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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