If you have read my earlier stories you would know that I had plenty of sexual experiences with men in my younger years, so it is no surprise that my first experiences with ladies occurred slightly later in life than you expect for a horny and sexually adventurous young guy such as myself.
I want to specifically mention the first two ladies that I was sexually intimate with, because they occurred very close to each other in time and helped me experience two completely new things sexually.
Part 1:
Her name is Victoria, a recently divorced mother, a few years older than me. We met via an online dating website, we hit it off immediately. She was not looking for anything serious, just to hang out, have some fun and get her mind off the recent events. During our chats I discovered that she was fairly sexually active since the divorce and was maintaining a few regular male friends with benefits. We went out several times for dinner or coffee, and she would bring her little 4 year old son along with her, which I didn't mind.
Our chats became more and more sexual in nature, we discussed our sexual experiences, fantasies, turn on's and turn offs, and flirted with each other. Slowly progressing to doing the Cyber nasty with several raunchy Cybersex sessions, where we managed to get each other off. I take pride in the fact that I'm fairly skilled at Cybersex.
During our online sessions I began to notice that something was different with Victoria compared to other ladies that I had chatted with in the past, she was more like the men that I had chatted with online than the ladies I had chatted with, very direct and to the point. It was clear that she wanted sex and wasn't afraid to say so.
Fortunately for me it didn't take long before a weekend rendezvous opportunity presented itself. Her son was going to be spending the following weekend with his father, Victoria's ex, and plans were quickly made for us to meet up. She came over to my place, and I took her out to a lovely dinner at an Indian restaurant that I had always wanted to try, we made small talk at dinner and she had a few glasses of wine, but although neither of us said it we both desperately wanted to get back to my place for the real festivities to begin.
When we finally arrived back at my place we started watching a romantic movie and cuddling on the couch, but this didn't last long as we both became extremely aroused very quickly and decided to take the party into the bedroom. Victoria was a little self conscious about her body, as she was still carrying a bit of pregnancy weight, and asked me to keep the bedroom lights off, however there was still more than enough light from the living room for us to clearly see each other.
In the comfort of my dim lit bedroom we proceeded to undress and jumped quickly into bed and under the covers. Without further delay or discussions Victoria put her hand on my already rock hard cock and gently stroked me for 30 seconds, then she moved her head onto my stomach and demonstrated her mastery of the act of fellatio on my eager penis. She knew exactly how to pleasure me with her mouth and she set about doing this with amazing skill, moving me very quickly to the point of an orgasm.
Unknown to Victoria I had a different plan for the evening, I knew that she did not have a great time recently and I wanted this evening to be special just for her. I very reluctantly stopped her from extracting an enormous mouthful of spunk from my aching hard rod and told her to lie back and relax, then I proceeded to give her a sensual massage, and moved on to gently and deliberately caressing her fabulous breast, making her nipples instantly hard. After a few more minutes I moved my hand southward in search of my first encounter with a pussy and clitoris, although I had never seen or touched one in the flesh, I had watched enough porn to have a pretty good idea of where everything was down there.
I was pleasantly surprised to find her vagina completely smooth, and already wet from the previous activities. I rubbed a finger up and down between her welcoming labia and up over her clit, she remained very still and silent, but I could pick up subtle changes in her breathing which reassured me that I was doing something right. Moving my thumb onto her clitoris I started to gently insert my index finger into her vagina, not really sure what I was trying to achieve at this point, but the inside of her pussy felt wonderful to touch and probe and feel, no porn video can explain what that feels like.
Then I got lucky I curled my index finger forward and it landed directly on her G-spot, I had read about what the G-spot was and how to stimulate it so I proceeded to try and do exactly this, while simultaneously gently massaging her clit with my thumb, now I could hear a big difference in her breathing and I knew I was now giving her pleasure with my fingers, I kept on doing the same thing over and over and slowly but surely her breathing became more and more rapid until finally she put her hand on mine, thrust her mound slightly into my hand and let out a small moan as she came, it was so slight and not at all like I had seen in porn that I was not even sure that she did have an orgasm, but she assured me that she did and it was very special.
