14 years ago I posted a couple of stories from my first sexual experience, which…
Sophisticated Sex – Part One
I couldn’t believe it! Here I was, barely 18, and a thousand miles from Kansas… my dream had come true! Finally…
Having run away from Ma and Pa, I had started out with almost no money, and now the almost was gone too. I was hungry, tired, and excited! Freedom at last! I had brought some of my clothes with me, but after hitch-hiking for 4 days, all my ‘grubbies’ were gross with dust and sweat, so I had no option but to clean myself up and throw on the one ‘dressy’ outfit I had brought with me. So I checked into the hostel, and took a long hot shower -and came twice while I was at it, thanks to the most delightful shower head that ‘pulsed’ me to orgasm twice in a row! ahhhhhh…
Then, back to the dorm to get dressed. I took a long time getting the right ‘look’ for my mood – I wanted to drink and party, but in an upscale sort of way, so I decided to head down to the ritzy hotel I had passed on my way here.
When I got there, knowing of course that I had better find someone fast to ‘pay’ for my fun – I had had lots of guys back home, mostly just necking and a bit of oral sex, but I had given in twice… I wanted to celebrate, and I thought I good fucking would be in order. Very in order!
I made my way into the lounge, and took a seat at one of the small, intimate tables there. I had a good view of all who came in -and they had a good view too – my table faced the door, and I had made sure to position myself so that anyone looking into the room would see me, and see my long slender legs under the table.
I had enough to pay for 1 drink, so I ordered and waited for it to arrive. Just then, a very well-dressed man entered the lounge. He looked to be about 50 years old, but he was so fit! and handsome!! I started to dream about what he would be like in bed, but I never dreamed that he would actually see anything that interested him in me – huh, a punk runaway…
Was I ever surprised when he started heading towards my table! He introduced himself as Paul, and asked it I would mind if he joined me – MIND! I had to stop myself from blurting out YES! YES! YES! Instead, I told him that I would be pleased to spend some time with him, please (oh please!) sit down..
He slid himself around the small booth until he was right next to me. He smelled great – musk and soap and RICH! Yes! he smelled rich, you could just tell…
He told me he was here on business, and would only be staying a few days, and asked me what I was in town for. Well I had to think fast, because there was NO WAY I was going to tell this gorgeous man the truth!
I told him I was here to see some modeling agencies about getting some work.
He was so close I could feel his body heat, and it was making me HOT! I was feeling really squirmy, and my mind was focused on that really hot spot at the junction of my thighs…
He was so interesting, telling me about all the places he had been, and as the evening went by, and the alcohol began to take it’s effect on me, I knew I had to have this man before the night was over. Almost as if he had read my mind he took my hand and began to tell me how pretty I was, so young, so naive, and he slipped his other hand under the table and under my skirt… I thought I was going to scream when he slipped one finger under my thong and flicked my clit! I could feel how wet I was, actually I could HEAR how wet I was, and his attentions were just making it worse! I thought I would have to go through the embarrassment of leaving this place with my own juices running down my legs! But it was too good to let him stop…
A little while later he asked me if I would like to go someplace more private with him, and I breathed,”Oh yes! Please take me!” So he paid the bill and we took the elevator down to the parking garage. He did not touch me again until we buckled into his brand new black Explorer and driving up the ramp to get to the street. He had produced a fine, well-fitting pair of leather gloves which he put on before starting to drive, and as we were approaching the street, he told me to pull up my skirt for him, which I most gladly did. He reached over and started fingering my clit with his gloved index finger – the feel of the leather, and the little nubs from the stitches practically drove me wild! I reached over to him and tried to feel his cock, but he withdrew his hand abruptly, and told me that HE would TELL me when I could touch him, and if I didn’t obey him, he would put me out on the street!
I sure didn’t want to miss out on a night with him, so I told him I would obey his wishes, and started to straighten my skirt up. He once again told me to lift it, and he also wanted me to lift my shirt and show him my tits! We were driving through the middle of the city, it was a busy night, and there were people all around us! I started to protest, but he silenced me by threatening to dump me, so I gave in and lifted my shirt. I had put my lacyist bra on, but he wasn’t interested in the bra, he told me to pull the cups down, but leave the bra on – it felt so weird in this expensive setting to be sitting there just like it had been back home with the local boys!
