#Cheating #Mature #Teen
I’d been happy with my teenage sex life with my girlfriend, even though my first time was with an older cousin, I loved that her and I were exploring and discovering what good sex was all about.
Being young and carefree I unfortunately wasn’t faithful.
Any opportunity came up to have sex, I was up for it. The first time was with a girl 4 years older, the next was 3 years older but then things changed.
I used to get the train to work and home everyday. I’d hardly ever get the same carriage until I met Olive. I have no idea what made her so different to the countless other females on the train, but she looked up at me and gave me a smile and a look that just affected me. Then I noticed her big titties and I felt something I’d never felt before.
Olive was not young. There was something I found different about her. Sitting in the train it was not easy for me to keep my eyes off her and it seemed every time I’d look at her, she’d look up and see me looking, then smile.
It was a forty minute train ride for me and to my surprise, she got off the train, the stop before me.
This time, I noted which carriage I was on and on the way home I got on the same one, hoping she’d be on it as well.
I can’t express how disappointed I was when I didn’t see her get on.
I sat on the train with a mental picture of her, remembering the way she smiled, and the look she gave me. The image burnt into my memory was of a lady, maybe around 5′ 6″, 50 to 55 kg, shoulder length, thick blonde hair. She wasn’t a slim woman, but not fat but a solid build but her breasts, wow. They were big but not too big. I think that is what caught my eye at first then her smile. She was dressed in a red knee length skirt with stocking, which at the time surprised me as it was a warm day. Her top was a red floral blouse and if I got the chance, I could make out a red bra underneath.
She looked elegant, not what I’d normally be attracted to, beside her age.
I was staring into thin air when, not paying much attention to anything in particular when the train arrived at Central station, which is where all the train lines converge.
I looked towards the open door and who should I see, looking right at me and her smile just kept getting bigger.
Unfortunately the seats near me had been taken and she had to sit a couple of rows Infront of me.
My heart was beating fast, I felt a little freaked out that an older lady could have that much of an effect on me. One thing I’d failed to mention was how hard my cock had become. She was definately getting inside my head, and I liked it.
A seat finally became free but I only had three stops before I got off. I couldn’t see the point of trying to get her to move, I gave up and had to wait until tomorrow to see how things progressed.
I made sure I was one of the first on the 7:35 train, at the same door to the same carriage as yesterday.
To my delight she was there, and looking radiant. She was wearing a green floral, sleeveless dress that really showed off her cleavage. Her necklace was contrasting her dress, it was red and black stones and the end of it sat nicely between her boobs, drawing my attention to them even more.Her smile when I got on the train, lit up the carriage. She shuffled over in her seat, which by the looks she had been saving for me, then gestured with her eyes for me to sit next to her.
She smiled, “Hello young man, my name’s Olive, very nice to meet you,” she said offering me her hand to shake. I took her hand and she felt so soft, her perfume smelt wonderful, her eyes sparkled.
“It’s very nice to meet you,” I said looking into her green eyes. “And it’s a real pleasure meeting you.” I said. I was lost for words, at nineteen years old, I’d never had a situation like this and I was unsure how to handle the situation.
“Ive seen you a couple of times, you kind of caught my eye and I was hopeful you had seen me as well.” She said in a gentle soft and slightly sensual voice. She put her hand on my leg and gently squeezed, screwing up her nose as she did in a playful manner.
“To be honest, I noticed you for the first time yesterday, and I have to say you look gorgeous,” I felt myself go red saying something like that so soon after meeting her, it wasn’t my usual way to talk. I had always been a quiet more introverted kind.
Our conversation the rest of the journey was finding out more about each other and she told me she was in a loveless marriage but wasn’t looking to leave him. She gave me her work phone number and the best times to call already written on a note.
As she was getting ready to get off the train, she leaned over and kissed me on the lips, closing her eyes as she moved her face away from mine,
“Mmm, much better than I’d expected,” she said with a big grin.
“Please call me.” She said as she got off.
I was super excited and it was very evident and watching her walk to the door way, the way she moved her hips, ‘WOW’ if she was intending to get my attention, it certainly worked.
I looked at the note she’d handed me, it was in the nicest handwriting with two little love hearts drawn in red. The times she’d suggested to call were perfect. I could hardly wait to ring her.
My morning was quiet, it made wait to ring her very slow, but I was sitting by the phone and at exactly 10:10 am, I dialed the number, the phone rang once and the sweet sound of her voice was on the other end, making me smile and my cock stir.
“Hello, Olive speaking.”
“Hi Olive, it’s Jack, I hope it’s ok for me to call so soon?”
“Oh it’s more than OK, I’ve been hoping you would to be honest, and I’ve been really looking forward to hearing your voice.” I felt myself blush a little, I wasn’t used to the feelings I was having, or anybody talking to me so nicely, not even my girlfriend.
“I couldn’t wait to ring, and now I don’t really know what to say,”
“It’s OK sweetie, I’m feeling a little the same, but the fact you did call, well it means a lot to me, you can’t imagine how I’m feeling right now,”
“Well try to tell me,” I said, hoping she was having the same feelings as I had.
