Where it happened: Hotel Room
Langauge: English
Sex: Female
Rating: 5
Category: Straight
Unlike some people in these pages I started quite late and lost my cherry at 23. At school I was one of those nerdy girls, a little (ok,quite) overweight, compensating for my lack of social skills by sticking my head into my books.
I didn’t even learn to masturbate until getting drunk with some girlfriends at Uni who were appalled that I hadn’t played with myself and presented me with a large vibrator which they then insisted that I use right there. Even though I was sloshed I was reluctant in front of them, so my friend Jan took my hand, pushed my panties to one side and gently rubbed it up and down my slit and over my clit while the others discussed techniques. Tingles ran right through my body and while I didn’t cum then I did the next night when I was able to relax on my own.
I now had the desire but still no confidence in my looks.
I was tall for a girl (180cm) and had curvy big hips with small breasts (B-cups) for my size.
It all changed when I finished uni and went to work for a bank. I had to fly interstate to a training course along with a manager from another section of the bank who was attending a conference. We sat next to each other on the four hour flight. Steve was easy to talk to and after a few inflight drinks the discussion turned to my boyfriends and after some flirting and teasing I had confessed that I didn’t have one, thought that my body was not sexy and that I was a virgin. Steve, who I later found out was 44 and married then assured me that men actually preferred curvy women and it was thinness was only a fashion. He then squeezed my hand, and said that I had a very sexy body and it was just a matter of right time and right person.
After we checked into our hotel room in Sydney, Steve and I went for a meal and were walking around the city when I felt his hand brush mine and then holding my fingers. My heart started to nervously pound as we looked at each other and we then kissed. I couldn’t believe how urgent it was and how tingly i was getting. He ran his hands down the back of my skirt, felt up and down my bottom and suggested that we walk back to the hotel.
As we rode the elevator up to his room my nervousness had become anticipation and I was ready for the big step.
As soon as the door clicked shut Steve kissed me and asked me whether I was sure. I didn’t answer but but my huge smile must have told him what he wanted so he took my hand and led me to be to the bedroom.
He then told me to stand in front of a large dressing mirror and to look as he stood behind me and kissed my neck. His hands then lifted my top over my head leaving me in my skirt and lacey bra. While I watched, his fingers danced along my nipples through the bra and kissed my shoulders as the bra was undone and my breasts sat free.
I tried to turn around but Steve said to keep looking to the mirror as he ran his fingers over my nipples, caressed my stomach and removed my skirt and panties at one time. I was now naked in front of a man for the first time and instead of being shy I was squirming as he traced his hands up and down my body telling me to looking at how erect my nipples were and how the curve of my hips led to my pussy as he ran his finger along my slit and started to rub my clit.
As his fingers openened me up I could feel how wet I was. As he fingered me and rubbed my clit I could also feel something very hard pushing me from behind. Steve allowed me to turn around and I started to undress him. It was more rushed than when he undessed me and he had to sit down to take his shoes and socks off.
When he stood up I could see that he was quite thick set and had a bit of a belly. I then was able to take hold of a man’s cock for the first time. I remember it feeling so powerful and hard and the urge to have it inside of me was so strong. Steve then pushed me back onto the bed, pushed my knees apart and I stared as his cock moved to my pussy lips and gently pushed inside. I felt very full and a little stretched but no pain as he went right in and came right forward to kiss me and tell me how good that felt. He then ran his tongue around my nipples, stopping only to gently suck on them as I lay back with my eyes closed. Shifting his hips he started to lunge into me, slowly at first and then faster and I felt several small tingles building up. Suddenly Steve’s body stiffenened and he pushed deeply into me breathing heavily as he came.
As we lay cuddled together afterward and I could feel his cum running slowly out of me I realized that I had not even thought of the possibility of getting pregnant. There was a bit of a panic moment until Steve showed me his tiny vasectomy scars.
My initiation lasted 3 days before Steve left to go back to work. He did suggest that I travel and have adventures which led to me catching up over the next 2 years on the men I had missed out on before.
Even though we worked in the same building for the following 6 months, we resisted any temptation to carry on further and I see him every now and then and we chat.
20 years later the memory of those 3 days is so vivid.
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