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My First Time Part II
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Posted:Feb 17, 2014 2:18 pm
Last Updated:Sep 15, 2014 7:18 am
2817 Views
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Returning home from the ride with my friend, I'll call him John, as in John Doe for this purpose, I was feeling almost like I was high, although all I had to drink was a glass of wine prior to meeting him to calm my nerves. My thong panties were soaked between my legs where my "clit" had leaked while securely tucked away in my thong panties. I was still in a bit of shock at the way I felt inside and being honest with myself I had enjoyed the experience greatly. However having just given my first blow job only whetted my appetite for more.
Messages between John and I confirmed we had both enjoyed the ride and discussed plans to do more. He knew, or at least I told him, I was a virgin with men, to this day I can't say 100% that he believed me. Anyway we discussed getting together again in a few weeks when we both could break away for an afternoon. The gave me time to go to the tanning booth and tan in a bikini top and thong bottom. Years ago I saw a beautiful girl in a "gentlemen's club" with small boobs however she was well tanned and the boobs were lily white from the top she wore tanning. The contrast of the tan lines accented her little boobs and they looked so sexy to me so I used that technique although my boobs in reality were bigger than hers! John and I made plans one afternoon to meet at a local motel, he would get the room and then call me with the room number. He left a room key on the top of the tire of his car so I grabbed the key card and went to the room he had rented. It was cold outside so I had an overcoat on over my blouse and short skirt and heels. I retrospect I wish I had been brave enough to have been wearing only lingerie under the coat. Anyway I opened the door and John greeted me wearing only a towel around his waist. He helped me with my coat and it was plain to see the thick 8" bulge in the towel which made my heart leap! We kissed briefly and I reached down to hold his cock and almost like magic before I knew it I was on my knees with his cock in my mouth. I knew a little better how to handle myself after the first experience, but as much fun as it was, it was not the main course I had in mind so I stood up to start undressing. Just as the first time we were together he came as I stood up and I was only able to stand and watch because it surprised me so. I was disappointed but tried not to show it so we sat and talked for a while. At some point in time my clothes started to come off as we started kissing again and I played with his cock as well. I had prepped myself prior to leaving the house with a scented vaginal suppository and Replens vaginal lubricant after douching before I showered prior to getting ready. I still brought a small tube of KY with me as an added measure. I want back down on him to make sure he was good and hard and took my time figuring he would be good to go for a while after getting off earlier. I really don't recall the conversation we had during that time but in a few minutes I had put a condom on him, careful not to tear it with my nails, and he postioned me on my knees and elbows on the edge of the bed as he stood beside the bed behind me. I was so horny and wanting him so bad I couldn't stand it and was thrilled to feel the pressure of the head of his cock against my booty. I arched my back and pushed back against him until my muscles gave way to the pressure and it felt like something popped when he went inside me. To be honest the first sensation was that I was going to split open he was so thick and the pain was almost too much to bear. I asked him to just hold still as I tightened down on him and relaxed a few times to loosen my muscles. In a minute or two I had repeated this and pushed down on him each time I relaxed until he was buried balls deep in me. I asked him to just stay there and not move for a bit as my body adjusted to him. In a short time the pain went away as I relaxed and the thought of having my booty filled with a thick hard cock was almost overwhelming. In a short while he was holding my hips as he stood behind me pounding me. It felt so naughty, fun and pleasurable that I didn't want it to stop and it didn't until he came again. I rolled over to my side on the bed knowing it was over but basking in the thrill of losing my "gurl" virginity.
To me there is always something special about a first time for anything in life enjoyable.
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My first time
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Posted:Feb 3, 2014 9:19 am
Last Updated:Sep 15, 2014 7:19 am
3052 Views
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I was in my 40's the first time I gave head. A local man and I had met on TSmeet and this was our second meeting, nothing happened at the first but talking. For the second meeting we decided to ride around at night and talk some more. He drove out to a rural road with little to no traffic. I had on a short skirt, heels, thi-hi stockings, button up blouse and of course a sexy bra and matching thong. As we rode he asked me to unbutton my blouse and I did with trembling hands. I ended up pulling down the cups of my bra to expose my breast so he could reach over and feel me. Shortly thereafter I leaned over and reached down to find a large bulge in his pants and I had a strong urge to uncover it. With his assistance the pants were dropped almost to his knees and I put my hand on another cock for the first time in my life. It sort of felt odd to be doing so but I had a stronger urge to suck it. I had nothing but sexual desire inside me when I leaned over to take him in my mouth and did so with out reservation. It was thrilling to me to have my lips over his thick shaft and I figured out quickly to keep my lips over my teeth. I was so overcome with excitement that I almost came on myself, I was certainly soaking wet from my clitty leaking! He stopped at a stop sign and just sat there while I tried to get as much as his thick shaft in my mouth as I could. After a short while he said a car was coming up behind us and we had to pull off and start driving again, so I sat up taking my mouth off of him. Just as I sat up he said he was cumming, I didn't know what to do and just sat there like a dummy as he came all over himself. It was dark and I couldn't see what was happening until it had happened. I think of that ride often and regret that my inexperience and bad timing didn't allow me to finish what I had started. I would saved him from making a mess on his shirt! Oh well, you live and learn!!
I met the same guy a short while later at a motel and he took my cherry. I'll write a blog about that sometime.
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4
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The call from within.
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Posted:Feb 3, 2014 8:51 am
Last Updated:May 4, 2024 2:19 pm
2770 Views
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I had always lived my life sexually as a straight male but the feminine urges had been with me since puberty or maybe before. As I got braver and tired of fighting those urges I began to embrace them more and more. Just wearing women's clothes became not enough, I needed more. All along I maintained my male self and dated women, typically in exclusive relationships. As fate would have it I was dating a nurse that worked at an OB/GYN clinic. She got a gift bag one Christmas that had birth control pills in it, she knew about my feminine side so I asked her if I could have them and she agreed. Now everyone knows that BC pills have nowhere near enough estrogen to do anything to a male, but I took them and it only created an appetite for wanting more. I convinced her to bring some samples of Estrogen home and she agreed. After maybe two weeks I started getting soreness in my nipple area and I had read that was from tissue growth, I knew then what I must do for myself and found sources of Estrogen products. My body reacted every time I stayed on them for any length of time and my little A cups became B cups which became too small and I went to a 36C and now most of them don't fit me. I am now wearing either a 36D or 38C. My goal is to get maybe a half cup larger but even more so I want my nipples to be larger and maybe add a few inches to my rear/hips. When I look in the mirror I want to see a women looking back at me. Looking forward to bathing suit season this summer!
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