It was 3 months since we broke up when I saw Kate again. We had remained in contact, and decided to take a vacation together to a historic east coast city. One night, after seeing the sights, we were back in our hotel room. She was lying on the bed looking at instagram pics on her phone. I started kissing down her body, and she let out a soft exhale. I kissed up her legs and thighs, then removed her shorts and panties. I loved going down on Kate. She usually kept her pussy shaved around the lips, but left a bit above. I told her she didn't need to put down her phone, and I started kissing her around her pussy, then gave it a soft lick from the bottom up to her clit. She let out a little moan and spread her legs a bit more. I continued to lick around and her lips and up and down her pussy. Kate let out a few good moans, put her phone down and I kept at it. After a few minutes, she reached her hands down and spread herself open, not just her pussy, but her asshole as well. I know from past experience this meant she wanted a finger in her ass, which I usually did by first rubbing one through her wet pussy, and then sliding in. But not this time. Kate was fresh out of the shower when she started laying on the bed, so I took this as an opportunity to give one soft flick of my tongue across her asshole. Kate's head tilted back a bit and she let out a little moan. Seems she may have enjoyed it. I went back to licking her pussy for a bit though, and then gave another pass over her clean, tight ass. Another moan. I licked her pussy a little more, then gave my full attention to her ass. I didn't stick my tongue inside, but I licked up and down, and did circles around the hole. Kate moaned hard, arched her back and slammed her fist hard into the bed, almost as if the sexual build up was becoming too much for her to bear. I kept at it a few more seconds, then she told me she wanted anal. This wasn't entirely new for Kate, as she and I had done anal before, always at her request. I got up and my cock was throbbing. I don't have the biggest dick, just over 6 inches long, average girth, but I do get rock hard. I grabbed her by the ankles and pushed my cock head against her asshole, until it slid in. I slid about an inch more in, and gave Kate a chance to feel it and relax a bit, before sliding in another 2 inches. Kate is moaning now. I make a few in and out thrusts with the 3 or so inches I've given her, before sliding the rest of cock inside her, letting my hips press against her. For a few minutes I take long, slower strokes, letting myself almost come all the way out before filling her tight ass back up. Then, I tell her to get into doggy, and she obliges. I shove by completely rock hard cock inside her ass and start pounding her. She moans more, both with pleasure and with pain. She had brought a vibrator, which was beside the bed. She grabbed it and started rubbing it up and down her pussy. I could feel the vibrations through her body as I continued to pound her. She told me she was going to cum, and that's when I started cumming right inside her tight ass. Her legs started to quiver, and even though I had just shot hard inside her, I kept pounding her as well as I could. She finally stopped and I slowly pulled myself out of her ass. I gave her a kiss on one butt cheek and collapsed over on the bed. A huge wet spot was left on the sheets where her pussy had gushed from the combination of my cock in her ass and the vibe on her clit. I gave her a kiss and she wrapped her arms around me with as a content smile spread across her face. Kate and I pretty much stopped talking after that trip, as we lived in different states and she was ready to move on. I still think about that night, and how badly I'd like another chance to lick both those holes again.
Tag: Anal
Losing a hockey bet…..
I lost a bet on a hockey game with a lover I had at the time. The pay up was rough anal sex. Because we bet on the game in advance, I was reading erotica about anal sex and getting myself all worked up a few days in advance. When I lost the best I was more than ready to pay up.
We rushed home from watching the game at a local sports bar and I was shoved directly into the bedroom. I didn’t even get to the bed before he had my pants down around my ankles. I was just able to lean over, grab the edge of the bed, and spread my legs before he was spitting on his dick and sliding it into my pussy. Normally I’d cringe at the whole spitting thing. I will have to admit, there is a time and a place for that kind of dirty sex. I was wet and ready (okay, when am I not). I’d been thinking about this all night as my team let one goal after another slip by. I’d spent days thinking about the scenario that I might have to pay up. I was so ready.
Birthday Gangbang
Another birthday was fast approaching and I have this thing, I like to do something wild (sexually) for my birthday. It started out as the excuse to check things off my sexual bucket list but eventually I didn’t have to wait once a year to find the nerve. At this point I had been to a few swingers parties that were hosted by Jay and I sort of got to know him. I decided to give him a call and see if he could set something special up for me. I told him the story and gave him my request. What I requested; a bdsm scene that included sex. What I got; a restrained and blind folded gang bang. Here’s the story.
