This began in my early 20s, I'd always had a crush on my friend Sean's mum, Jill. She was a hairdresser so has always cut my hair. I was back home from uni for the weekend, I wasn't seeing Lucy or Daniela that weekend which I was pretty bummed about, although it had been a while since I'd caught up with Sean. We were going to go to the bar and meet up with other friends to watch the game. I'd messaged Sean earlier in the week to see if Jill could do my hair. I turned up at Sean's, he let me in and too, me through to the kitchen. Jill was there cooking so much hotter than I even remembered, it had been a while since I'd saw her. She was 41, long black hair, about 5ft3, her tits looked bigger than I remembered. Jill and her husband divorced last year after he cheated on her, Jill got quite a lot in the divorce.
She stood there in a black top, made tighter by her big tits, quite low cut, showing some cleavage, also in a pair of tight jeans which hugged her curves.
"Hiiiiii Ross! It's so good to see you!" Jill said excitedly as she came over and gave me a kiss on the cheek and a big hug. I put my hands on her back, I could feel her tits press against me.
"You look great" I said
"Thanks, I treated myself to a couple of things after the divorce" she said as she looked down at her tits.
I laughed awkwardly.
"For god sake mum!" Sean said embarrassingly
"I'm constantly at the gym too" Jill said.
Sean's phone went off, "it's a message from one of the guys, his cars broke down. I'll go and help him out you ok here and I'll meet you at the bar?"
"Sure, I'll get my hair done, give it a wash then meet you. Keep me posted." I said.
I sat down in the chair and Jill set to work, we had the usual small talk. She kept bending over and I could see straight down her top, it was a challenge to keep listening to her with that as my view.
"How you feeling now the divorce and everything is sorted?" I asked.
"I feel amazing, I've got a lot more confidence, especially after being at the gym. I feel like, what is it you guys say....a MILF?" Jill said.
"You really do, you look incredible" I accidentally blurted out, my face instantly went red.
Jill laughed "you're so cute, I've always known you had a crush on me anyway" she dropped the comb onto me, she went to grab it, it fell just as she went to grab it and she accidentally felt my hard cock through the cloak and my jeans. Jill giggled "You really do have a crush on me. That's you finished, you can go and wash it in our shower"
I went and washed my hair, came back in with my tshirt in hand, rubbing my hair dry with the towel. "That's much better, thanks" Jill had her back to me, she was still tidying up, her ass looked amazing in her jeans. She turned around,
"You know it's never a prob.......wow! You've certainly grown up" Jill said as I caught her checking out my abs. She walked up to me, put her hands on my abs, the next thing I know, she gives me a kiss on the lips.
"Lets see how big a crush on me you have" Jill said as she knelt to the floor, unzipped my jeans and pulled my cock out. "You've always been the hottest of Sean's friends, but I didn't know you were hiding this!" Jill said as she softly stroked my cock. "Have you ever fantasised about having your cock in my mouth?"
"So many times!" I replied nervously, trying to take in what was actually happening. Jill then licked the tip of my cock as she looked up at me before taking it all in my mouth. Her mouth felt warm, her tongue licking the base of my cock as she worked her way up and down it. "I like the taste of your cock. How about we move to somewhere more comfortable and have more fun?" Jill suggested.
I didn't know if I could do this to Sean, but I'd always fantasised about Jill. He was out anyway and wouldn't be back. Next thing I know, Jill has a hold of my cock and is leading me to her bedroom
She stood there in a black top, made tighter by her big tits, quite low cut, showing some cleavage, also in a pair of tight jeans which hugged her curves.
"Hiiiiii Ross! It's so good to see you!" Jill said excitedly as she came over and gave me a kiss on the cheek and a big hug. I put my hands on her back, I could feel her tits press against me.
"You look great" I said
"Thanks, I treated myself to a couple of things after the divorce" she said as she looked down at her tits.
I laughed awkwardly.
"For god sake mum!" Sean said embarrassingly
"I'm constantly at the gym too" Jill said.
Sean's phone went off, "it's a message from one of the guys, his cars broke down. I'll go and help him out you ok here and I'll meet you at the bar?"
"Sure, I'll get my hair done, give it a wash then meet you. Keep me posted." I said.
I sat down in the chair and Jill set to work, we had the usual small talk. She kept bending over and I could see straight down her top, it was a challenge to keep listening to her with that as my view.
"How you feeling now the divorce and everything is sorted?" I asked.
"I feel amazing, I've got a lot more confidence, especially after being at the gym. I feel like, what is it you guys say....a MILF?" Jill said.
"You really do, you look incredible" I accidentally blurted out, my face instantly went red.
Jill laughed "you're so cute, I've always known you had a crush on me anyway" she dropped the comb onto me, she went to grab it, it fell just as she went to grab it and she accidentally felt my hard cock through the cloak and my jeans. Jill giggled "You really do have a crush on me. That's you finished, you can go and wash it in our shower"
I went and washed my hair, came back in with my tshirt in hand, rubbing my hair dry with the towel. "That's much better, thanks" Jill had her back to me, she was still tidying up, her ass looked amazing in her jeans. She turned around,
"You know it's never a prob.......wow! You've certainly grown up" Jill said as I caught her checking out my abs. She walked up to me, put her hands on my abs, the next thing I know, she gives me a kiss on the lips.
"Lets see how big a crush on me you have" Jill said as she knelt to the floor, unzipped my jeans and pulled my cock out. "You've always been the hottest of Sean's friends, but I didn't know you were hiding this!" Jill said as she softly stroked my cock. "Have you ever fantasised about having your cock in my mouth?"
"So many times!" I replied nervously, trying to take in what was actually happening. Jill then licked the tip of my cock as she looked up at me before taking it all in my mouth. Her mouth felt warm, her tongue licking the base of my cock as she worked her way up and down it. "I like the taste of your cock. How about we move to somewhere more comfortable and have more fun?" Jill suggested.
I didn't know if I could do this to Sean, but I'd always fantasised about Jill. He was out anyway and wouldn't be back. Next thing I know, Jill has a hold of my cock and is leading me to her bedroom
