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Dating My Sister's Boyfriend
by Micheal Bean (micheal.bean@outlook.com.au)

***

A guy's sister confesses to him that her boyfriend has a 
crush on him. (MM, inc, mast, oral, anal, rom, voy)

***

Chapter 1

Growing up in the country certainly has its advantages. 
I mean you can do all kinds of fun things on a farm that 
you can't do in the city. However there also some down 
sides. One of which is that you've got to travel a long 
way to see much in the way of civilization and 
consequently you don't have many options in friends. 
This is has been the story of my life so far. Don't get 
me wrong I love it but that's not to say there aren't 
things I'd change if I could. But I'm getting ahead of 
myself. Let me introduce myself and set the stage for 
the tale I'm about to share with you. 

My name is Mark Fraser, I'm 19 and I live on a large 
cattle ranch way out in the country. The ranch is owned 
by my parents Sandra and Paul. There are several other 
hired farm hands who live on the ranch but the closest 
people in my life are my two sisters, 18 year old Ashley 
and 20 year old Andrea. Being so removed from 
civilization means that I've grown rather close to my 
sisters. Despite being the middle child I've always felt 
like I needed to look out for them and be their 
protector and confidant. Don't get me wrong, we've all 
got a healthy circle of other friends we've kept from 
school but we've just spent a lot more time in each 
other's company than many people our age. 

One thing it is important to mention is that our parents 
raised us all to be very open and accepting of the world 
and the people in it. Most of all they taught us to 
think for ourselves and make up our own minds as to we 
believed and practised in our own life. This manifested 
its self in our parents giving us the facts about sex 
and letting us make up our own minds about when an with 
whom to have it. It wasn't until I was well into high 
school and began to talk to some of my friends about the 
subject that I realised this wasn't the norm. 

Once more though I digress from the story I want to 
share with you. It begins on a balmy summer's night as 
I'm lying in bed reading; something I was very fond of. 
There was a soft knock at my door and moments later my 
older sister Andrea (who we call called Andy) walked in. 
She was wearing a large t-shirt and shorts and had a 
somewhat nervous look on her face. She walked across the 
room and sat down beside me on the bed. 

"Hey Andy, what's up?" I asked her. 

"Um well...there is something I want to talk to you 
about." She begins. 

"Ok...?" I reply. 

 Andy and I had always been pretty open with each other 
and have talked about all manner of strange things, so 
it was a little alarming that she seemed this hesitant 
to speak.

"What the matter sis? You're not pregnant are you?" I 
probed.

"Oh no" she half smiled.

"But it does have something to do with sex" She 
confessed.

This intrigued me. My sister had a long time steady 
boyfriend called Craig. He was a great guy as far as I 
could tell and if they were having problems it was the 
first I knew about it. 

She continued "I'm really not sure how to tell you this. 
It's kind of embarrassing. Ok see the thing is Craig and 
I fantasise with each other a lot and try new 
things...um...in the bedroom."

"Haha yes and you're loud sometimes too," I said and a 
grinning at her.

"Ooooh um sorry about that," she said as she blushed.

"No harm no foul" I reassured her.

"Ok well anyway as I was saying, Craig and I explore a 
bit and he's kind of got this fantasy of trying sex with 
another guy." She stopped to let me take in what she'd 
just said. 

That sentence blew me away. Her boyfriend... was 
fantasising about having sex with another guy. Before I 
had time to process that she continued.

"We've been sharing these fantasies and even role played 
a little bit where I um... put on a strap-on and well... 
you know." 

Now she was really blushing. I had to admit it was fun 
to see her squirm so I played it up a little. 

"Um no, I'm afraid I don't know what you mean," I said.

She laughed and stuck out her tongue. "Yes you do."

"Ok so um...why are you telling me this. I mean I love 
that we can share and always be there for each other but 
why do I need to know about this?" I asked her. 

"Well you see, the other night I was um, well I was on 
top of him and giving it to him really good and he..." 
she paused looking away. "He moaned you're name!"

To say that I was taken by surprise was a vast 
understatement. In the last few minutes I'd learned that 
my older sister's boyfriend who I knew very well and 
really liked, not only had bisexual fantasies but was 
having them about me. My thought process was interrupted 
again as she continued. 

"I'm telling you this because, well you see we've sort 
of got this deal where we can play around with someone 
of the same sex and it's not cheating. So I just want 
you to know how he felt in-case he tried anything or 
um...well you know." She stopped and looked at me. 

