Imogen is my best friend’s younger sister. I have known her for fifty years, since she was about eight years old. She was always Harris’s little sister, somewhat bratty, and to be honest, a bit of a pain in the arse when she was a kid, as little sisters can be.

Over the years, Harris and I saw each other on a sporadic basis, with work and other commitments resulting in long periods where our relationship became dormant.

Over the same period, Imogen grew up, got married, but subsequently divorced after many years. From all accounts I've heard, her husband was a grifter, with Imogen bearing the financial burden of the marriage. They never had any kids, and Imogen moved out into her own flat.

I reconnected with Harris a few years ago, and in doing so, I got reacquainted with Imogen, whom I hadn’t seen for quite some time. She is a beautiful woman in her late fifties, with long hair, a slim figure, and large, beautiful breasts. I don’t know what cup she is, as with most blokes, size appreciation is in the eye of the beholder.

Harris also got divorced and has quite a close relationship with Imogen. They regularly meet up, and either go to a restaurant, or Imogen makes something at her flat. As I was back on the scene, they included me in this, and because they are brother and sister, I didn’t feel like an intrusive spare part.

We had arranged one of our regular meals, this time at Imogen’s flat. I spruced up and brought a bottle of wine, looking forward to a pleasant evening with my friend and his sister.

I knocked on Imogen’s door, and she invited me in. She looked gorgeous, dressed in a white button-up blouse and a thigh-length skirt, and her cleavage was very visible. I sat on the sofa, and she parked herself on one of the matching chairs.

We were chatting amicably, waiting for Harris to turn up. At that point, Imogen’s phone rang. “Hi Harris…oh shame, can’t be helped. Next time. Yes, he’s here…yes, ok I’ll tell him.”

While Imogen was talking on the phone, my eyes were drawn to her beautiful breasts. She hung up and was about to relay what Harris told her when she spied me looking. Shit! Busted!

I turned red and clumsily started saying, “I’m, I am so sorry, Imogen, that was inappropriate.”

Expecting to be berated, Imogen instead smirked and said, “Don’t worry about it…but do you like what you see?”

A bit taken aback, I said, “Y-yes, yes, I do.”

She then stood up and, in a sultrier voice, said, “Would you like to see more?”

She slowly walked across, and I said, “Yes, I would. You are a very beautiful woman.”

She had already started unbuttoning her blouse and slowly walked towards the sofa I was sitting on. She removed her blouse and sat next to me, wearing just a skirt, panties, and a bra. She leaned into me and said, “Be a darling and unhook me at the back.”

My breathing had started to become heavier, and I was wondering where this would go. Up to now, Imogen was my friend’s younger sister, and I hadn’t considered her in any erotic manner, but she was driving this, so I was happy to be led.

I unhooked her bra at the back, and she slowly let the shoulder straps drop, and then, facing me, pulled the cups off, exposing her naked breasts for me to see. Fuck! They were gorgeous, quite large, and with long nipples, which appeared to be erect. My cock was now reacting to this, which Imogen noticed and smiled.

She said, “Would you like to touch them?” There was nothing more I would love to do than touch those lovely orbs, but I had a pang of guilt.

This was my friend’s sister, and I said, “Imogen, do you think this is a good idea? You’re Harris’s little sister.”

She pondered and then said, “We’ve known each other for about fifty years, and yes, I was that bratty little sister, but now I’m fifty-eight years old. If I had any children or grandchildren, some might see me as a MILF or even a GILF. We are both adults, actually mature adults, might be a better description, so what we do is up to us and nobody else’s business.”

That settled it, and any doubts I had evaporated. I tentatively brought my hands up to feel her tits. They were soft, warm, and oh so perfect. As I caressed them, Imogen’s breathing got heavier. She said, “Play with my nipples, they need some attention.”

Imogen’s nipples were long and erect, and I decided to suck one of them while pinching the other between my thumb and forefinger. She let out a low moan, which just encouraged me to continue. I alternated sucking and pinching her nipples, which seemed to make them even harder, and her low moaning started to increase in volume.

After a few minutes of this, Imogen pushed me onto the sofa, and her hand reached down to my crotch. She massaged my ever-stiffening bulge, and then unzipped me. Her hand reached into my pants, her fingers finding my blood-engorged cock. She wrapped her fingers around it and whispered in my ear, “My, that feels good.” She wasn’t wrong there, as I was half paralysed in pleasure.