Jay sends me a text message a week before my suggested date. I was traveling for work and would land the night before the party he was setting up. Jay’s message had an address and a time. He told me to not be late and don’t bother with wearing anything special, no clothes needed. I show up at 11am to the appointed location. It turned out to be a Motel. I had decided to dress up a little slutty just for the occasion and thank god at the last minute I thought to bring a trench coat. I had to walk through the lobby and really didn’t want to get the looks if I hadn’t worn the coat. I get to the room and knock. Jay opens the door. It’s just him and I there. We chit chat a little and I relax. I’ve no idea what he has planned at this point.
An Adventure
We had talked about this for months…he wanted me to do it…but me, with all my BDSM experience, was nervous…yet excited about doing this. But…we had a long date. A night to do anything we wanted and he wanted to go to Secrets, an adult bookstore showing filthy nasty yummy movies and also a bunch of peep show (is that what you call them?) booths. The plan was to go to the movies…
So I dressed…nothing fancy, just an easily lifted, flimsy skirt and an equally easy to lift top and sandals. I could have dressed like this to go to the dog park or out for coffee. Oh yeah…and of course no panties or bra, but other than at work I barely wear those anyway.
We arrived and I was so nervous!!! I thought of asking to leave but I knew he really wanted this (and so did I mostly) and so we walked in. He led me down the aisle to the front where we had extra room to maneuver and we sat and watched the movie for a few.
Private Vegas Club – Live Porn
A buddy from work got is into this crazy sex club while I was visiting Vegas. I didn't ask but it had to be illegal. We got picked up by a limo and I didn't think much about not being able to see out the windows.
We had to give up our phones to the limo driver when he picked us up since the location was a secret. I should have known by the secrecy that this would be an epic night.
There was what I would guess about 150 – 200 people at this place. There was a main stage area, a bar area, and then some of these small stages down corridors.
The main show was this tall lean girl get fucked by what would eventually be 8 different guys. She looked pretty normal and not like a porn star or anything. It was like a cross between porn and real sex. No fake moaning and shit like that. They made her orgasm a few times and then just fucked the hell out of her. Anal, DP, face fucking. At the end she was just laying there after being well fucked with cum all over her and in her.
[m/f] Anal for the Environment!
tl;dr: met a super hippie chick & we had anal. the end.
OK, there's more to it than that. I took a gap year between HS and my first year of college. But my parents weren't going to let me just melt into the couch cushions and play video games all day. So I applied to an internship with a forest management company in the NW. Basically, my job would be take bark (and other) samples. Which sounds simple but had a few technical twists, like knowing how to read a map, identifying tree species, and not getting shot by hunters. I was unskilled in all of the above, but my dad is a lawyer and knew a guy who knew a guy. So I got in. Yay. Eight months at less than minimum wages plus guaranteed Lyme disease!
We got two weeks of training and then they sent us off in sets of three. One trained researcher and two highly inept interns. The first week was just me and two other dudes. But the second week, a new researcher showed up in base camp to replace my first researcher (because he tried to chop his thumb off with a hatchet- and almost succeeded). Her name was Teija, but we just called her "Ty" or "Tay" (mostly "Tay"). She was Finnish, on a research visa, and about 28. Blonde hair so fine it was like silk when she let her braids down. Her eyes were that shade of blue that you see in glacial ice. Skin so pale it was hard to believe she didn't live in a perpetual state of sunburn. Cheekbones that made it obvious where Tolkien's version of elves came from. And a rocking hard body from all the hiking and climbing that the job required.
The first thing Tay did when we set up our first satellite camp was to take her shirt off. As I had done the same thing about two minutes prior, the only reaction I could have was to shrug and chalk it up to "crunchiness" (an adjective our group had agreed upon to mean "in tune with nature" or "like a hippy.") She noticed me not making a big deal about it, and nodded approvingly. Then she offered to spritz (spray cans weren't allowed) me with DEET skeeter repellent. When she was done, she handed me the bottle and held her arms out at her side. I tried VERY hard not to notice her nipples getting crinkly when I spritzed them.
