In For A Penny (FF)
By: Date: May 24, 2023 Categories: Sex stories, and erotic novels Tags: , , , , ,

Maybe I should start by saying that writing this sort of stuff doesn’t come
easy to me. Just making a contribution to an erotic archive, let alone
heading a story with the dread letters “FF”, is not the Sam I’ve known/been
all my life.

I’ve had a quiet time, really. Dull childhood. A little repressed, maybe.
Never, for some reason, quite as fussed about dating boys as most of my
classmates. I had offers, sure, but I wasn’t bothered, that was the thing.
Tho’ I should make it clear, in my story headed “FF”, that doesn’t mean that
I ever, once, thought about girls. Sure, there are all the tales above and
below this one about sleepovers turned into orgies, and endless shower room
fantasies. Well, not for me. Not once, ever.

When I was sixteen I started dating Bradley, and after about six months we
had sex, the earth didn’t move but no-one told me it should. And in due
course we got married but haven’t have kids because Brad doesn’t want them.
Yet. That yet has lasted eight years so far, and I’m kind of giving up hope.
Of course I could miss a pill, but that isn’t the Sam I know either. I guess
I’ve given you enough of a picture of my marriage.

Through thick and thin my best friend has been Cassie. We started as
roommates at college, and pretty much since then I’ve loved her very dearly.
As a friend. Is it Cassie, you’re wondering? Is the second F Sam’s friend
Cassie? (I think you may be being a little presumptuous thinking I’m the
first F).

We’re very different, which I think makes a lot of strong friendships.
Funnily enough, we look different, as well as being it. I’m tall, slim, dark
hair, and quiet. Cassie is shorter, quite a full figure, with beautiful
straw blonde hair. (And the fact I’ve always thought her hair was beautiful
doesn’t mean I’ve always had the hots for her. It means I’ve always liked
her hair. Get used to it). She’s also got the kind of personality people
call “bubbly”. That means fun, not irritating. Because she’s blonde and fun
Cassie gets lots of attention from men. Not that she ever seems to want to
settle down with one. About six months seems to be her limit.

Recently, Cassie seemed to have more time on her hands, and we found
ourselves doing more and more together. It started off with going out
drinking, but then Cassie went on a health kick. Insisted we start doing
more sport together. At first it was tennis, but then when fall closed in we
moved onto aerobics. Hell that was tiring.

So now you get your first shower room scene. (Okay, so it is Cassie and me.
Satisfied? I thought not.) Only thing is, it’s the wrong way round. That is,
I was getting undressed after aerobics, my clothes literally clinging to me
with sweat. I’d turned away from Cass to take off my panties, because that’s
what modest girls are brought up to do. As I was bending over, I looked in a
mirror to my left, and I could see Cassie staring at my ass. Well that’s
what it looked like.

My immediate reaction was it didn’t feel entirely right, but then I
rationalised it and thought she was probably lost in her own thoughts
looking in the wrong direction. I forgot about it until the next week, then
as my panties were coming off it occurred to me to check in the mirror
again. Once more, it seemed Cass was taking in the curves of my butt. (I
like my butt. I’ve said I’m slim, but it’s nicely pert. Some thin girls have
a boy’s ass, but mine’s definitely a lady’s).

I felt a little uncomfortable with this attention, but still didn’t make
much of it. Women do, after all, admire other women’s bodies, without there
being a sexual element to it. And Cassie was one of the most actively
heterosexual people I knew.

There’s no doubt Cass and I were closer than ever. (And Brad and I were
further apart). Then she said a friend was lending her his beach house for a
week, why didn’t we both use it? I fancied a week of sun and sand, and of
course Brad just said “alright”. So two weeks later Cassie and I were
enjoying the sun, sipping a daiquiri on the veranda.

I won’t bore you with the first couple of days. We quickly decided that the
best place for catching the rays was on the veranda. Nice and private, with
no men to hassle us. (Cass had stated on the way down this was a male-free
week. That suited me).

Every now and then I still got the feeling that Cass was looking at me, but
I put it down to me feeling frustrated. It had been a long time since I’d
done it with Brad, and that hadn’t exactly been satisfying.

