Hello my name is Alex; I'm a 19 year old guy and live with my parents unfortunately. I'm a nice guy with a good sense of humour and in my option not too bad to look at either, I have several good friends, two of which are girls and I go out quiet often. I've never been shy around girls and have had a couple of girlfriends but I still haven't lost my virginity, Even though I've had many crushes on girls my age I've always had a thing for older women. I've always found the thought of having sex with an older woman very erotic and taboo and on October 17th my dream came true. It was my parents 20 year anniversary and they decided to have a party at our house to celebrate and they invited all our family and many of their friends and I was especially excited about this party because my mum told me she had invited her friend Jessica. She is 46 years old the same age as my mum and they have been friends since they were at school together, she got divorced 2 years ago after her husband cheated on her and she doesn't have any children. I haven't seen her for 5 years since we moved away but when I was younger I had the biggest crush on her and at the age of 14 she was always on my mind while I was masturbating, which was almost all I did at 14. So when I was told she was coming to the party I almost fainted with excitement. On the day of the party she arrived early so she and my mum could talk and catch up before the party started. My mum let her in and they went into the kitchen, I came downstairs and went into the kitchen, when I saw her only word in my mind was WOW. She looked amazing you would never guess she was in her mid-forties, she was a natural beauty with a beautiful face, long light brown hair, large firm and perky tits, an ass to die for and a hourglass figure all those trips to the gym really paid off. She was wearing a short low cut dress which showed off her legs and just the right amount off cleavage. When she saw me she smiled and gave me a big hug.
"Oh my god Alex, look at you all grown up"
"Hi Jess, good to see you"
"You too I can't believe how much you've changed"
"Thanks, you still look great"
"Oh you, such a charmer"
"I was just saying the same thing how good she looked" my mum said.
We all talked for a few more minutes and then the phone rang, my mum answered it. She came back in with an annoyed look on her face.
"That was your father his car's broken down so I have to go and get him I won't be long 15 minutes at most see you soon" my mum told me. After my mum left it was just me and Jessica.
"So how have you been?" I said.
"Since the divorce you mean?"
"Well I didn't want to say it but yeah"
"I'm ok It was difficult at first but I'm over it now"
"I have to say I think your ex-husband is an absolute idiot for cheating on someone as beautiful as you"
"Thank you that's very nice of you to say" She said while smiling.
"I mean it, if I was your husband I would never let you go"
"Thanks" She said smiling again.
She started staring at me with a strange look in her eyes.
"What" I said.
"Nothing, It's just I still can't believe you are the same little boy I used to know"
I laughed and said "Thanks, I've been going to the gym a lot lately"
"I can tell, I can see your muscles"
She grabbed my arm to feel my muscles.
"Oh, you're so strong" She said smiling.
"Thanks I worked hard to get these muscles"
"I bet the girls are fighting over you"
"Not really I don't have much experience with girls"
"Well they don't know what their missing, If I was twenty years younger I would be all over you" She said.
"There's nothing stopping you doing that now" I said nervously.
"Oh you naughty boy" She said grinning and giggling.
I heard the front door slam and then my mum and dad walked into the kitchen. My dad said hello to Jessica and hugged her they then went into the front room and talked about stories from their past. Just over an hour later the first of the guests started to arrive and not long after that the party was in full swing.
Even though it was my parent's anniversary party Jessica was the centre of attention all the women were complementing her on her figure and all the men were staring at her with lustful eyes imagining what they would do to her. After a few hours everyone was a bit drunk, I was standing in the corner watching everyone talking, drinking and dancing. I felt someone tap me on the shoulder and when I turned around I saw Jessica.
"Hi you" She said.
"Hi are you having fun?"
"Yeah I am, I've seen a bunch of friends I haven't seen in years"
"Are you enjoying yourself?" She said.
"I guess" I said looking down.
"What's wrong" She said.
"Oh nothing, it's just the only people I know here are you and my mom and dad"
"Then you can hang out with me" She said.
"Thanks"
The music suddenly got louder and a new song came over the sound system.
"Hey come and dance with me" She said.
"I'm not really a good dancer"
"Oh come on it'll be fun please" She said pouting.
"Ok I can't say no to that face"
She smiled and giggled while dragging me to the middle of the room where everyone was dancing. I danced the best I could hoping I didn't look stupid and Jessica was in front of me swaying her hips to the music. All the men were looking at me probably wishing they were me. My heart was pounding as I watched Jessica doing some sexy moves in front of me, when she suddenly turned around and started grinding against me. I was completely shocked and nervous but while hoping she doesn't stop. She started grinding her perfect ass into my crotch and not surprising with this stimulation my cock started to get hard, I moved away from her so she wouldn't feel my hard on. The song ended and a slow song started playing, I thought she would just walk away but she didn't she walked towards me and put her arms around my neck and pulled me close to her. I put my hands on her waist and we started slowly moving to the music. Being so close to her I could feel her big tits pressed against me and now my cock was very hard, I moved around a bit to try and hide it but she felt it.
"It's ok" She said.
"What is?"
She looked down at my crotch and said "that"
I started blushing and said "Oh my god, I'm so sorry I couldn't help it"
"Hey it's ok, don't worry about it I don't mind" She said while smiling and her eyes had that strange look again.
We danced for a few more minutes and my cock was still hard and I felt really embarrassed.
"I'm really sorry about this Jess" I said.
"Like I said it's ok, actually it's flattering to have that effect on a young man at my age"
"Oh come on you look absolutely fantastic" I said.
"You're just saying that" She said.
"No I mean it you look great, all of the men in this room are jealous of me"
"Why" She said.
I felt quite confident at that moment and said "Because of how sexy you look"
"Thank you" She said and I could have sworn she blushed slightly.
The song ended and she thanked me for the dance and walked away. After another half an hour my boner had gone down and I felt a bit tired so I decided to go to bed, I told my dad I was going to bed and he said ok and he would see me in the morning. I went upstairs and into my bedroom. After about 5 minutes there was a knock at my door.
