “was ist los? Dildo? Kommen sie heir bitte!” Karl looked a bit ‘bunny in the headlights’ at being commanded in his native language, so I doubled down. “Schnell, Karl, kommen! So you like “Mannwurst”, ja? Kusse dein Vater Mannwurst!” I pointed to the floor in front of me while Karl dropped to his knees and started a damn respectable oral servicing of my cock and balls, reaching up to manhandle my nips somehow knowing (maybe by just looking at my extended nips) that I really liked them worked and worked hard. I returned the favor as he did his mouth magic, bringing me back to full hardness. He looked up from my now throbbing and dripping tool with eyes that begged me without words. I’d reached the limit of the German I knew that would suit this situation (and ‘MannWurst’ I totally improvised on the spot), but it seemed to have enough effect on Karl to have locked him into the fantasy, so I felt safe switching to English. Which was good, since I couldn’t remember any more!

 “Yeah boy, you want that somewhere else boy? You wanna get fucked by this daddy cock?” He nodded and moaned. “Then on your back on the bed son – show me that pretty hole begging for pappa’s schlong.” He almost threw himself onto his back next to Kieran ass on the edge of the bed, and up went those huge thighs exposing his sweet pucker. I dropped to my haunches and did a quick rim job - I’d spend more time later, but obviously this kid NEEDED to be fucked! As I attacked with my tongue, I grabbed some lube spreading some on my cock and leaving enough on two of my fingers to add to his hole. Standing, I worked my fingers into him, then spread them for some stretching while making sure he had lube inside, at the tight entrance and a bit around the rim – since he was shaved and my pubes were trimmed but not shaved, I didn’t want to give him rug burn!

Popping his legs onto my shoulders, I brought my hips right to the edge and rubbed my tip on his hole. Locking eyes with him, I slowly sank my tip steadily into him, followed slowly but without pausing with the rest of my shaft until my balls rested against his taint. Watching his eyes widen without breaking our connection and hearing his soft “ooh, yah” brought a pleased smirk to my mouth as I stared into his tweaked and happy soul. Damn, chemsex is so incredible.

I started him with a slow circular grind, then leaned down and frenched him as I gave him a slow stirring fuck. Breaking the kiss for a moment, I asked him “Is that what you wanted? Your Pappa’s cock boy?” He moaned, nodding his head as I kissed him again, then whispered in his ear “damn that’s good, but I think what you want is a real pounding.” Straightening up, I picked up the pace to a real ball slapping ass pummeling rabbit fuck. He smiled and grunted “fuck yah, harder, pound me!” This kid could take a punishing fuck and come out laughing and smiling (I wish I could take a pounding fuck that well and that enjoyably all the time, frankly…). Karl was my kind of pig! I kept up the blistering attack for almost 10 minutes while Vice slowed his fucking tempo of Kieran to watch, slack jawed. Giving Karl another kiss, I straightened up and slowed down significantly, leaning backwards from the waist a bit to stretch out my back muscles and take some deep breaths and let my heart rate slow down 50 or 60 less beats a minute or so, continuing a slow deep screw.

“Damn J-man, you throw a wickie mean fuck!” Vice drawled as Kieran chuckled “totally… damn, not bad for an old man…”

Breathing like an old fireplace bellows, I replied “You are so going to pay for that later kid” laughing and winking at him so he knew I was just going along with his banter. Kieran took that moment to change positions, getting on all fours over Karl so they could 69, while Vice fucked Kieran from a kneeling position on the bed. This left me and Vice with our hands and faces free, and as we fucked our respective partners I was surprised to find Vice working my nips - and doing a good job – again, so I returned the favor careful to find the right amount of pressure and intensity for someone I was sure was a newbie. As our four person fuck continued, I was able to reach the poppers giving us both two major hits and then doing a major snog with the str8 boy… and he smiled the whole time.

Finally, I needed a breather, and frankly I needed to check the time. We all disengaged, everyone remarking how hot that had just been. It was time for me to check in with my hubby so while they hydrated and stepped out to piss then snacked a bit I stepped over to the window and called my husband’s Convention Hotel Room in New Hampshire. He told me how the first day went, then asked how many people were in my room… ah, he knows me so well! Telling him 3 (and that they were all even more his type than mine), he laughed heartily, reminded me to get SOME sleep and remember to eat… signing off with “see you Sunday” and “love you”, I turned to see the three guys watching, Kieran and Karl smiling and Vice shaking his head “He’s cool with all of this?” I nodded. “That’s just wickie unfair…” he concluded, shaking his head in mock resignation.