After that we lay and cuddled naked for a little while before she decided that she should head home. I was not disappointed that I didn't get to cum with her as she had given me the most wonderful blowjob. I had many blowjobs before this one and many after it, but this was by far the most pleasurable blowjob of my life. It was so good that I am fairly confident that it will remain the best ever blowjob of my life.
This is the end of this part of the tale involving the gorgeous and sexually adventurous Victoria.
Part 2:
The second experience was with a lovely single lady called Nicky, she was a sweet ordinary girl, however slightly naive, that I started dating in 2010. We met online and spent a few weeks chatting online and on the phone before meeting in person. Fast forward a few weeks and we are alone in her apartment, she cooked some dinner and we watched a movie, then she asked if I would like to spend the night with her, of course I'm not going to miss this opportunity.
We decided to move to her bedroom and into bed, we were cuddling, kissing and feeling each other up for a good 20-30 minutes, and then I slowly started to take off her clothes, kissing and caressing her body all over as I slowly got her naked, then it was her turn to take off my clothes which she did in no time at all. We had already spoken about taking the relationship to the next level so it happened fairly comfortably and without any need to stop and have a discussion about how to proceed.
After a lengthy period of foreplay some more time spent kissing and fondling each other, I could feel that she was more than wet enough to accept my throbbing hard cock. I rolled on top of her and positioned the head of my penis at the entrance to her gorgeous little pussy. I kissed her neck and then whispered into her ear if she was ready, if it was OK for me to slide it into her. Basically asking for legal consent, for some reason I was very concerned about consent in those days. Nicky immediately said yes that she wanted me inside her, just to make sure I asked her again and she again said yes.
I wasted no more time and began to push my rock hard member into her super hot little cunt, making her moan in sheer sexual bliss. The first sensations accumulated through my penis as my cock head stretched open a beautiful fresh well lubricated young vagina for the first time in my life was absolutely mind-blowing', and so extremely stimulating on my engorged cock in the entrance of her invigorating pussy, that I had a hard time not ejaculating immediately.
As I continued and slid my shaft deeper into her incredible love tunnel I immediately noticed that the overwhelming sensation on my cock head during the beginning of the penetration had subsided a bit and I could feel a different feeling as the tip of my manhood gently brushed against her cervix, not that I knew what that was at the time. As I reached maximum penetration I started to move slower to control the irresistible urge to unload a gallon of cum into the depths of her vagina, and slowly but surely the urge to blow my load began to subside slightly and I was able to start fucking her harder and faster, and she really started to get into it as well, moaning and groaning almost ever time my cock reached her innermost depths.
After about 10 minutes of heavenly and intense intercourse, mixed with passionate kissing and feverish groping of her wonderful ample breasts. I knew there was no holding it back and I was soon going to blow my load. I proudly announced that I was going to cum and asked her if I should pull out, where she would like me to cum, and she responded with the sweet answer that every guy wants to hear, that she wanted it deep inside her little cunt, again I felt it was required for me to ask for her permission and if she was sure if was safe and she said it was.
Hearing her ask and almost plead to have me empty my hot load into her womanhood, pushed me right over the edge and I erupted with one of the most intense orgasms of my life, I shot rope after rope of delicious hot man juice right into the deepest part of her young pussy. It felt like I was cumming for ages and ages, but in reality it must have been over in less than 10 seconds.
After releasing my horde of swimmers, I lay gently on top of her with my cock still firmly buried in her wonderful cunt, and we continued to kiss and cuddle until my erection faded and the force of her tight little love canal slowly but surely squeezed my semi erect member out of her.
After this intense session of love making we lay intimately in each other's arms as we both drifted off to sleep.
That is the end of part 2 of my sexual adventures, thanks for taking the time to read my story, and I hope it gives you some more insight into my sexual experiences.