By day three, I’d managed to burn part of my back, and I was going to cover
up because I couldn’t get the tanning lotion on properly, but Cass insisted
that she could “protect me”, as she put it. So off came my t-shirt, and I
lay flat on my front in a simple blue string bikini. Cass knelt beside me. I
could just about feel her knees brushing against the side of my left thigh.

Without saying a word, she reached across and pulled the string on my bikini
top. I was quite startled, as she could easily have reached around the back
strap. Then again, it was what people did when they sunbathed. Just not me,
that was all. I felt the sides of my breasts slightly exposed, then
rationalised that the only person who could see me was Cass, and she’d seen
a lot more than that on many an occasion.

I was looking away, so the first thing I felt was Cassie’s hands on my back,
all slippery from the lotion. She started rubbing the lotion in, her
fingertips pressing gently into my flesh. It felt beautifully relaxing, and,
I have to say, totally non-sexual. It was a job that could have taken thirty
seconds, but Cassie took a lot longer. I didn’t mind, as she was effectively
giving me a very relaxing massage.

I stopped feeling relaxed when her fingers slid inside the elastic at the
top of my bikini pants. That didn’t feel right. I sat up a bit and cried out
“Cass!”. She immediately removed the offending fingers, and apologised. “I
was miles away,” she said. “I never knew it could be so nice giving a
massage.” I didn’t mention she was meant to be rubbing in tanning lotion.

We got steaming drunk that night, and the conversation turned to men, and
sex. Cassie had always refused to believe that Brad was the only man I’d
ever had, although she was ready enough to accept that we only ever had sex
in the missionary position, and that he’d never gone down on me once.
Cassie, on the other hand, seemed to have encountered all sorts of perverts
in her life, our favourite being Ass Sucker, as we called him. He used to
insist that Cass squat over him, and she had to wank him off while he licked
her asshole. I found the idea disgusting, but Cass thought he was quite
funny.

There was only one bedroom, with twin beds. Like I say, we were pretty
drunk, and when we were in bed with the lights out the conversation carried
on in the same vein. Cassie wanted to know my favourite sex acts. I didn’t
have many so I was treated to a long list of sordid things my best friend
had done. Cassie sucking two men off at the same time, Cassie giving a blow
job in a church, Cassie on all fours with a cock pounding her cunt and a
finger roughly exploring her ass. Cassie described them all quite vividly.
My main reaction was distaste, but I could also feel a light trickle between
my legs. Cassie was a beautiful woman, as I’d had ample chance to see those
past few days, and the image of her being used and abused in those ways was
inescapably horny.

It seemed to have had the same effect on Cassie, because a minute or two
after we stopped talking I heard the rustle of her sheet and a slight grunt.
Realising she’d given herself away, Cass said “I’m sorry, Sam, all that
drink and talk has got me going. Do you mind?”

In all the time we’d known each other, even when we’d shared a room at
college, I’d never “caught” Cassie masturbating. The idea of her lying only
feet away, her legs slightly splayed as her fingers worked on her cunt, had
my pulse racing even more quickly than all the things we’d talked about.
After all, they were images, this was reality, even if it was a reality I
couldn’t see in the darkness of the room.

“No,” I replied, nearly adding “go ahead” before I realised how ridiculous
it would sound. In fact I did mind a bit, because I wasn’t comfortable with
the idea of Cassie frigging next to me. But I couldn’t say that.

I heard her sheets rustle again as her fingers returned to her cunt. “You
could do it too,” she whispered. “It might be kind of fun.” In fact my hand
had, unconsciously, been moving towards my panties (I always wear panties
and a t-shirt in bed), but her suggestion made me realise we were almost
heading into troubled territory. I moved my hand back up, despite the need
between my legs. “No. Thank you,” I said, sounding ridiculous in my attempt
to keep things normal.

The next few minutes were, as the saying goes, sweet torture. Cassie’s
sheets continued to rustle, and she emitted the occasional grunt. I felt
very awkward, but at the same time the knowledge that such a beautiful
person was touching their sex like that felt electric. It didn’t take long
before the rustling quickened, and Cass moaned softly. My lovely dear friend
had masturbated to an orgasm next to me.