The other dude in our trio was from New Jersey. He was a sort of awkward non-crunchy guy who would have been more at home melting into his parents couch and playing video games. So, kinda like me but not as good as hiding it.
That week, we collected samples, took measurements, platted populations, and did some minor conservation (trail maintenance, mostly). Tay took the lead, having done this many years. After a while, seeing her b-cup-ish sized tits swaying back and forth became unremarkable. When we crossed paths with other trios, we'd get weird looks. But I guess the word got around, and even that faded away.
Then the day came when Steve (the other guy in our trio) tripped and landed his knee on a sharp rock, breaking his patella. It wasn't pretty. Fortunately, Tay knew how to make a travois. We dragged him, screaming, 15mi back to base camp where he got airlifted out. There wasn't anybody else there at the time, so we slogged back to our satellite camp. Tay and someone in charge argued back and forth over the radio about the rules only allowing trios or quartets in satellite camps, but what could you do? There wasn't anybody available.
You should know that Finnish people are kind of standoffish. I guess it's just the culture. Tay explained it by saying that if they don't have anything to say they don't like to fill up the space/time with words. Or something like that. She (like most Finnish people) spoke English better than we do. But it's hard to translate idioms, I guess. One-on-one, after they get accustomed to other people, they will open up. And as Tay said: beer helps.
Which brings us (finally) to the sex. Two days after the unfortunate Steve broke his knee, we came to a place where two beautiful little streams mingled to form one slightly larger (and just as beautiful) stream. "Wait here," said Tay, wading in up to her waist. I did try to not stare at how the cold water affected her nipples, but only being junior-crunchy I did not have the will power. The oft-quoted term "glass cutters" did not do them justice.
Reaching under a bed of moss that jutted out over the stream, Tay pushed and prodded and eventually pulled out a large mesh bag full of silvery cylindrical objects. She grabbed one of them from the bag and yelled "Catch!" as it hurtled toward my head.
Surprising the entire Universe, I snagged it out of the air. It was beer. The cheapest, nastiest, most generic-label beer ever manufactured, but still beer. I'd been in the woods for five weeks drinking groundwater purified by tablets that might have been suppositories for all I know. That beer was ice cold liquid heaven to me. I made love to that beer. I worshiped its watery godliness. I was so intent on guzzling it down that I didn't even notice that Tay was completely naked. Wait- what?
Yep, about 20 feet from me was an Ice Goddess. Her hair was unbraided and wet, plastered to her back and chest. Her pussy was just barely covered with thin golden wisps. She was bathing herself by dipping her hands in the water and letting it trickle down on her. And I swear I have never seen nipples so erect in my entire life. I was sure they'd start shooting laser beams.
"Come on in- when you get to take a bath on this job, you don't waste the chance," she yelled at me over the sound of the rushing streams. I hesitated a little- until now, she'd been very straight laced (albeit topless) and formal. The idea that Tay could have a playful side was a little disconcerting. Seeing her lie back in the stream with just her breasts and pelvis above water settled it.
I shucked off my shirt and shorts, carefully set my boots and socks by a tree, and waded in, cleverly hiding my growing erection by coming in edgewise to Tay. I needed have worried. The ice cold water took care of THAT for me. "Careful of the bottom," she cautioned. "If you cut your foot on a rock, it'll be an uncomfortable few days." I nodded, coming close enough to her to be "sociable" but not so close that it would be misinterpreted.
Tay reached into her pack, which was at the edge of the stream, and pulled out a small bar. "Biodegradable," she explained, lathering it up. Watching her wash herself was… fascinating. "Do my back?" she asked, handing me the bar.
Time to fish or cut bait. Cautiously (I still wasn't sure if this was a friendly seduction or just basic hygiene), I soaped up her back. When I was done, I filled my hat (which I had just remembered forgetting to take off) with water and splashed it on her back.
"Aieeeiiiii!!!" Tay shrieked. "I'll get you for that!" She turned around and started splashing me in revenge. That water was COLD!!! I broke out of my shell of caution and started splashing back, laughing and getting laughed at in return.
After a short but very satisfying water fight, Tay dunked herself back down to rinse off and then said "OK, your turn. Give me the soap." At first, she was very no-nonsense. She washed my back, and then the back of my arms, and then my underarms. She made me dunk myself so she could wash my hair (putting her breasts exactly at eye level).
