Masturbation and Dating Sites

Ok so I finally took the plunge and joined a dating site. I joined SexSearch.com. I was a bit nervous, because obviously I have a big masturbation fetish and I was looking to find female partners to masturbate with much more then sex. So I joined and set up my profile with a big emphasis on that aspect of my sexuality.

Almost immediately I began to receive emails from women, some where obviously bots, models and I am sure hookers, however, some where from real women. I would say around 10 or so in the first month. After trading emails and pictures with a few I finally connected with a single mom that looked good and I felt would be a fun and yet casual experience, let’s call her Monica.

Monica told me she joined the site because she loved sex, but being so busy with her children and work had led her to a place where she went sexless for many months at a time, she was hesitant to go sleeping around and so she thought that mutual masturbation might be a really nice way of satisfying her urges. Monica was short and petite with black hair full breasts and a generally curvaceous but toned body. She clearly had some Latina roots in her. Monica and I decided to meet up at a nice hotel downtown in the lobby. After a few drinks and some pretty nice conversation, even though I really didn’t consider it a date, we headed back up to the room. I have to admit it was a bit awkward at first going from light conversation to a situation where we where just supposed to rub one out, so we decided while there would be no sex, laying on the bed and engaging each other with some light touching and a few kisses here and there might be a good thing.

Next we both undressed a bit, me to just my boxers and her to just her panties, and lied on the bed side by side. I touched her face, beautiful stomach and cupped her full breasts. I nuzzled her neck as she ran her finger nails along my shoulders, chest, sides and eventually brought her hand forward and tantalizingly outlined my very hard cock with her fingernails. This send electric shock waves all over my body. As she continued gentle fondling me through my shorts ,she moaned every so softly. At this point my body was shaking and and I had to touch her a bit as well. She still had her panties on and I didn’t want to take anything to a level she would be uncomfortable with, so I mimicked what she was doing to me and just pressed my fingers into her slit thru her panties rubbing the soft silk gently across her clit and mound. This of course made her moan more aggressively and began that beautiful hip thrusting and grinding that we all love so much.

This continued for a few glorious minutes during which I also gently pinched and twisted her nipples, which she clearly loved, on one occasion even gently nibbling on them a bit with my teeth. As nice as this was I could tell if we continued this amount of touching we were going to lose control and fuck like rabbits so I took a deep breath, stopped touching her, and slid off my boxers. I then grabbed the lube beside the bed, applied it to my cock and began stroking.

I went slowly at first as I was so turned on watching her I could have came at any minute. She wasted no time sliding her well manicured fingers under the side straps of her lacey white thong and pulled them up across her thighs over her calves and across her sexy soft arched feet and pointed toes. Naked now, she practically attacked her pussy, licking her fingers before diving against her clit, stopping after 5 seconds to re-lubricate her fingers and taste herself. Watching her was a dream, the rise and fall of her chest and full breasts, the gentle moans emulating from her mouth, and the way her fingers danced across her racing stripe shaved pubes and clit ever so often darting between her light brown lips and into her vagina was heaven.

This was almost too much for me to bare, I could feel my cock hrobbing in my hand and my heart felt as though it was going to pound out of my chest. I told her I was so close and she said she was also. I asked her if I could put my finger inside of her and feel her cum and she said she would love that. So I immediately reached over and rubbed her thigh a few times before sinking my index finger into her absolutely soaking wet twat. As soon as I did this I felt her pussy contract and quiver and she moaned very loudly. I told her I couldn’t contain my self any longer and was going to blow my load, she half moaned “me too, please stick your finger in my ass” I was a bit shocked, but gladly concurred and started to cum the moment my finger penetrated her very taught asshole and slid an inch or two up, she also exploded instantly. I could feel both her pussy and her asshole contracting in orgasm around my fingers. Her ass came off the bed and her toes curled tightly into small fists at the end of her legs. She screamed, “oh god I’m cumming” then “fuck feel that pussy work” To be honest I can hardly remember having my orgasm as intense as I was concentrating on the beauty of this women in the throws of so much intense pure sexual pleasure.

Her orgasm lasted around 10 seconds after which, she continued to stimulate her clit, jumping every so often as she hit it in a particularly sensitive way. I left my fingers in her ass and pussy as long as I possibly could, relishing every orgasmic aftershock and how her female muscles quivered and shook. We talked for a bit afterwards and decided that this would just be a one time thing. I stayed in the room a bit afterward, because I had to jack-off the moment she left, I was that turned on. I fantasized that she did the same when she got home.

Since placing the ad I have had three great phone sex experiences as well as the hot hotel scene I described above. All in all I really
have enjoyed my dating site experience. I am not sure if the others are as good as SexSearch, but I am a happy camper.

