Mum's Friend Made Me Into a Man

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.

"Who is it?"

"It's me Jessica" She said.

"Ok come in"

She came in and closed the door behind her.

"Hi" I said.

"Hi" She said.

"Are you ok?" I said.

"Yes I'm fine"

"Were you looking for the bathroom?"

"No"

"Then why are you here?" I said

She didn't answer she just walked towards me and kissed me. When she pulled back I was completely speechless.

"Does that answer your question?" She said with a sexy smile.

I was so shocked the only sound I could make was "I...uh....umm"

She giggled and said "There's no need to be nervous I won't bite unless you want me to" She giggled again.

"Why did you kiss me?" I said

"Because I wanted to"

"Why"

"Because I'm attracted to you"

"You are" I said in a surprised tone.

"Yes, to be honest I like younger men especially when they are as strong and handsome as you"

"I...uhh...I don't know what to say"

"You don't have to say anything, were both adults I'm attracted to you and by the way you've been flirting and what I felt pressed against me while we were dancing I think it's safe to assume your attracted to me too"

I couldn't believe what I was hearing I decided to just be completely honest with her "Yes I am I've had a crush on you for years"

"Have you ever masturbated thinking about me?" She said.

"Yes I have many times" I said blushing again.

"Have you fantasized about fucking me?" She said.

"Yes"

"Well Alex if you want tonight that fantasy can come true"

"I would love that" I said without hesitation.

"Well then stud we better get started"

We started kissing passionately and feeling each other's bodies and then started undressing each other. She unbuttoned and removed my shirt and started feeling my chest, she then turned and asked me to unzip her dress. After I did she told me to sit on the bed and then she slowly removed her dress, her body was better than I ever imagined and she was wearing a sexy black lace bra and panties. She slowly walked towards me her hips swaying from side to side as she did so, she then kneeled down between my legs and started to undo my belt and remove my trousers.

"Have you ever had a blowjob before Alex?"

"No I haven't"

"Well then you're in for a treat"

She then removed my underpants and my socks so now I was completely naked. She took my soft cock gently in her hand and started stroking it, it started to get harder and harder until it had a raging hard on. She gave me the sexiest smile and then gently kissed the tip of my cock, she started kissing and licking up and down my shaft. She then took my cock into her warm wet mouth and started bobbing her head up and down on my cock; I was in heaven I never felt pleasure like it.

"Oh my god Jess that feels amazing" I said.

She moaned slightly while sucking me off.

I was breathing heavily and my heart was pounding harder than ever before. I closed my eyes and just enjoyed her hot mouth and tongue on my cock, I suddenly remembered about all the people downstairs hoping none of them would come in and catch us. I was very close to cumming probably because of my inexperience and the fact I was so horny.

"Oh god Jess, I'm so close I'm gonna cum"

Instead of pulling away she started sucking faster and harder.

"Oh god Jess, I'm gonna cum oh god I'M CUMMING"

I spurted loads of thick cum into her mouth and she quickly swallowed it all down. She kept sucking until my cock was completely clean while I sat there trying to get my breath back, she gave my cock a quick kiss, stood up and licked her lips.

"So, what do you think?" She said.

"Jess that was incredible thank you"

"No need to thank me I enjoyed it as much as you did"

I started to stand up but she pushed me back onto the bed.

"Where do you think you're going?" She said.

"I was going to get dressed and go downstairs"

"No you're not I'm not finished with you yet"

She pushed me flat onto the bed, climbed onto the bed and straddled me. She gave me a sexy smile and reached behind her she unclasped and removed her bra letting her magnificent tits fall free.

"Wow Jess your tits are amazing" I said.

"Thank you Alex"

She leaned down and started kissing my chest and neck; I then decided to take control and flipped her on her back with me on top of her and I started kissing and caressing her big tits. She started quietly moaning and running her hands up and down my back; I took one of her nipples into my mouth and sucked on it.

"Oh Alex harder don't stop"

I sucked her nipple harder and pinched the other nipple which made her let out a loud moan. I continued doing this for a few minutes until she stopped me.

"Take off my panties" She said while breathing heavily.

I slid her panties off and saw her shaven pussy for the first time and it was soaking wet.

"You like what you see?" She said.

"Defiantly your body is so sexy" I said.

"Even compared to the other girls?" She said.

"What girls?"

"The girls your age aren't their bodies better than mine?"

"Actually I wouldn't know" I said.