When everything above the waterline was clean, she stopped and sighed.
"Men," she said. "It's not just the Finnish ones who can't take a hint." And then she leaned closer in to me and reached down below the surface of the water.
I gave a little yelp of my own. Her hands were anything BUT no-nonsense as they played with my cock and balls. She paused for a moment to soap back up, washing me thoroughly. Then she handed it back to me and said "now me- I don't want to get crotch rot, you know."
She kept playing with my cock and balls while I washed her pussy. Her inner lips felt perfect. Just big enough that you knew they were there and could play with them, but not so big that they'd be a problem during sex. A few seconds later, I gave her clit a few well-timed flicks, causing her to give a little gasp and then giggle- the first time I had heard Tay make any sound like laughter. After her front was done, she completely surprised me by turning around, bending over, and pulling her cheeks apart. I didn't have to be told twice- I lathered up and gave her ass a thorough cleaning, paying special attention to her little rosebud. I'm not a fan of that sort of attention on my own back bits, but Tay insisted. It didn't feel THAT bad.
We got out to drip dry, using a patch of grass to lie down on. Each of us downed another nasty (yet wonderful) store-brand beer before re-caching it for later. Then Tay put her head on my shoulder and fell asleep while idly playing with my cock.
When I woke up, my cock was being sucked by a very enthusiastic blonde goddess. It didn't last long, though. Tay saw that I was awake and then quickly switched to a 69 position. Stream-washed pussy tastes SO much better than regular pussy. You really should try it. We ate each other out for a few minutes, and then Tay climbed off me.
"Fuck!" she screamed. "I fucking want to fuck, but I didn't bring any condoms on this trip!"
I said I hadn't either, but I'd be happy to eat her out until she came. No strings attached.
"No, fuck that," she replied. "I want you inside of me." Then she started digging through her pack. "Perfect!" she cried, looking at me with a gleam in her eye. "Lie down again. I'm going to ride you."
She poured sort of oil in her hand from a plastic tube. "Coconut oil," she explained, "I normally use it for sun bathing. Totally natural." She spread it all over my cock, jerking me off with it until I was completely hard.
Then straddling her tall fit body over mine, she reached back and aimed me at…
Yep, right in her asshole. I'd never had anal sex before, so I had no idea how tight it would be. It was like having my cock grabbed by red-hot lava. Ever so slowly, Tay lowered herself until every inch of my cock was in her ass. "Ahh, we'll have to wait a bit for me to get used to you back there. I don't do anal very often," she explained.
I had no complaints. Even without moving it felt like heaven. I could feel her heartbeat with my cock. Her ass throbbed and rippled as she tried to accustom herself to the intrusion. Every so often, it would grip me HARD as she winced and gasped. After a while though, her sphincter started to relax and the tight head-to-shaft gripping would ease off.
"I think we could…" she said, rocking forward to pull almost off of me. Then she sat back down quickly, plunging me back inside of her. "Yeah," she confirmed, "that's perfect. Don't move- let me do this at my pace, OK?"
I nodded, perfectly happy to be her anal fuck toy. She started slowly, going up and down the full length of my cock. I reached up and pinched her nipples- "yes! harder" she said, obviously approving. Pretty soon, she was riding me faster and faster, alternating deep short fast strokes with long, deep, luxuriously slow strokes. Every so often, she'd plunge me up to the very hilt and stop, shuddering as a wave of pleasure broke over her. I counted fifteen full-on orgasms and dozens of mini-gasms.
Finally, she looked at me with those piercing blue eyes and said "now I want your cum inside of me." Abandoning any shred of control, I pulled her hips down and started thrusting into her. I didn't even attempt to be gentle. I just pounded her ass as hard and deep as I could. When I came, my cock was further inside of her than I thought it was possible to be. I held her down, mercilessly, as I shot wad after wad of hot cum inside of her.
After I came, Tay sat back with my cock still in her ass, and smiled. And then she surprised me even more by starting to talk about herself, why she became a researcher (she was studying a certain class of bark beetles that was costing forestry companies billions of dollars every year), why she loved the outdoors, what her family was like. It must have gone on for half an hour- I think we both actually forgot that my cock was still buried in her ass.
But eventually, we "unplugged" ourselves and went back into the stream to clean up. We held hands as we walked, naked, back to our camp and slept curled up together.