We got back at it. Vice got a third manhole to try out, he was obviously enjoying the comparison. Kieran, before heading back to his room at 9:30, spent a little time topping me and a bit longer on Karl, then with a “see you later, cool meeting you Vice!” grabbed his stuff and headed out. The remaining three of us kicked back on the bed and blew clouds and watched some more DVD porn. Karl mentioned booty bumps, and Vice gave us each one and then insisted Karl and I demonstrate how one of my double-headed dildos worked. He chose the thicker of the 18-inchers which Karl got super lubed while Vice brought the bong over to us for a few more clouds. On our backs with our heads in opposite directions, the toy was first inserted into Karl’s well-fucked ass and then the other head to my play-loosened hole.

“Now what?” Vice asked.

“Ever play ‘Crab Soccer’ in Gym Class?” I replied.

He sputtered and laughed while Karl and I crab-walked our way toward each other until our holes were kissing, with my right leg over his left and his right leg over my left. We both moaned and Vice was fascinated. We pushed back and forth a bit, then pulled away leaving a few inches of the toy exposed between us. “You want to take control of that?” Vice nodded while Karl huffed some poppers as I did a bit of Max Impact. The Str8 boy grabbed with his fist and pumped it side to side, then started twisting a bit, and finally began shaking his whole forearm, causing us to moan as it vibrated inside us. After a few minutes, Karl grabbed my hands and pulled us closer again, and indicated we should sit up. Our cocks came together between us and though some of the dildo was obviously no longer in either of us in this position, we were still filled nicely. Karl asked Vice to bring the bong and torch and feed us a hit a few hits, then stand on the bed straddling us. He took a few puffs, passed the bong back and forth between the houseboy and me, and as we held our last hits, he set the glassware down and stepped up and straddled us. Grabbing each other, Karl and I pinned him, Karl taking Vice’s cock in his mouth before exhaling his cloud all over it then beginning to suck, while I split Vice’s cheeks with one hand, inserting my tongue in his hole and releasing my cloud into and around his sweet opening. Bucking back and forth, I rimmed, Karl sucked, Vice moaned as his two companions serviced him and fucked each other slowly. Finally, our German fuckboy, let out a major grunt and blew a load over our stomachs and Vice’s lower legs.

Around 11am we decided we needed some break time, and Karl was due for some house duties shortly. We had a couple of yogurts each, along with fruit, some Gatorade and a protein bar each. As we decompressed, Karl found out that Vice sort of assisted Lou, whom Karl knew professionally as it were, and that Lou was coming to my room around 4pm to see if anyone in the guesthouse might need his services. Karl said coming in as my guest was a good idea, and with the severe rainstorm most guests would likely stay in the guesthouse tonight and this would likely turnout to be one of the guesthouse’s infrequent but legendary all-house orgies. I’d been in one a few years prior, and it was very hot. Karl said he’d subtly let the “cooler” guests know to stop by my room late afternoon if they wanted anything ‘special’ for the evening’s festivities.

We’d been hearing lots of stirring and movement about the house for over an hour, and there were going to be lots of guys out and about, pissing, showering and the like, and although Vice and I both wanted to shower, Karl could see Vice’s reluctance, so gathering up the toys we needed to clean he told us to follow him. Both of us in shorts only and carrying towels and guest toothbrushes - and Vice with his cap on and pulled low - Karl led us to the back stairs and down to the basement level where the houseboys lived, and laundry was done. While he cleaned the toys, he indicated the small communal showers down there that were intended for the houseboys and included sure-shots. After brushing our teeth, we both utilized the sure-shots. Fortunately, each of the commodes was enclosed, so Vice, and for that matter, me, could get squeaky clean without having to release in front of each other. We then went back to the showers where Karl joined us, as we got the morning’s sweat, lube and funk sluiced off, and Karl gave us each a quick couple of sucks. We dried and with our shorts back on, some new towels, and my cleaned toys in a bucket, we headed to the back stairs and started up. As we started our climb, we heard a voice whine “jeez, Karl, you could have at least SHARED them…”. Vice and I could only chuckle as we got back to my room.