This is a quick snap she let me take after we where done.

(click for larger image)

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Yesterday, I drove to one of the local parks hoping to find someone to give me a blowjob. It had been several days since I shot a load and really felt a need to cum. This particualr park has places on two side of a lake where you can park, with trails leading down into the woods where people go for a quickie, either blow job, mutual masturbation or sometimes more. I love to watch others have sex and was hoping to be able to watch and possibly at the same time get sucked.
I went to one side, pulled up in a good parking place, leaned my seat back, unzipped my pants, pulled my dick and balls completely out and began slowly jacking. It wasn’t long until it was a hard as it gets these days. I wasnt’ in a hurry to cum because as I said, I was hoping for some kind of action. One car drove though, but did not even stop. I continued to jack on my dick for a good while, but no one showed up. So, I got myself back inside my pants, zipped up and drove around to the other side of the lake and again parked, etc.
There were some other cars parked here and I kept looking trying to find out what was going on to see if maybe I could watch some action. Eventually, I spotted to two people who were in two of the cars. It was a man and a woman and they had evidently been walking around the lake as they were on the other side (the side I had just come from). I could see them walk out onto a fishing pier and although it is a good ways across the lake, I could tell they were playing around with each other. It wasn’t long until she had her shorts off and was laying on the pier with her legs pulled up. Then off came his pants and shorts and even from that distance there was not mistaking his hard dick sticking straight out. Didn’t take him long until he was on top of her fucking away. Meantime, another car had pulled up along side where I was parked and a guy got out. I had seen him out here before and knew that he was probably looking for a blow job also. Anyway, by this time, I was jacking on my dick pretty steady and it was feeling really good. In addition to enjoying watching others, I also enjoy being watched. So when this guy walks up to my window and stands there watching me while I am watching the man and woman fuck, everything together sent me over the edge. Usually now days when I cum, it just kinda flows out, but yesterday with everything going on, I shot several globs of cum, getting it all over my pants (I had to try to clean them before going home). Sure wish that same thing would happen again soon.

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This little incident happened last week…sit back, take your clothes off and enjoy. Let me know what you think!

From the kitchen I watched my girlfriend walk up the stairs towards the bedroom, her tight jeans grabbing her ass as I shamelessly had a bit of a stare. I could see her flowing brunette hair swaying from side to side, she truly looked beautiful, even without trying. It’s a shame that I had to finish off some important work for the next morning, I would have done anything to have followed her up there - I hadn’t had sex or masturbated in 3-4 days, so naturally I was beginning to feel more and more horny.

“Night Chris!” she said brightly.
“Night!” I replied in what must have seemed a very defeated voice.

I looked back to my desk and computer, and tried to focus on finishing up for the night, so that I could hopefully still get in to bed with her awake. Naturally as I worked my mind drifted away from the subject at hand, so I began to think about how it might be good to take a break and see what was happening at Masturbation Page. NO! Must…get…work…done.

Eventually after what seemed like an age (In reality about 45ish minutes) I managed to finish off the work and reading over it, looked like it should be acceptable - parts of it looked a little sketchy, and thought that I probably should fix them up. My mind kept on wandering to the bedroom, I decided I had to prioritize and do what was more important.

Naturally I shut down my computer and walked to bed.

As I entered the room, all was dark. I stripped down to a pair of boxers, slid on a condom (Extra thin!) and quietly slipped into bed. Looks like she was asleep. Then this broke the silence:

“Took you long enough, I’ve been waiting for ages.”

We both started laughing. Suddenly I had an idea.

“Heh, so what are you wearing right now?”
“Have a feel and find out, I’ll do the same if you want” she said with a giggle.

The next 5 minutes had us both fooling around under the covers, with us both desperately trying to gain the upper hand. I got her face down on the bed, with me straddling her back, she giggled as I unhooked her bra and reached back and spanked her ass. From my thorough investigations I deduced that she wasn’t wearing a thong or anything. As I reached down I felt how wet her pussy was, her clit felt warm and reaaally well lubricated.

“Fuck me. Please.” she said, half out of breath from our impromptu wrestling match.

I dismounted her, and she turned over to her front. As her legs spread I could vaguely hear the squelch of her juices as she opened her lips. Needless to say the boxers came off in a flash. I put a hand on each thigh, feeling up her legs - they were so smooth, so erotic…I could tell by her soft groans that she wanted me as much as I wanted her. I pulled each leg up and put them over my shoulders as I leaned forward towards her face, I could barely make her expression out in the darkness but I could see the glint in her eye.

“You want it?” I said teasingly, my cock inches away from her awaiting hole.
“Yeah…now.” She said out of breath, desperate.

