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My First Time Part II  

NewcarolinaTgirl 67T  
12 posts
2/17/2014 2:18 pm
My First Time Part II


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.

wantingyoubottom 58M
29 posts
3/31/2014 8:52 am

What a lucky man!
I wish I was behind you pushing deep


rhonda4099 63T
1 post
4/30/2014 11:42 am

You sound like such fun. It is great you enjoyed your first time with a man as a woman. That should lead to many more exciting experiences.


cdsubginger 72T
22 posts
8/31/2019 4:55 pm

Reminds me of the time my cherry got popped. Mmmmmm
Thanks for sharing, Ginger


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