My name is Martin and this story is based on my first mature sexual experience at age 18, my 1st ever mature, and it involved my 38 year old neighbour, Jenny, or Miss Collins, a single, divorced that lived next door, she had no kids, and was a teacher at the local school.
It was a week day during college summer break, I had been out that morning playing football with my mates in the park, I was wearing my football shirt, shorts and trainers, and the day started off nice, warm and sunny, but late morning dark clouds appeared quickly and suddenly it started raining very heavily, we called off the game and all went home.
I raced home but got absolutely soaked on the way, and when I got home I realised the key wasn't in its normal hiding place. The whole house, all the doors and windows were shut and locked, and my parents were at work because it was a weekday and must have forgotten to leave the key, as we had been out since 7am down the park, they must have thought I was still in bed, “Shit!” I shouted out loudly, realising I was now stuck outside in the pouring rain.
Jenny must have heard me shouting and she came outside with an umbrella, “Martin? – are you locked out, love?” she asked.
“Yeah. They've gone to work and forgot to leave me the key.” I replied.
“Well come on inside here quickly. You can dry off here till they come home” She said, inviting me into her home.
We went inside and she closed the door, clicking the lock in place, we stood in her hallway, I was completely soaked and dripping all over her carpet, she shook her umbrella then placed it down by her coats, “Oh dear, look at you, you’re absolutely drenched Go in to the kitchen, I’ll get you a towel.” She said,
I went in to her kitchen and just stood there waiting for her to come back, I’d never been in her house before, it was done up really nice and posh, she came back and gave me a big towel and I used it to dry my hair, my arms and my legs, she gave me a chocolate biscuit and made me a hot drink.
She noticed my football kit was still wet, and she chuckled lightly, “Oh you’re still soaked. You can’t keep those on, love. Let me try to find you something to wear…” she said, then she went upstairs and came back down a minute later and handed me her bath robe, “…I don’t have anything suitable for you to wear. I threw my ex-husbands clothes out months ago. But this should be alright, go take those wet clothes off and I’ll put them in my dryer for you.” She said,
I went upstairs in to the bathroom and took my shorts and shirt off, even my boxers and socks, and I put on the robe, which felt strange because it was clearly a girls robe, and only went down to my knees, then I went downstairs and gave her my clothes and we sat and talked in the kitchen a bit longer.
Jenny was quite attractive for a woman that was almost the same age as my Mom, she was a brunette, with brown eyes, well kept figure, nice and slim, everything still perky and firm, she was wearing a white low cut blouse and tight blue jeans that day, I could see her nipples through her top and her cleavage every time she bent forward, which was nice to look at, especially at my age.
Obviously I looked every chance I got while trying not to make it obvious that I was looking, but she caught me looking.
“Martin…” she said, looking shocked at me, “…we’re you looking at my chest?” she asked.
“..No.” I replied, feeling nervous.
“I think you were.” She said, with a grin on her face.
I panicked, “I wasn’t. I swear. I didn’t look.” I replied, my heart was racing.
She laughed, “It’s alright, Martin, in fact I’m rather flattered.” She said,
“Really?” I asked.
“It’s been a while since anyone has looked at me that way. Don’t worry, I won’t tell anyone. It’ll be our little secret.” She said, placing her hand on my knee, and I smiled, “Cool.” I replied.
We went back to having our hot drinks, sitting on stools at the kitchen breakfast counter, suddenly her hand started to rub my upper leg, “So, Martin, tell me, do you have a girlfriend?” she asked.
“Uhm No.” I replied, wondering why she was rubbing my leg.
“Really…” she replied, then her hand started to go a bit further up touching my thigh, “…have you ever kissed a girl?” she asked.
“Yeah, of course I have. And maybe more” I replied.
“Have you ever had a real woman, Martin?” she asked, which took me by surprise, but before I could answer her she moved her hand up my leg, all the way under the bottom of the robe and she touched my balls, making me almost spill my drink as I flinched, “Oh!”
I looked at her, nervous, confused, and getting very quickly turned on, as soon as her fingers grazed my balls my cock started hardening.
“Well…have you, Martin?” she asked again.
I nodded and shuffled in my seat, “No.” I replied.
She looked at me seductively, pouting her lips, “Oh.” She said, then she held on to my cock and began to stroke it with her fingers and thumb, “That’s such a shame. A beautiful boy like you should experience a real lady once in their life.” She said,
“I am though.” I replied, I didn’t know why I was telling that, it was a personal question, I just blurted it out for some reason.
My cock was now at full erection, and she’d loosened the robe and parted it open a bit, enough to see my cock and balls, and she was slowly jerking me off, “That’s a lovely cock…” she said, then she slid off her stool and knelt on the floor in front of me, “…and it’s so smooth, I wonder how it tastes.” She said, then I held my breath when she leaned forward and plunged her mouth down around my cock, “Oh fuck.” I gasped.
“Mmmm – Mmm.” She hummed as she sucked it.
“Oh my god” I gasped repeatedly, in disbelief at what was happening, but enjoying it immensely,
A minute later, definitely not longer, maybe less, I nutted straight in to her mouth, my cock swelled at twitched as she held my tip between her soft wet lips, and I shot my load in to her mouth, and she just let it flow, “Mmm – Mmmmm.” She hummed, and the vibrations of her humming just made me squirt more.