I slowly pushed my cock inside of her, as it got deeper and deeper I heard her moan softly. I love the feeling of a womans lips around my cock…which pair of lips, I don’t mind at all. Slowly I increased my pace of thrusting until I settled down into a steady rhythm, my balls swinging back and forth, slapping her ass in time with my thrusts. I could feel her wetness all around my cock, which along with her pleadings to go faster, made me even harder. I stared into her eyes, I hope she could see the look on my face. She looked so happy, looking at me with a big grin on her face, occasionally looking down to see herself being penetrated. My god she looked hot.

“Chris…take me from behind.” she said anxiously.

Who was I to argue. I nodded, so she spread her legs wide and took them off my shoulders and went on all fours, I could vaguely make her out but I was pretty sure she was waggling her ass at me suggestively. I pulled her towards me, as she slid she giggled that naughty giggle again. I put a hand on either side of her waist, and lined up my now almost dripping cock. I began to push and quickly realized I was actually about to enter her ass. I pulled back and felt like I did when I was a nervous teenager doing it for the first time. My face must have been bright red, it was lucky it was so dark, lol. Then this broke the silence:

“No…put it in there, please…”

Needless to say I was pretty surprised, we’d never done anal before…however she was up for it, my cock was lubed right up with her juices and I was ready to go. She told me she’d always wanted to try it, but asked if I could take it slowly. My cock then began slowly entering her again, I heard her moan as I slowly but surely entered deeper and deeper, all the while stroking her hair softly. She told me she wasn’t sure if she liked it or not, so I told her to wait a few minutes for her to get used to it, then when she’s ready let me know when to start “pounding you hard.” After saying this I saw her head turn around, I saw the whites of her teeth in the darkness as she smiled at me naughtily.

“I can’t believe we’re doing this!” she said.
“I hope you’re as turned on as I am right now” I joked.
“Yeah…its starting to feel a bit better now, could you start, but slowly?”

I slowly pulled back, then thrust carefully forward again. All I heard was “OOoooh yeah, I like this…build up the speed ok?” As I thrust I began to get faster, all the while my girlfriends breathing was becoming quicker and harsher, her hole becoming more relaxed and allowing me to thrust harder. I took one hand off her waist and slapped her on the ass as I continued to pound her, followed by a full on grab…she wanted me to spank her again. God this felt so good…whump, whump, whump I went against her, as I spanked her harder than before, which was greeted with a soft “Mmmm…”

“I’m such a bad girl.”
“Yeah…you need a good spanking…”
“Spank me harder baby, pound my ass.”

Now before she said that, I thought that it couldn’t get any hotter than that. Now guys, imagine being told by a girl to “pound my ass.” I couldn’t believe it either, but I sure wasn’t complaining…she wanted it just as much as I did, we both wanted each other so much, wanted to please each other, wanted each other to cum…

I was getting close, and by the sounds of her moaning she was having a great time…however I knew we couldn’t cum with me taking her anally, so I asked her to rub her clit so we could cum together. This however turned out to be very awkward and pretty funny, as at one point she reached back to touch herself, but almost lost balance in the process. I told her that I’d do it for her…she said “thanks” sleepishly.

So, reaching down I started to furiously rub her clit, as I knew I was about to cum and I wanted to cum with her. Suddenly it all became too much…me pounding her ass, rubbing her pussy as she moaned for more…I slowed my thrusting pace to conserve myself, my hand must have been a blur as I’m guessing her juices went flying off of my hand, her pussy squelching deliciously.

“I’m CUMMMMMING!” she proclaimed…lucky too, as I was trying my absolute hardest to hold my load back. Her entire body convulsed, I felt my cock pulsing as it orgasmed, I could feel the walls of her ass clench around my rod as we came in unison - something we always try to do in the bedroom. I disengaged from her as she fell on to her back, she felt up her naked body and squirmed as the orgasm still wreaked its pleasurable havok all over her. I almost collapsed next to her - spent. I put my arms around her as we hugged in the warm afterglow…

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Kim was one of those shy girls; A real late bloomer in life. She didn’t know her body too well until a boyfriend showed her what she needs to do to please herself.

Kim does fine now on her own!

You can learn more about Kim and what turns her on at Yanks.com for more hotties. !

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Ok, so I know this is a masturbation blog, but damn, enough is enough sometimes and everybody just needs to get laid. Enter our newestest advertiser here at the lounge SexSearch.com I am usually very wary about any dating sites, however the people at sexsearch.com where nice enough to set a few of my single friends up with free accounts and DAMN!!!, I am jealous. Now nothing is easy, so don’t expect to join and have women or men or both banging down your door…but with a little effort on your profile and with the people you meet, seriously……SexSearch.com is all that and a bag of chips. I highly recommend it. :) Todd

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