Minutes later I heard the soft sound of her sleeping. I didn’t dare do what
I needed to, and I barely slept at all that night.

Everything was a little strained to start off with the next day, but Cassie
acted as if nothing strange had happened, and I decided to play along with
her. In fact I wasn’t quite sure what, if anything, had happened. Maybe what
she’d done was just what friends do.

We were both feeling a little hung over from the drink, and at lunch time
Cassie suggested some more cocktails as hair of the dog. I wasn’t sure, but
as always she talked me into it. By half way through the afternoon we were
relaxed in the way only alcohol can make you. We were, once again,
sunbathing on the veranda, laying on our backs in total privacy.

“Did you mind about last night?” Cass suddenly asked.

“What? Oh no,” I lied.

“I got carried away. It felt so good Sam. I wish you’d…you know.” I knew.
But I didn’t know how to answer. “There wouldn’t be anything by it, would
there?” she continued. “It would just be a bit more horny. It was even a
turn on knowing you were listening. Do you mind?” I still couldn’t reply.
“Were you turned on? I would have been. I don’t know what’s happening to me
Sam. I’m turned on now. Are you? Do you mind?” She turned her head round to
look at me. There was an extraordinary intensity in her eyes. “Do you mind
Sam?”

There were all sorts of things I could have said, about it being wrong, or
disgusting, or more accurately that the idea I could actually see her do
what I could only hear last night made me ache with a passion I don’t think
I’d ever felt before. But all I could do was shake my head – go ahead, Cass,
masturbate in front of me.

She slipped her right hand inside her bikini bottoms. It wasn’t exactly a
full view, far from it, but I’m sure the shuffle of her fingers inside the
fabric was more erotic than a hundred blue movies. “Go on Sam,” Cass
whispered, “you too. Let’s do it together. Please, I so want you to.”

I realised then that I wanted to, too. It was wrong, it was disgusting, it
was almost lesbian, but the throb between my legs felt like an electric
current. I started to move my left hand down to my panties. Cass looked at
me, her right hand still frigging her pussy. “It’ll be so good, Sam,” she
said, “it’ll be so good.”

I slipped my hand inside the waistband. I’ve never felt so purely sexual.
Cassie’s eyes were fully upon me now, her fingers barely moving inside the
crotch of her bikini. “You look good, Sam, you look so beautiful. You are
beautiful Sam.”

The crotch of my panties was sodden. The touch of my fingers on my clit
almost made me start. I’d never been so ready for an orgasm. Inadvertently I
arched my back, thrusting my breasts up, displaying myself wantonly to my
friend.

“Let me help you Sam,” whispered Cass. She edged across the towels. Yes, I
wanted her to see my breasts. I reached behind my back and struggled with
the string. Then Cassie’s fingers joined me, and in a second my top was off.
My friend had helped to undress me. My breasts were proud now, the nipples
poking defiantly up.

Of course I should have expected it, but for some reason it came as a
surprise when Cassie moved further over and took one of my nipples into her
mouth. Before it had just about been a game, but now Cass was making love to
me. The thrills running through my tits meant I was never going to stop her.
Her mouth felt so soft, as she nursed at both my nipples. It seemed to last
for ages, as she took first one, then the other, swollen teat into the cool
wetness of her mouth.

That would have been enough for me, but then her face started to move down
my stomach.

“Cass…” I started to say.

“Sam, I want to, I so want to,” she said. She reached my panties, and I
wondered, briefly, what the hell was going on. What was I doing? But it felt
too good, and as she tugged my panties down I lifted my ass to help her.

She rested her hands on my knees, and gently spread them, exposing me in a
way I’d never been exposed before. She ran her fingers down the inside of my
thighs. I watched her blonde hair disappearing between my legs. I could feel
her breath on my exposed sex, then she was kissing my thighs, showing me a
tenderness I’d never known with Brad.