When the cum stopped flowing she pulled her mouth off my cock, it flopped down over my balls, and she licked her lips and swallowed, then smiled and laughed joyfully, “Well, that was fast. You must have enjoyed that” She said,
“Sorry too excited.” I replied, thinking I’d done wrong, feeling a bit embarrassed about it.
“Don’t be sorry, darling, that was the sweetest cum I’ve tasted in years.” She replied.
Then she stood up and she removed her blouse, exposing her big round perfect breasts, I couldn’t keep my eyes off them, “Tell me something, Martin…” she said, as she fondled her own breasts teasingly, “…would you like to fuck me?” she asked.
I smiled, it was like all my dirty dreams came true, all my birthdays and Christmases came along at once, I nodded, “Yes.” I replied, “Yes please.”
She stepped back and held out her hand, “Lets go upstairs to my bedroom.” She said, I took her hand and we went upstairs, the robe was still open and my limp cock was dripping a little cum on the carpet as we went up the stairs.
We in walked to her bedroom holding hands, she was acting like a giddy school girl, then she playfully pushed me on to her bed and then continued to strip while I watched, she took her tight jeans off revealing white lace panties, I could see the crack of her pussy through the fabric, her fingers clung to the elastic of her panties, “Are you ready?” she asked.
I sat up and nodded.
Then she slowly pushed her panties down her legs, bending over as she did it, her perfect round breasts clung firm to her chest, she lifted her feet out of her panties and then slowly stood up straight, and I saw her fully naked, she had a perfectly manicured pussy, not bald, just a slither of hair above her clitoris, it was ‘tidy’ and the first pussy I’d ever seen like that, the last few were all bushy , and my cock became instantly erect again.
She walked towards the bed and then got on to it and straddled herself over me on her knees, I looked her up and down, she was so sexy, even for a woman her age, she had a perfect body, every boys dream, I reached up and grabbed her breasts, they were so firm and bouncy, “Wow.” I gasped.
“You like those?” she asked.
“Yes.” I replied.
She leaned down and gave me a long kiss, her hair fell around my face, then she sat back up and gripped my cock, stroked it a few times and then pushed herself up on her knees, moving over it, guiding my cock between her legs, I remember the feeling well as she rubbed my tip in the wet crack of her pussy, then she lowered a little and my cock began to sink into her soft folds,
When my cock was wedged in place she put her hands flat on my stomach and began to slowly bounce on the tip of my cock, and gradually her pussy opened and slowly swallowed my tip, I felt it get warm and wet and a tightness around it, I was expecting it to be a lot more loose than it was as my cock continued to slowly slid inside of her, I could feel her inner walls rubbing all around my cock, it was like a thousand set of lips sucking my cock all at once.
“Mmm, Uh…” she moaned, “…Ooh Martin. That feels amazing”
Suddenly she started bouncing faster and harder, and rocking her hips back and forth, it was the most amazing feeling, she was riding my cock, I was having sex with the mature lady nextdoor and it was fucking awesome.
I think I moaned more than she did,
“Uh – Uh – Mm – Uh – Fuck me, Martin – Uh – Uh – Fuck me.”
I held on to her hips and her butt cheeks, squeezing them as she rode me, faster now, and my cock almost completely swallowed by her pussy, her ass was slamming down on to my balls, “OOooooaah!” and she was rocking herself back and forth on my cock so fast and hard at one point I honestly thought she was going to snap my cock off.
It was the longest and BEST 20 minutes of my life, then I came, several pulsating shots, a heavy load inside her,
“Yes…” she laughed, “…give it to me, Martin, put a baby in me.”
I can’t even begin to describe to you how incredibly good it felt to cum inside her pussy, it was my first time bareback, always with rubbers with the 2 previous girls from college, It felt like I had died and gone to heaven as my balls emptied into her, i could feel the cum running out down my shaft and along my ball sack,
She pushed herself off my cock and then bounced on to her back to lay beside me, and we laughed and smiled at each other having had a great time.
After a quick 2 hr rest, I woke back up my cock started hardening again because she wouldn’t stop fiddling about with it, I was still a little sore and raw but she invited me to fuck again, this time I was on top and in control, it was exhausting but I did it, I fucked her missionary style with my head in her breasts, pounding her pussy as hard as I could until I filled her again this time not a lot as she had nearly drained my sack.
We continued to fool around and fuck a couple more times that week, it was the best day of my life, still is if I’m honest.
We didn’t end up having a naughty secret affair or anything like that, she just let me pop round every now and then for a good fuck, and Miss Collins was basically my cum dump until I was 20 and I met a girl my own age, and later married Sue and we later had lots of fun bur there all different times and stories.
She still lives next door to my parents, in her mid 70`s now we say “Hi” whenever we see each other, but that’s as far as it goes now, but she will always be my first mature and bare fun lady, she will always probably be the best sex I ever had.
My teenage years were incredible.
I'm always looking for new fun, I'm now a 50 yr old widower after loosing my late wife Sue back in 2018 to ovarian cancer, If you would like a straight, mature guy to help in your adventures any age drop me a DM on here and lets have a chat. I'm based in the midlands (Coventry) but can travel for the right people
