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My First Anal Experience

My First Anal Experience

Ok..Now for the story of my first time actually having a man,other than a dildo, inside of my pussy.This happened numerous years ago before the internet was around.There was a local telephone answering and message service then that turned out to be a pretty good way to meet others interested in the same kinds of things as I was.At that time I worked 2nd shift and the wife worked,so I had the house to myself most mornings and early afternoons.At that time,after I discovered douching,I started giving myself and enema and a douche lots of mornings and I worked on my ass pussy regularly with my dildos.It not only felt good but it also helped to get my pussy opened up quite a bit.It helped out a lot when I did start having anal sex fairly regularly.
There was a guy I ended up getting in touch with and we talked numerous times before finally setting up a meet at his place.That morning,I got myself ready with my enema douche first and then pushed some lube deep inside of me with my dildo.I wanted to be ready for him,just in case he did want to take me in that way.I put on my toenail polish and had my stockings and garterbelt and bra and a sexy slip on under my street clothes.I then drove over to his place.Needless to say,I still was a bit nervous,thinking about trying something new with him.I had met up lots of times before with others for suck or jackoff sessions but before then, I wasn't really ready to try letting a man inside of me like that.I arrived at his place and he showed me the bathroom and I proceeded to get myself ready and all sexied up for him.He really loved the way I looked too.That was a very big plus for me as it helped to excite him and turn him on even more.He then laid a blanket down on the carpet and we laid down.We started off,of course, with quite a bit of sexy, passionate kissing.I think that was definitely the right thing to do.It got us both so turned on and sooo hard too.Then he wanted to do some 69ing.That was very nice too.Then I sat up and he started sucking on me really intensely.
I think,right then, that he thought that I wanted to get off that way.Wrong......I then laid on my back with my legs in the air and,basically, invited him inside of me.I know I probably should have used protection but,right then, I was just so caught up in the moment and just sooooo turned on that I took him bareback for my first time.When I look back on it,I am really glad that my first experience was bareback like that.It just felt soo much better that with a condom.Getting back to the good stuff,He keeled by me and lifted my legs a bit and,gently pushed his dick into me.He had to work slowly to get me opened up and wet.He knew just how to do this too, the right way,not really making me hurt at all.When I finally felt myself opening up for him,I let him know so he could then have his way with me.My ass pussy was getting wet then too.He was pumping me pretty good for awhile.He then held my legs and pulled my pussy up more.Then he laid over top of me and started a rhythmic pumping. Damn...It felt so good...I didn't want to stop...He was the perfect size to fit into me too.Long but not too thick and he felt sooooooooooo good in me.Needless to say,I was moaning with pure pleasure for him the whole time.I loved it too, when I could look up at his face and we could look at each others expressions while we made love like that.His hands rubbing across and holding on to my nylon covered legs felt so good to me too.At times,I would put my hands around his ass and try and pull it in,even closer to me,pushing him even deeper inside.Every once in awhile,I would reach up and pull his face down towards mine and give him a big passionate kiss.After awhile,he let me know when he was about ready to cum.I was able to feel the stop and the pulsations when he finally let loose his cum inside of me.I loved it.I could actually feel myself getting wetter too as he kept pumping me till he started loosing his hardness.When he pulled out,he said he was soooo satisfied and it was now my turn.I was still laying back for him and still jacking myself off. He then took over and started jacking on me.Ohhhhh That felt so good too.Especially knowing that my pussy just got him off and I was still full of his love juices.He jacked on me with one hand and rubbed and caressed my balls with the other.It didn't take me very long till I finally let loose with a nice load of my own cum.It was just soooo satisfying...He then got up and threw me a towel to wipe off with.That was back then though,before I was doing it all that much,now I like to lick all of my cum back up.
Then I went back upstairs to the bathroom and took off all my makeup and stuff and got ready to leave. I still left on my stockings,garterbelt, bra and slip though.It always turns me on to have them on under my street clothes.Anyway,it helped to get me hard again on the way back home.Knowing and feeling his cum sitting in me helped turn me on even more.I forgot to mention too, that I had my video camcorder,on a tripod,going during this whole time too.I used to love taking videos of myself and watching them later and getting myself off.I know, I'm a naughty girl, but I just couldn't help myself...I put the video tape in when I got home.I had to jack myself off and cum one more time.I was so turned on from the experience.All the tapes are gone now,but that's another story there.I do have a few video captures from that time though that I was able to get....Oh yes,I did meet up with that guy two other times and he made love to me just as good both of those times too...It was fantastic........
Published by deana_cd
9 years ago
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49
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Pat2610
Hello I’m Helen sissy trans and see my new bra size 40c I have been fem for years. My wife tolerates me so she can drllled by Leroy. I,do so want to be a woman. I help get Leroy hard and push his cock into my wife. After like ie seems hours I am the cleaning woman. Pat lets Leroy use me and she loves to watch
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SancheZ069
hot :smile:
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Love it plenty to read and wank over on aday like today 😋😋😋
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I LOVE CROSSDRESSERS IDONT CARE IF THEY CAN PASS
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biSalguod
nice   i need to get fucked
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mmmichaelmmm
You described the first experience perfectly, I could feel it too.
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my first time was like that , it changed me , we did it very chance we got  ,  that feeling knowing you have him in you on the way home  ,  there's real no way to describe it  ,   
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cdkristi21
I just love this story...(sigh)....
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Such a great story, so hot.my first time was like being in heaven,feeling him cum inside me. I used a tampon to keep it inside just like a real pussy
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sounds if your some kind of a slut
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badboyt99
Good gurl
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What a great story.  My first time wasn't like that, sadly.
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Me too!  Perfect.  Lovely story!
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mowgli53
Great story. Just the way I would want it to happen.
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Great story Bareback is best!
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Lovely and hot story
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great story
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love the story.....my exact fantasy
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What an awesome story!  I still remember my first anal experience and I've loved it ever since.
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sandycpl02
hot read
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jetski2
Wow! great story , real turn on .
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explorer_3x69
to Bobi_Z : I know what you mean, I wished I had started much earlier!
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explorer_3x69
Great story!
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Bobi_Z
Great story! I wish I had started earlier!
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What a fantastic story. I would have loved to see the video of that. Better yet, I would've loved to be there
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anniegirl003
Wonderful story, and with a happy ennding!
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loraslut
Where’s the video?
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Great writing!! I'm glad it was a good experience for you!
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biboisean
Mmmmm HOT
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