"Ok so have either of you played around?" I asked 
incredulously. 

"Oh no its always been more of a fantasy thing between 
us. Just a way to share and get to know each other's 
brain better" She assured me. 

"Well that makes sense. I really don't know what to 
think about what you've told me but thank you for 
letting me know" I said. 

She seemed relieved I wasn't too freaked out or angry. 

She then said "well I really should be heading back to 
bed but I just want to say that if Craig does play 
around with a guy I hope it's a great one like you...or 
it is you." And with that she turned and walked out of 
my room shutting my door quietly as she left. 

I could tell I wasn't going to be able to get to sleep 
any time soon and my book had lost its interest for me. 
So lay there in the dark thinking about everything I had 
just learned. Most interestingly was the thought that I 
wasn't repulsed or freaked out by what she had told me. 
I mean even if I wasn't interested it was flattering to 
know a good looking and kind hearted guy like Craig 
fantasised about me.



Chapter 2

The next morning I woke up as usual with a hell of a 
hard on. Being Saturday morning I didn't need to get out 
of bed so I just lay there idly stroking myself and 
enjoying the feeling. Memories of the previous nights 
discussion came back to me and despite myself I couldn't 
help but mentally picture my sister (who wasn't exactly 
hard on the eyes) straddling her cute boyfriend and 
fucking him in the ass with her strap on. 

As I kept stroking and thinking I got more and more 
aroused until suddenly my mental image changed and it 
was me on top of Craig. That thought both inexplicably 
aroused me and worried me. I'd never considered myself 
gay or even bi. Open minded yes but it had never 
appealed to me and I'd really not given it much thought. 
But here I was with a raging hard cock on my hands and 
an approaching orgasm and imagining it was my sisters 
cut boyfriend I was deep inside. 

Once I came and lay there enjoying the afterglow for a 
few minutes and feeling a little odd, I got up, had a 
shower and went to find some breakfast. Being Saturday 
dad would be out most of the day at cattle auctions and 
mum would be, well who knows. Seeing some of her friends 
at one of the neighbouring ranches mostly likely. 

There was no signs of either of my sisters so I assumed 
they were out or possibly still in bed. Although the 
latter seemed unlikely as they tended to get up before 
me on most days. After breakfast and without much else 
to do I wandered out to the pool area and stripped down 
to my shorts for a morning dip in the pool. Summers out 
here are hot and dry and a pool is a must have for every 
ranch. As I was swimming I heard voices in the house and 
looked up to see Andy and Craig walking out to the pool 
area.

This was nothing out of the ordinary as Craig was almost 
like one of us kids at this point. The only thing that 
made it strange for me was that only an hour before hand 
I'd masturbated thinking about both of them. I tried to 
put this out of my mind and enjoy a little social time 
with Andy and Craig. 

As I swam around with them, to my great embarrassment I 
kept stealing glances at them, especially Craig. There 
was one moment when he was getting out of the pool and 
sort of bent over and I just couldn't help looking right 
at his butt. It was fortunate that the water in the pool 
was quite cold because if it wasn't I would have at 
least been partially hard at this point. 

Because I'd been in water longer than the other two I 
got a bit cold first and went into the house to get dry. 
I had a shower to get rid of the chlorine from the pool 
and ended up taking quite a while. This was needed to 
get my cock to go back down after letting my mind run 
away a little with what I'd seen in the pool.

The situation however got a whole lot worse when I 
walked back in the kitchen which looked out over the 
pool area. Craig and Andy were lying on the of the sun 
beds making out. He was on top of her kissing her deeply 
and she had her hands down the back of his shorts and 
was obviously squeezing his butt. 

As I watched the making out got more passionate until he 
stopped kissing her lips and started kissing her neck 
and shoulders. I'm guessing they assumed I was in my 
room because this seemed like a very private party. It 
goes without saying I was rock hard at this point and 
gave up the fight to slip my hand into my pants and 
stroke myself. The very perverse kinkiness of the fact 
that I was masturbating watching my sister and her 
boyfriend having some very hot and heavy fun was a real 
turn on. 

My eyes stayed glued to the site before me as Andy 
started working his shorts down over his ass letting me 
get a great view of his tight creamy buns. I watch 
mesmerised and Andy started whispering into his ear not 
doubt telling him some hot dirty fantasy which I'd have 
given good money to be able to hear. I got a clue about 
what it might be though as I watched Andy slip a finger 
between his ass cheeks and start slowly working it into 
his tight asshole. 