Somewhat fed and cleaned up, we opted for some down time (after all this was still only FRIDAY morning, with lots more to come we had to pace) so I put a DVD with some bi content in it on play silently, while playing some mellow meditation type music on my portable CD. Taking some melatonin and a bit of G each, we laid on the bed diagonally his pillowed head in one corner, mine on a pillow in the diagonally opposite corner with the porn on the dresser where we both could see without too much trouble. Settling in with our lower legs crossed somewhat, Vice pretty quickly closed his eyes while I spent a couple of minutes jotting a few notes in my sex diary then calling my voice mail at my office just to make sure nothing was blowing up while I was on vacation. I saw a text from Jimmy and responded that Vice was spending the day with me in my room… which resulted in some poorly spelled and obviously flabbergasted responses from poor Jimmy! Getting the necessary small chores out of the way and chuckling to myself about this str8 boy in my bed having an adventure, I too closed my eyes and slipped into a light doze.

FRIDAY AFTERNOON FREAK AND FROLIC

I was in that muzzy fugue state that comes with the not-quite-sleeping we experience during party breaks, so it took me a few seconds to add up all the sensations I was suddenly feeling. Hearing was first, a very familiar bubbling sound over the still playing meditation music. Then scent, as what must have been an extensive cloud wafted past my mouth and nose, with an undercurrent of fresh washed male, a hint of lube and the bottom note of the old knotty pine paneling on the guest house wall. Then touch, a soft rubbing from my nips to hardening cock and back, and a warm insistent burrowing to my now relaxed and well-stretched manhole… which was a bit strange since the water pipe was continuing to bubble. Realizing I had to open my eyes, I did so slowly and took in a remarkable and truly sexy sight. My until-now-limited-to-straight-sex-only companion was mostly upright against the pillows in his bed corner, fully naked, legs spread, one foot wandering my torso, tool and testicles, the other foot burrowing between my legs and continuing a gentle invasion of my hole. His plumped, half-staff sausage fell over one thigh exposing his hairy pucker temptingly… running my gaze up his tanned torso, over the slight belly that was actually sexy, to his well-sculpted pecs and bowling ball shoulders, his oversized biceps showing exceptional vascularity, he had no idea how hot he really was. He wore a smirk as he worked the torch and sucked more vapor from the swirling bowl. “Damn, now that’s nice to wake up to,” I drawled. Vice smiled ruefully and handed me the pipe, “you know, J, my girlfriend has never given me props like that, and you actually mean that, don’t you?”

“Your lady obviously has some extensive vision problems my man, ‘cause you are seriously easy on the eyes.” He smiled wider and started with the foot work again.

Now I will say truthfully that I do NOT have a foot fetish, those involve fantasy and serious concentration on specific body parts. That said, having spent so much time with man after man’s legs on my shoulders, you notice feet when they are just inches from either side of your face and I’ve learned to appreciate good examples of the male foot… and these, though tragically NOT on my shoulders, were exceptional examples. Long, lean, smooth soled with matching long lean well-proportioned toes – and well taken care of for a straight boy, nails trimmed and everything (thank god, as he’d been toe-fucking me, long sharp nails would have sucked…). So I did what I frequently do while fucking someone with hot feet, I took one in my mouth and started to suck on a big toe, blowing my cloud out around his foot. “oh, oh, oh fuck that’s wickie hawt J-man… damn but you’re givin’ me an education this weekend, woah.” I switched to his smaller toes with my tongue, as Vice continued, “damn man, you are a serious freak, except you’re not, you do wild rides like munching butt, and manhandling nips and sucking toes – shit chicks NEVER do, I mean mine would think it’s disgusting, and you turn it totally normal, and they feel so fine.”

I stopped my oral attentions and shifted over to drop more crystals in the bowl. “Thank you, I appreciate that. Sex just isn’t freaky or weird to me, so long as all parties are enjoying it and it feels good, I say do it. Gotta admit, if your ass or feet were dirty, I wouldn’t do it – sweat doesn’t count by the way – but I like all the skin and all the parts of a hot male body, so when not experience it with as many senses as I can.” He nodded, seeming to really consider that. “I have to admit, man, that I’m totally impressed by YOU. I mean, a lot of straight guys would not be dealing well with all this, let alone enjoying it as you seem to be. I was a bit afraid I’d wake up and you’d be all pissed or something when you had time to think.”

He actually laughed. “A week ago I would never have pictured the things I’ve done in the past day. I thought Lou was losing it when he talked me into heading over to Jimmy’s to play with you guys. And I am a bit ticked that he just abandoned me this morning. But I been lookin’ at it this way. This is a weekend for me to go totally wild and do things I’ve never done and might never do again, so why not enjoy it? The things you guys do to me and let me do to you feel awesome. Way better than the sex that bitch ever lets us have… I’m not even sure she actually LIKES sex, but damn YOU and your buds sure do!”