“Ok, well I am going to be upfront and honest, and I would like you to be the same with me,” she said.
“Of course, I think that is the best way,”
“I can’t help the feelings Ng’s I’ve been having with you, you make me so horny,” she said “there, I’ve said it,” she chuckled, “I hope I haven’t embarrassed myself now.”
“Not at all, I appreciate your honesty and I have the same feelings about you.”
“But I’m so much older than you, actually my youngest daughter is two years older than you,”
“I can’t explain it either, but the moment I saw you on the train, I felt something right away, then your smile just melted my heart.”
“Oh my god Jack, you are so sweet, and you just gave me tingles right through my body, and guess where they stopped?” She chuckled. “You make me feel like a school girl again.”
“Doesn’t it bother you that I’m so much younger, I know your being older, well I find it rather exciting.”
“Ok Jack, I’m going to be upfront and honest, is it ok, you won’t run away on me?”
“No I prefer it that way.”
“I haven’t had any form of physical contact with anyone for a couple of years, and I can’t wait to get you into bed and just to cuddle you but it wouldn’t stop there, would that bother you?”
“Bother me, I can’t wait, but how can we make that happen, you’re married and I love with my parent’s and sister?”
“I have a unit I stay at from time to time, it’s my retirement plan, and hubby doesn’t have a key.” She said, her voice had a note of excitement. “So how does that sound to you young man?”
“Um, I don’t know what to say.” I was slightly intimidated, but very excited.
“Can you talk freely?”
“Yes,”
“What was it about me that got your attention, and be honest,”
“OK the first thing I noticed about you was your wonderful smile closely followed by your boobs,”
“I want to show them to you, to have your hands touch them, to feel my nipples and suck on them as if you were feeding off them, oh god you are getting me so fucking horny Jack, is your cock hard?”
I’d never had a conversation with anyone like this before,
“Oh god yeah, I feel like going for a wank right now.”
“Mmm, I’d love to watch you do that Jack sweetie, will you do that in front of me some time?”
“As long as you finger your cunt at the same time,”
“Oh my god yes baby, I can see we are going to have so much fun together, but now my panties are so wet and I need to get back to work and keep my mind on my job, please ring me at 12:10 Jack, I’ll be waiting to hear your voice.”
She hung up.
I sat there smiling, the phone still in my hand, trying to take in what had just taken place.
I wanted to go and pull my dick to release some pressure off my full balls, but I had too much to do, so I walked gingerly for a few minutes, avoiding others who my notice my pants tenting.
Lunch time came around and I found a phone in a quiet area where I knew I wouldn’t be disturbed.
I dialed Olive’s number and the phone didn’t even ring on my end and I heard her soft lovely voice.
“Hi baby,” she answered.
“Wow, you answer the phone like that all the time?” We both laughed.
“No, but I know you are feeling just like me and would ring right on time.”
“Yes, you certainly have had an amazing effect on me.”
“Oh baby wait until you see me naked, hopefully you will like what I have in mind,”
“I have a feeling we are going to get on just fine and have a lot of fun, but I’m not very experienced so you might have to be patient with me.”
“I can’t wait, and I’m excited about teaching you how I like to be pleased, and maybe your girlfriend might get some advantage of what we do, but who knows, maybe it’s you who will be the teacher.”
“I hate to sound impatient but have you got any idea when we can meet up?” I asked nervously.
“Well, I’m free anytime, I can even have a day or two off work, but it’s really up to you, so when are you available?” I thought for a second, not wanting to sound so impatient.
“Is tonight possible?”
“Oh god yes baby, I was so hoping you would say that, tonight is perfect, but did you want to stay the night or just drop in for a couple of hours?”
“I can do either, what is your preference, would you like to just make it a visit first up.”
“No, I’d prefer you plan to stay the night if you can but we can leave it so if it gets too much you can always go early if things aren’t to either our liking, but please just be honest and talk openly with me please, or it can’t work properly.”
“I agree, no secrets, and if either does or says anything we don’t like we have to say so.”
“Oh Jack baby, it’s so good to hear you say that, I agree totally, but I have a feeling we will get on just fine.”
“You know what, I agree, I think we were meant to meet at this point in our lives.”
“I have to ask you something important though.” She said sounding very serious.
“What is it?”
“We need to keep this strictly between the two of us, please can I ask you not to tell anyone about what is going on between us, and especially where we meet.”
“Of course, you have my word,”
“Thank you, it’s really important nobody finds out about us.”
“I agree, my girlfriend just wouldn’t understand,”
“Haha, I’m sure she wouldn’t, ok so we’re agreeable, thank you so much,”
We spoke a little longer and she gave me the address where we were going to meet at 630 that evening. She also said she’d be leaving work early so wouldn’t be on the train.
🔞 Sexstories.top 🔥 Sex Stories – Roleplay, Erotic Stories, Adult Stories 🕹️
#Cheating #Mature #Teen