Then I felt it. Beyond words really, but it was like the collision of the
two softest rarest lilies as Cassie’s tongue flicked languorously across my
clit. I almost came then, and I think Cass realised how near I was, because
she drew back, and pushed my knees up to my tits. I didn’t realise what she
was doing until I felt her tongue circling around my asshole. I was shocked
– despite our conversation it wasn’t something I’d ever thought about doing.
“Cass, no!” I said, but then her tongue poked against my ass. `What must it
taste like?’ I thought, but it felt good to me.

It felt extraordinary, spread-eagled with my knees to my chest and Cass
slurping away at my asshole. Eventually she slid her tongue up to my clit,
and then I felt another unexpected sensation, as Cass slid one of her
fingers into my ass. It was uncomfortable but delicious, and I unconsciously
bucked my body to force her penetration further.

It was all too much, and I felt a welling of emotion and passion. I fought
for breath, and then rocked violently as I orgasmed hard against Cass’s
mouth.

I tried to recover, and was dimly aware of Cass delicately removing her
finger from my butt. I lay there for a minute or too, dazed by how quickly
things had changed. Cass just lay there, calm, peaceful.

It suddenly occurred to me she hadn’t had her orgasm. God, how must she be
feeling? I felt sure I couldn’t do what she’d done. Then I looked at Cassie
again. There was no demanding there, no insistence that she be given
satisfaction. There was simple pleasure from what she had done with me. It
was pure generosity. In that moment I felt a greater love than I had ever
felt before.

I wanted Cassie to know how much she meant, how I realised what her love
was. I grabbed her hand, and slid the finger that had been up my ass into my
mouth. It was as intimate as I could be. Cass looked startled, but the look
in her eyes revealed she was struck by the eroticism of my act. I knew then
that a different set of rules applied with Cassie.

I wanted to enjoy her beautiful breasts, but there would be plenty of time
for that. Right now my lover hadn’t come yet. I leant over her groin, and
tugged her bikini bottoms down. I was almost overwhelmed by her powerful
rich musk. Her soft blonde pubic hair was matted with her honey.

I’d intended to use my fingers, but I suddenly felt that Cass deserved
better than that. If I was going to make love to her, I was going to make
love to her properly. I pushed her knees up to her bikini top, revealing her
dark little ass hole. I looked at it in wonder, lovely Cassie’s most hidden
secret. It was a surprisingly erotic sight, a dark little crater nestling in
the creamy white valley between her butt cheeks. As I took the view in,
summoning up the courage to pleasure my lover properly, I noticed a
sprinkling of wispy blonde hairs surrounding the dark lines that disappeared
into Cass’s anus.

I moved my head down. I wasn’t sure if there would be a smell, or a taste,
but I heard Cass mutter “Oh Sam, yes”, and I pressed my tongue hard against
the firm muscle of her asshole. She moaned so loudly, I reached my finger up
to her clit, and on that simple delicate pressure she groaned, her butt
pressing against my face as she shook with her orgasm. It was an
extraordinary feeling, almost being smothered by the flesh of my friend’s
bum.

When Cass had finished shaking, I pulled my face away and rested back. I was
ready for more myself now, but wanted to give it time. After a minute or so,
Cassie leant towards me, resting her chin on her left hand. I looked at her
face, and I saw it in a way I’d never seen before. Beautiful, and lovely
too.

Cassie leant further over. We’d made love, but we hadn’t even kissed yet.
Her lips were full and pink. Lips that only minutes before had been pressed
against my ass. As mine had been pressed against hers. The idea of kissing
after such private contact seemed deliciously dirty, and intimate. I moved
forward quickly, and pressed my mouth against Cassie’s. So soft, it made me
wonder women had ever liked the roughness of a man’s face. How could I have
missed out so long? The kiss was deep and passionate. Two ass-suckers
returning to home base. I explored her mouth with my tongue, almost
leisurely, given the length of the time we kissed. There was no taste, or
smell, but the knowledge itself was a potent elixir.

Eventually we parted, and looked at each other in a way I’d never shared
with another human being. I knew this was something that would continue
after we’d returned home, but for the moment I just felt relief and
excitement we still had plenty of holiday left to go…

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