He paused as I shot-gunned a big cloud to him, then let our tongues dance a little before I withdrew. “AND,” he said with great emphasis, “And, you guys make me feel like I’M actually hot, that I look good and people get off on my looks too, not just on the girl I’m with. So hell yeah, I’m going to enjoy every minute of this sex marathon weekend that’s more about what I want for a change.” Amazing, simply amazing, whether he ever hooked with guys again (and I thought he would even if he remained mostly on the hetero side) he was letting himself revel in being as much desired as desiring.

Passing him the glass cock as I exhaled a smaller hit, I said “Good for you dude, enjoy it. But that never being told how fine you are, now that’s tragic, because you are a damn hot man. There’s no part of you that I don’t want to touch, lick, get penetrated by or well… damn, if you WEREN’T straight, I’d be all up in that hot hole right now giving back all the pleasure you banged into me.” Blowing his own cloud, he almost looked apologetic “yeah, just not sure that’ll happen, but if you want to get your hot mouth back there again, that’d be wickie cool. Let me take a few more hits so I can return the favor. In fact…” he leaned over to the supplies and picked up the two prepared booty bumps that we hadn’t used when Karl and I did two earlier, he handed me one and keeping the other. Catching the mood, I ditched the new age music, and turned the sound back up a bit on the porn, putting in one of my favorite vids that featured lots of rimming. Sucking down some Gatorade, we shot the bumps into our asses, and each took more pipe hits while the bumps got absorbed. “Holy shit,” Vice whispered as the bumps took us. I laid flat on the bed, propping two pillows under my neck and indicated to Vice to sit on my face.

That hot hairy muscle butt came down, and sticking my tongue in his hole, blew my last cloud into and around it. He settled in, moaning, while I feasted. He really was tasty and obviously enjoyed it SO much. After a few more clouds of his own and a huff of poppers, he pushed two more pillows under my butt while hauling my legs back and dove into a fervent anal 69. We went at it like two starving men for almost a solid half hour, with just a few gasped breaths here and there. The pleasure factor was extreme for both of us and we rode the wave of feeling. Both needing to stretch our necks, brought cocks and balls into reach, and as I started sucking his piece, playing with the foreskin with my tongue, I was pleasantly surprised to feel him kissing, licking and tonguing my equipment a bit too. Inexpertly, yes, but honestly wanting to give pleasure back. We broke for breath almost telepathically and he asked if I was ready to have something bigger than his tongue inside me again. Of course I nodded yes, while wishing that he’d reciprocate on that too, but who knows maybe eventually. In the meantime, there was that nice sized uncut tool that needed a home. I was very pleased that he chose me on my back with my legs over his shoulders. Sliding some lube on, he sloooowwwwllllyyyy slipped back inside me. Wow. The kid had promise, lots of promise!

The first round was a slow sensuous screw with him kissing me intensely and each of us working, squeezing, pinching the other’s nips. It was so slow and passionate it was almost bordered on romantic, except we kept chuckling and blowing some clouds too. Breaking after a good long fuck, we spent the next hour playing with toys, no ass penetration toys for him, but vibrators, cock pumps and what turned out to be his favorite, nipple suction cups. I have a full set of cylinders that have a screw attachment at the top that produce suction… they increase in diameter step by step from ¾ of an inch wide to 3 inches. We got his nips sucked up to over an inch and turned the screws until they drew them out off his chest by about the same amount, then he used the widest ones on me, astonished to see my already large nips get even bigger and sucked out a good two inches. Our cocks which had softened some while we worked the mechanics of the toys started to plump again, and I asked if I could try something. Nodding yes absently as he batted his hands at both his cups and mine, I stepped a bit closer, grabbed his cock and inserted my own into his foreskin, “docking” my circumcised tool into his natural one. It felt awesome rubbing our cockheads against each others while our cupped chests bounced off each other and drew moans from both of us.

That’s where we were when Lou called Vice’s phone to let him know he was less than 10 minutes away and could we come down and let him in and bring him to my room. Vice shrugged and tried to remove his suction cups – I showed him how, and he gasped as I did. We quickly popped on some shorts and sneakers with me in a vest and Vice in one of my wifebeaters. Leaving the room, we paused to take a piss then headed downstairs to where Lou was already waiting on the porch.