The thought struck me like and thunderbolt. Was Andy 
whispering to him about me? Could she be telling him 
about his fantasy of having me inside him? It was that 
thought which almost caused me to cum right there on the 
kitchen floor. I managed restrain myself as I wanted to 
continue enjoying the show and to not make a mess on the 
floor. 

As I kept watching I saw Andy's finger speed up its work 
in his butt as he arched his back a bit and buried his 
face in her neck and most definitely came hard. That was 
so incredibly hot to watch. Her hand hadn't gone 
anywhere near his cock and he'd cum from dry humping her 
and having her finger him and talk dirty to him. I beat 
a hastily retreat to my room where I beat my meat as 
they say very hastily as well to a very satisfying 
orgasm. 



Chapter 3

A couple of weeks elapsed without much worth noting 
taking place. Craig was around the house from time to 
time but there were always too many other people around 
the place to give him and Andy any chance to do what 
they undoubtedly wanted to do. Throughout this time 
though, I stole glances at his ass and crotch whenever I 
could. I always enjoyed it when he wore tight jeans. 
They really gave a great view of his hot rear end. 

There was one time in particular when he and Andy were 
taking a late night swim in the pool. The lights were on 
around the pool area and I was in the kitchen getting a 
drink of water. I looked out the window as he was 
standing by the pool all soaking wet and in a pair of 
white shorts. What really caught my eye though, was how 
the light seemed to go right though his shorts and to my 
delight I noticed that he didn't seem to be wearing any 
underwear. I started to get hard almost immediately as I 
gazed at what had become somewhat of an object of desire 
for me over the past few weeks. 

Another thing which was new for me was that I started to 
read erotic stories with a gay or bisexual theme. I'd 
never really gotten into these before but now they 
greatly excited me. I would imagine Craig and I in all 
kinds of positions and situations as I masturbated to 
very powerful and satisfying orgasms. To my slight 
dismay, in many of me fantasies, as I would reach orgasm 
Andy would appear in them as well. 

Sometimes she'd be involved and sometimes she'd just 
watch. It took me a while to be ok with having my 
sister, even a beautiful create such as Andy, appearing 
in my fantasies. I rationalised it with the notion that 
it was just in my brain and though it may be a strange 
place it wasn't hurting anyone and no one would ever 
know.

Late one afternoon while I was the only one at home I 
was stretched out by the pool enjoying the last few rays 
of the day when I heard someone enter the house via the 
front door. Thinking it was probably Andy coming home I 
just stayed where I was. A few moments later Craig 
rather than Andy appeared from the patio door and walked 
over to me. 

"Afternoon," I greeted him. 

"Hi," he responded. "Is Andy around?"

"I'm afraid not, I haven't seen her all afternoon. Was 
there something you needed?" I replied.

"Um... kind of," he said, as he looked a little 
crestfallen. 

He continued. "I pulled a muscle in the back of my thigh 
today helping dad load of machinery on the truck. I was 
hoping Andy would give me a massage to help the soreness 
reduce by tomorrow."

"Ouch. That sounds painful. Um... yeah I really don't 
know where she is or when she'll be back. Sorry dude. 
Um... but... if you want and it's not too weird, I can 
give your leg a rub down" I offered.

He looked at me with a strange mix of intrigue, desire, 
uncertainness and curiosity on his face. "Wow thanks. 
You'd really do that for me. That would be really great" 
he said and his face broke into a very cute smile. 

"Ok awesome," I responded. "I guess we should go inside"

"Yeah lets use Andy's bed. That way it won't matter if I 
fall asleep there afterwards." Craig suggested. 

"Good plan. I'll go to the bathroom and get some massage 
oil or something and I'll see you in there," I replied.

As I hastily rummaged around the bathroom cabinet 
looking for some massage oil, my thoughts were both 
about how hot this was going to be and trying 
desperately not to get a noticeable erection in my 
pants. 

As I entered Andy's room I found Craig lying face down 
on the bed in just a pair of boxer shorts. I nearly had 
to stop myself from just standing there and enjoying 
that sexy creature lying on my sisters bed waiting for 
my hands to touch him.

"Ok I found some oil," I ventured. "So where does it 
hurt?"

"Just along here," he said, as he ran his hand up the 
back and inside of his left thigh. 

I knelt on the bed beside him and prepared to drizzle 
some oil on his thigh but then had an idea. 

"Um Craig... do you want to take your boxers off?" I 
asked. "I just don't want to get oil all over them as 
well."

Nervously he said, "Yeah ok, I guess I didn't think of 
that."