I decided to reciprocate, and sitting up, my hand made its way under her skirt onto her inner thigh. My fingers traced the hem of her panties and then slid underneath. Imogen opened her legs to give me access. My fingers moved down her bald mound and discovered the wet folds of her pussy.

So, there we were, slowly masturbating each other, not in any hurry, but the inevitable buildup was happening. Imogen said, “We should lose our clothes.” She unzipped her skirt, which fell to the floor, and was about to lower her panties.

I said, “Please let me do that.” I put my face right next to her panties and slowly pulled them down. I smelt her muskiness and arousal, which I found intoxicating.

I lost my clothing and gently laid her down on the sofa. I so wanted to feast on her pussy, which she sensed, and opened her legs, inviting me in.

I gently parted her lips and, using long, gentle licks, worked from the bottom to the top. At the entrance to her pussy, I pushed my tongue in as far as it would go, tasting her saltiness, with my nose buried in her lips. I licked my right-hand forefinger and placed it on her starfish, testing to see if I should go any further. She didn’t remove it, so I played around with her anus while licking her pussy. God, it was so erotic!

Imogen was mewling at this point, so I extracted my tongue and started finger fucking her with two fingers. I used the ‘come hither’ action inside her pussy, and attacked her clit with my tongue. She exploded and wailed, clamping my head between her legs in the process.

I was so excited, I thought I might spontaneously cum all over her sofa and floor. When she calmed, I raised my head, and she dreamily looked at me and mouthed “Thank you, thank you, thank you.” I was feeling really proud of myself, having given this beautiful woman sexual gratification and making her cum.

Imogen wasn’t done, though, and I definitely wasn’t! She stood up, took my hand, and made me stand up. We were both stark naked, and we embraced. My rock-hard cock was pressed against her tummy as she held me, and whispered in my ear, “Let’s take this upstairs.”

She led the way, which gave me the perfect opportunity to check out her arse as she walked up. I was like a puppy chasing a ball, and probably sounded like one since I was panting a little.

Her bedroom was very feminine, with a king-size bed, soft drapes, and a subtle perfumery scent was evident.

We embraced again, and this time we passionately kissed with an urgency as if we couldn’t get enough of each other. Her tits pressing onto my chest felt wonderful, and I softly grabbed hold of her arse cheeks and massaged them. Tits pressing on me, and massaging a beautiful lady’s arse. Does life get any better?

Imogen pulled me onto her bed and lay me on my back. She then gently rubbed her fingers back and forth over my balls and cock. I was in a sensory daze, relishing her touches, wishing this evening would never stop. She then shuffled down, wrapped her lips around my cock, and sucked. Her tongue did a double action of swirling around my circumcised mushroom head, and giving long licks from the bottom of my shaft to the sensitive spot just below the cockhead on the underside. It felt so good!

Imogen didn’t do this for very long, because she wanted to be fucked. She came up to my head and said softly in my ear, “I want your cock inside me, and I want you to fuck my brains out. I want your spunk to fill my cunt.” Mature women know what they want, and they know how to deliver a fantastic experience.

She wanted me to impale her missionary style, so I got between her legs and used my elbows to support my weight. My granite cock was nuzzling against her very wet entrance, and I pushed.

Fucking hell! The feeling was exquisite, my cock tunnelling through her love muscle, warm, wet, and making obscene slushy noises. Even though Imogen is in her late fifties, her pussy is still very pliant, and her grip on my cock was sooo good!

Imogen’s eyes were closed, but she was gasping and making unintelligible noises as I thrust in and out of her, and her hand was dizzily rubbing her clit. She wrapped her legs around my back and said, “Go harder.” I did go harder, but I am not in my twenties anymore, so I got a real workout, but a fantastically erotic workout.

We were both approaching our peak, and I wanted her to go over the edge first. She shrieked, and her body tensed up as her pussy spasmed around my cock. This sent me over, and my cock pulsed and spurted. Pulse…spurt…pulse…spurt…pulse…spurt. What a fantastic evening this was, fucking Imogen, making her cum, and shooting copious amounts of spunk into her cunt.

I rolled off her, and we just lay there in the afterglow and a tangle of limbs, both completely sated, revelling in the mixed juices of our tryst. After a short while, she sat up and said, “Fuck, I’ve got to cook!” I told her not to bother, and we ordered takeaway instead.

We agreed that we should keep this to ourselves. I didn’t want the awkwardness that would follow if Harris found out.

Imogen and I have hooked up a few times now, including the use of hotels, but obviously we’ve had to be careful, and, touch wood, it’s a secret that’s remained between us.