We didn't do anal again that trip, but we did eat each other out quite a bit. Tay was pretty good at giving head, and what I lacked in talent for eating pussy I more than made up with enthusiasm. The fun came to an end when we were finally assigned a third person a couple of weeks later. But we hooked up during the company end-of-season party in NYC and spent the entire weekend in bed- this time with plenty of condoms and much better beer.
Male stripper experiences/stories. [NSFW]
Alrighty, sometime ago I posted that I recently lost my stripper job and I revcieved a good number of messages wanting to know about, in particular, a snippet I said about how brides have sex with the stripper and their friends.
While in the previous post I did say that I would that I could recall about maybe 20 of the hundreds of parties that I performed at that the bride would even touch their friends. However a good number would involve a sex toy or two.
Now for something that actually happened, Maybe a year into my career I got a call from dispatch for a bachlorette party for the then up coming weekend. They told me they also paid for services so I should plan accordingly. At this point I've, if anything, always been considered a top. I've had anal sex a good handful of times but usually I was the one dishing it out.
Foursome with my best friend and our gf’s
If you read my last story you probably know that me and my gf started to have an open relationship, where we can have sex with other people if the other is aware of that. After having sex with Lisa neither I nor her had sex with anyone but ourselves. Last year we had a MFF threesome (it's not a great story though, but i can post it here someday) for my birthday and my gf (Will call her Jessica) made me promise we would have a MMF threesome too – I agreed since I want to see her being fucked by other cock. The following months I'd come with the subject but Jessica would always say that she want it but is afraid of getting double penetrated and other things, but the first worrying subject to her is to find a great guy to have sex with us, someone we could trust. So nice friends name always came like Christopher. Christopher is my best mate, know him since I was 10, and he is the most trustable person in the world. He is a pretty nice guy and girls says he is hot with that hipster look of his. Jessica agrees that he is hot and trustable but there’s one concern: Chris is dating a girl for more than a year.
[FINAL CHAPTER] TimeBender: Jakes Magic Remote – Part XXV – Closure [timestop MMF Mf str8]
The next morning was pleasant enough; the only one feeling remotely awkward was Jake, and he’d become quite adept at hiding that particular emotion. The others at the breakfast table – Tony, Lauren, and Lauren’s hangover – betrayed no sense that anything had gone wrong the night before. Nor should they, since nothing had.
Jake met up with Carol and Petra around lunchtime. The two had clearly bonded, and there was much giggling and sharing of pointed looks between them, but they refused to talk about what they’d been doing while he’d gone through his moral crises the day before. It was just as well, since he didn’t particularly feel like sharing either.
There was a lot to do, regardless. Jake unfortunately had to put his plans to make love to Petra on hold; as open as she seemed about sexuality, it still seemed weird to have sex with his girlfriend-daughter in front of their time-travelling future-daughter. And he knew from experience that he couldn’t freeze Carol; she had been practicing “timebending” for years, and he had no idea how her defenses worked.
The three of them walked into the office of a divorce lawyer in the early afternoon. He didn’t ask a lot of questions about the origin of the evidence against Sarah, and seemed convinced the case would be fairly open-and-shut should she decide to fight it. It was going to take most of the week to draw up the papers, he said, but he could draw up a notice of separation and intent for them right away.
Jake paid the retainer in cash and discussed with his new lawyer what his plan was for making a clean break.
EPIC Craigslist Success (M/F)
Ever try hooking up with Craigslist? I replied to some ads that I found enticing, but only got silence (or offers to join camgirl sites). I tried posting a few ads of my own, and got much of the same – obvious scams, no real girls.
It all changed when I wrote a very dirty response to an ad that asked for domination. I didn't get a reply, but I thought that what I wrote was too good not to share. So I posted another ad. And this one fucking worked!!
Within three weeks I had fucked two random girls – no dating, no bullshit, and exactly the way I wanted it (those are stories for another time). They were decent looking girls, don't get me wrong, and I had a good time with both of them, but they were nothing compared to Kitten (that was a piece of her email address, and how I ended up addressing her through most of our correspondence). I'm an average looking 34-year-old; she's a smoking hot 18-year-old. Cue the comments about this being fake, I don't mind. I'd feel the same way if it didn't happen to me!