Where it happened: Birthday Party
Langauge: English
Sex: Male
Rating: 10
Category: Straight
While this is not actually about my first time, as you will read, it is connected to it. My family has an inground pool and as a result when the weather is good there is always a lot of friends over using it. During one such party when I was 16 my mother asked me to get her a sweatshirt from her room and without thinking the door was closed for a reason I walked right in on her friend Elaine, as she was removing her swim suit I had the normal 16 year old reaction I instantly got a hard-on and just starred at her body. Rather than freak out Elaine smiled and told me to close the door. She asked if I had ever been with a woman and I told her no. She told me if I promised to keep it a secret (which I have until now) she would love to be my first. I quickly agreed and she told me to come by her house the next day. In all we got together 4 or 5 times and she guided me in the basics of sex – as a 16 year old it was fantastic but I am sure a women in her 40’s needed more than I was capable of providing her at that time.
Last Friday, my family had a surprise 50th birthday party for my mother and one of the guests was Elaine. When I went over to say hello, she gave me a hug and her cheek for a kiss – I don’t know if it was my boredom with a party of my parents’ friends, her perfume or the sun-dress displaying her tanned figure – but instead of giving her a kiss I whispered in her ear “damn I want to eat you”. She smiled and whispered back “that sounds like fun “.
We split the party and went to my apartment. As I was standing behind her upon arrival, I started to kiss the back of her neck and ears and let my hands gently stroke her sides. After ten minutes or so of this teasing I started whispering in her ear all the enjoyable things I planned to do to her body – this was having its desired effect as she was lightly moaning. Encouraged I untied the bow at the neck of her sundress and let it fall around her ankles leaving her covered only by her matching lilac colored bra and panties. I lifted her and carried her to my bed and gently placed her face down and after stripping to my boxers I heated some oil, unsnapped her bra and concentrated on giving Elaine a back massage, her sighs and moans told me she was now my toy and to do whatever I wanted. It was time to keep her guessing as to what going to happen next while at the same time also increasing her pleasure, so I shoved my hand down the back of her panties so that my palm was covering and applying preasure to her pussy while my thumb was exploring her asshole -the result squeals of delight which encouraged me to tease her some more. This I did by running my fingers through her thick pubic hair and tracing her folds – gawd was she ever wet. Next I rolled her over and without removing her panties I burried my face between her legs resulting in an intense orgasm and Elaine repeatedly begging to be fucked. Instead I continued to rub my face from her asshole to her clit and Elaine just lost it having orgasm after orgasm. By this time I was in desperate need of relief myself so I literally ripped the soaked crotch out of her panties and the two of us fucked like a couple of wild animals. In less than aminute we experienced an incredible mutual orgasm.
After resting for a while, I kissed Elaine and told her that was my way of thanking her for the kindness she had shown to a 16 year old virgin. She smiled told me it was her pleasure then spread her legs and said tell me again. I can’t wait to hear how she explained to her husband where she spent the weekend.
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