As we drove he continued to finger my clit until I was practically cumming all over his hand! Then, without warning, he thrust 2 of his huge fingers in my cunt, as far as they would go given the angle… my cunt was soo wet and ready for penetration that they slid right in and he pumped his fingers in and out until I was so on the verge of cumming! And then he stopped! Pulled his fingers out and told me to get my clothes straigthened out! I was so close, I didn’t want to stop there, so I started fingering myself, half hoping that he would be turned on by it while I could get myself off too! But he looked over and saw what I was doing and told me I had not been given his permission to cum yet, and he grabbed my nipple and squeezed it so hard it brought tears to my eyes!
I started to have some doubts about what I had got myself into… But then his eyes became warm again, and I thought, “well, this should be interesting!” and finished dressing.
We arrived at his apartment, and he forbid me to touch him until he told me I could. As we entered the penthouse suite, he asked me if I would like another drink, and told me to get comfortable in the large classy living room. The whole place reeked of money! There was a lot of art all over the walls, and sculptures and wonderful persian rugs…
He came back with my drink and sat down beside me on the couch. I reached for him, and he slapped my hand – HARD! and said never to do that again! final warning!
Although my hand stung, I pulled it back and tried to ignore the shame he had made me feel. After all, I thought I was a good girl, and to be shunned like that made me feel like a slut!
Then he said that he had to check me out and ‘test’ me to see if I would be worthy of spending the night with him! I couldn’t imagine what he meant by that, and I didn’t have to wait too long to find out!
He opened a small drawer in the coffee table in front of us and pulled out a small package rapped in a black cloth. I was really curious about what it could be, but I couldn’t quite see what he had. Then he told me to pull up my skirt and shirt as I had done on drive there. I started to undo my bra to give him full access to my breasts and he said NO, just pull it down, so I did.
Then he told me to get down on my hands and knees in front of him on the thick plush carpet, which I did immediately! He was sitting about level with my knees, and he had the little pack on the opposite side of him, so I still didn’t know what he was up to. He told me to spread my legs, and get my cheek on the carpet. I could hear him doing something, then I heard the unmistakeable sound of latex gloves being put on! I wondered what he was up to, but I had my answer immediately! The next thing I knew, without any warning, I felt a cold wet slippery
fluid on my exposed asshole, and he plunged 2 of his huge fingers into my butt! As far
as they would go! I screamed in pain as my tiny hole was violated – the biggest thing that had ever been in there before was my Mom’s thermometer, and this was nowhere close to that! I struggled to get his fingers out of me, but he began speaking to me reassuringly, and reaching underneath me he started to stroke my clit, back and forth, and as he did, I started to relax, and the pain started to fade a bit as he continued stroking my clit. I was soo hot! I had never had anything like this before, and I wanted to scream out in pleasure!
I was so badly in need of a good fucking! I had never been this turned on in my entire life! Here I was in the big city, in a classy penthouse with a drop dead gorgeous man who had two fingers up my butt, pumping away with all he was worth! Oh what a strange picture it must have been!
That fleeting thought vanished as he increased his action on my clit and asshole. I was thrusting my ass back as he was plunging his fingers in, and I remember wishing that he would put his whole fist up there it felt so good! Remembering the trip here, I was truly hoping that he wouldn’t leave me on the verge like he had in the car! But luckily he continued to pump my asshole and flick my clit until I could stand it no more! With his 2 fingers embedded deep in my ass I came like I have never came before! Wave after wave of orgasm flooded through me as he banged away at my back passage! As the orgasms reached their peak my knees gave out on me, and I collapsed to the floor with his fingers still deep inside me! Ahhh Heavenly release!
Then, just as abruptly as he had started finger fucking my ass, he pulled his gloved fingers out of my hole and told me that would be all for now, and stood up with his little kit and strode out of the room, leaving me in a spent heap on his living room floor… I had a feeling that this was not where this night was going to end…
To be continued….