Without turning around he slipped his hands into the 
waste band of the boxers and slipped them down. 
Revealing his perfect ass. 

I'd seen it before but never this close. It was so 
smooth and soft and pert and to cap it all off, from 
where I was sitting I could see his balls nestled 
between his thighs. It took some self control not to 
slip my hand down there and massage them for him or to 
tell him what a cute bottom he had. 

I was glad he couldn't see me because I'd long since 
lost the fight to hide my throbbing erection. If he 
turned around now there wouldn't be much I could do so I 
just got on with the job at hand. 

As I started to massage his leg he seemed to relax more 
and his breathing pattern changed. It slowly started to 
become deeper and somehow more urgent. I wondered If I 
was having an effect on him. If he rolled over now would 
he be just as hard as I was. That thought alone made 
some pre-cum leak out of the tip of my very hard cock.

Trying not to be too overt about it I slipped my hand 
further and further up his leg getting closer to his 
balls and his ass. Once or twice I let my fingers brush 
against his scrotum and there was no negative reaction 
from him. I took this as a sign to explore further and 
started to let me hands roam over his hot little bums. 

It was pretty clear by now that I was rubbing his ass 
and not giving his leg too much attention. As my hands 
kept kneading his butt cheeks I took a little chance and 
pulled them apart slightly giving myself a glimpse of 
his tight little hole. It was so pink and inviting 
looking and the thought of it engulfing my aching cock 
made a lot more pre-cum escape from me. 

I started to work my way up his back, trying to make 
sure I gave him a full and complete massage. In order to 
easily reach both sides of his back and shoulders I 
moved so that I was straddling him with my hard cock 
still in my shorts just inches away from his butt.

As I moved up getting my hands up to his neck and 
shoulders I kind of hunched forward and brought my rock 
hard dick into contact with his ass. I froze uncertain 
what to do. I knew he'd felt it and I really wasn't sure 
how he was going to react. I slowly pulled back as he 
turned his head and looked back at me. 

Our eyes met and he smiled an incredibly seductive 
smile. I could see what Andy saw in him. Just looking 
into those eyes made my heart thump and cock throb. I 
could only image what it did to my sister. "It's ok," he 
said, as he winked at me. "I'm rock hard too. You're 
hands just feel so good. Plus... um... I've kind of had 
a bit of a crush on you for a while." He blushed 
furiously. 

"Yeah Andy told me. I have to confess I've never done 
anything with a guy but after Andy told me about how you 
felt I've been a little obsessed with this." I said as I 
squeezed his bum. 

"Well," he said, "if you want it, it's all yours." He 
paused and looking directly into my eyes said, "Any time 
you want it. I'm just going to lie here and enjoy 
whatever you do."

With that he turned back away from me and put his head 
back down on the pillow. What an invitation. I knew I'd 
have to be made of stone to resist. And despite one part 
of me feeling like it was made of stone right then I 
knew the rest of me certainly wasn't. I resumed 
massaging him but it wasn't long before I stop and took 
off my shirt. My shorts and underwear soon followed 
leaving us both totally naked.

I could now massaging him easily while enjoying the 
feeling of my hard cock slipping up and down between his 
beautiful ass cheeks. I could tell he was really 
enjoying this because he was moaning softly in my with 
my strokes. Letting the eroticness of the situation get 
the better of me I lay my whole body on top of him and 
moved my lips to his ear. 

"Craig..." I hoarsely moaned. "I can't take this 
anymore. I need to be inside you. I need to slide my 
hard cock inside you're hot little butt."

"Mmmmmmm finally. Like I said, it's yours anytime you 
want it," he responded. 

The massage oil had already done a good job of lubing up 
my cock and his butthole. So I just slipped a hand 
between us and guided my cock as I moved forward. As I 
felt the head make contact with his anus I had to resist 
the urge to just thrust it right in. I wanted him to 
enjoy this as much as I did. 

Slowly I eased forward. Gauging his comfort by his 
reaction. He was moaning and encouraging me so I kept 
going until eventually his soft ass was pressed up 
against my groin and I was fully inside him. I almost 
came right then but managed to hold off. Wrapping my 
arms around him and putting my face in the crook of his 
neck and started to slowly thrust in and out of him. 

"Oh Craig," I moaned. "You're ass is so hot and tight."

"And you're cock feels so good inside it," he groaned 
back. 

I kept working myself in and out of him careful not to 
cum. But even as I tried I could feel my orgasm 
approaching. "Craig I'm going to cum in you. I can't 
hold back much longer" I urgently whispered. 