"What do you mean?" She said with a confused look on her face.

"Well to be honest you're the first real woman I've seen naked"

"Are you trying to tell me that you're a virgin?" She said.

"Uhhh yeah, is that ok?"

"Yeah that's ok; I'm just a bit shocked that someone as handsome as you hasn't gotten laid"

"Well I haven't"

"Until now" She said with a sexy grin.

She gently grabbed my cock and put it at the entrance of her pussy; I pushed forward and felt my cock enter her pussy, it was the most incredible feeling her pussy was so warm and moist and being inside her felt so natural and right. She let out a long moan as I entered her, she pulled me into a passionate kiss and I started slowly thrusting into her until we got into a rhythm and I started thrusting faster and faster until she was screaming in ecstasy.

"OH GOD YES OH ALEX FUCK ME YES YES"

"Oh Jess you feel so good"

"OH ALEX YES OH YOUR DICK FEELS SO GOOD"

She was moaning and screaming so loud I was afraid the people downstairs would hear us. We carried on like this for a while with her moaning with pleasure and me pounding into her watching her perfect tits bouncing around. We were both feeling wave after wave of sexual pleasure and loving every second of it. We both froze when we heard footsteps coming up the stairs; I could hear two people talking a man and a woman I recognised the man's voice it was my dad.

"Where did you say the bathroom was?" The woman said.

"At the end of the hall" My dad said.

"Ok thanks" The woman said.

The bathroom is the room next to mine and I heard the woman walking towards my room but instead of going into the bathroom she stopped in front of my room and I saw my door handle start to move.

"Wait hang on" My dad said.

"What" The woman said.

"That's my son's room the bathroom is the room next to it" My dad said.

"Oh sorry thanks" The woman said.

She went into the bathroom, my dad went back downstairs and the woman did the same a few minutes later. I looked at Jessica who had a relieved look on her face.

"Wow that was close" I said.

"You're telling me" She said with a relieved laugh.

"Imagine what would have happened if we had got caught" I said.

"Your parents probably would have thrown me out the house"

"Yeah maybe"

"Well now that were alone again fuck me stud"

I started thrusting again until we were back into our rhythm and she was screaming again.

"YES YES OH YES ALEX OH I THINK I'M GONNA CUM"

At this point my confidence was at an all-time high so I started talking dirty to her.

"Oh yeah cum for me, you love my cock don't you, your my dirty little slut aren't you"

"OH YEAH I'M YOUR SLUT OH FUCK YEAH I LOVE YOUR BIG COCK"

"Yeah I love fucking my slut, cum for me"

"OH MY GOD I'M GONNA CUM OH FUCK YEAH I'M CUMMING"

She started screaming really loud and her whole body started spasming and her pussy walls clenched around my cock. She eventually stopped spasming and her whole body relaxed and she was gasping for breath.

"Oh my god Alex that was amazing, I haven't felt that good in ages"

"Good I'm glad I could satisfy you"

"Oh you did that and so much more"

She then pulled me into a long passionate kiss.

"Well you've cum I think it's my turn now" I said.

"I think your right" She said with a cheeky giggle.

I started thrusting again until I was pounding into her faster than ever before. She was moaning again and I could feel the cum rising from my balls.

"Oh Jess it feels so good inside you oh I'm so close"

"OH YEAH CUM FOR ME BABY GIVE ME YOUR SPUNK"

"Oh Jess I'm so close can I cum in you?"

"Yeah it's ok I'm on the pill CUM IN ME BABY"

"OH YEAH OH JESS I'M GONNA CUM OH I'M CU....I'M CUMMING"

I then shot spurt after spurt of thick cum into her hot pussy and it was the best feeling I have ever felt. After I stopped cumming I collapsed on top of her with my face in between her great tits with my cock still inside her. After a while I pulled out and lay down next to her and she laid her head on my chest.

"Jess that the best experience of my life thank you"

"You are very welcome stud"

"I can't believe this actually happened" I said.

"Well it did and I have to say you were incredible"

"Really?" I said.

"Oh yeah I haven't cum that hard in years"

"You look so sexy" I said smiling at her.

"Thank you so do you and can please do me a favour?"

"Of course what is it?" I said.

"Please don't tell your mum about this I don't want her to hate me"

"You don't have to worry I won't say anything"

"Thank you" She said.

We lay there together in a comfortable silence for a while and we eventually fell asleep naked in each other's arms.