He whispered back, "Oh yes, I want it so much. I've been 
dreaming about this. But there is something I want."

"What's that?" I enquired.

"Well as I've never done anything with a guy before and 
I'm losing my boy virginity to you I want my first kiss 
with a guy to be when he cums in me. Mark will you kiss 
me really passionately when you cum in my asshole?" He 
said pleadingly. 

"Of course I will you beautiful sexy boy," I said as I 
thrust into him harder. 

It was only a matter of seconds and I felt myself start 
to cum. Bringing my lips to his I slipped my tongue into 
his mouth and made out with him as I came and came in 
his smoking hot bowels. 

When we finally calmed down and the moaning and groaning 
stopped I reluctantly pulled out of him and collapsed on 
the bed beside him. He rolled onto his side to face me 
and in what felt like the most natural thing in the 
world we just sunk into each other's arms. 

Feeling the sexy body of this beautiful creature so 
close to me was a truly amazing feeling. Our cocks were 
pressed together as we softly kissed. I noticed his cock 
seemed very wet so I asked him what happened. He smile 
and said, "Well when you came you thrust forward and hit 
my prostate and that's all it took, I came too." 

"Oh wow," I said. "That's so hot."

"It sure was" He concurred.

"Mark," he said. "Thank you for making love to me. I'm 
really glad you were my first guy." 

"I'm glad too," I responded. "I'm glad you were the 
first guy I've ever played with as well. Oh and please 
don't break up with Andy. I really want to be able to do 
this a lot more."

"Don't worry I love you sister very much," he reassured 
me. "I think being good at sex must run in this family." 

We just cuddled like that for a few more minutes and 
then I realised that I didn't really want to be caught 
in this exact position by Andy or anyone else when they 
got home so I kissed Craig and headed back to my room to 
clean up. 

***

Andy did get back a little later and she spent a long 
time in her room with Craig so I assumed they were 
talking about what happened. It was a bit weird out by 
this and really hoped she wouldn't take it badly. I 
didn't get much of a chance to speak with her alone for 
the rest of the evening. 

Later on after I'd gotten into bed and was mentally 
reliving the events of the afternoon. I heard a soft 
knock at my door and Andy's face appeared as she walked 
in. 

She softly padded over to the bed and knelt down beside 
it so she was level with me. I could see her smiling 
through the darkness has she spoke. "So Craig told me 
everything that happened this afternoon and I just 
wanted to say thank you. He told me that aside from me, 
it was the best sex he's ever had and it really means a 
lot that the two men I love most in my life made love 
with each other. Oh and it's the single hottest thing 
I've ever heard. I'm going back in there to fuck him 
silly and think about you're cum in his ass while I do."

"Andy, thank you. Thank you for sharing your gorgeous 
boyfriend with me and helping me discover a whole new 
side to my sexuality," I replied. 

"Any time bro," she giggled. 

She turned to leave but as she did she looked back at me 
and in a put on little girl voice she said "You know you 
can put your willy up my boyfriends bottom any time." 



Chapter 4

The next morning I lay in bed thinking about everything 
that had happened the previous day. I'd had sex with a 
guy for starters, my sister's boyfriend no less and she 
knew about it. What's more she not only didn't mind, she 
really seemed to be turned on by it. But then why 
wouldn't she be? She's very open-minded after all. I 
really wasn't sure how to take in everything that had 
happened but one thing was for sure. My cock didn't need 
any help figuring out how to respond. 

It was rock hard and begging to be stroked. So stroke it 
I did while thinking about the hot little ass belonging 
to my sister's very sexy boyfriend. Before I came though 
a new thought occurred to me. He seemed to get so much 
pleasure from having me making love to him like that, I 
wondered if I would get the same pleasure having him 
make love to me the same way. As with so many things in 
the recent past this was something else I'd never 
thought about but certainly bore thinking about a lot 
more. 

The next time I heard from Craig was later that 
afternoon. He wasn't around when I got up and I'd spent 
most of the day working on the ranch fixing some fences 
for dad. I felt my phone buzz in my pocket and took it 
out to have a look. There was an email from an account I 
didn't recognise which read as follows. 

"Hi Mark,

It's Craig here. Andy gave me your email address, I hope 
you don't mind. Anyway I just wanted to thank you for 
making a really big fantasy of mine come true and I do 
hope we can do that again...and again. 

Also I thought you might like to know you got me so laid 
last night you wouldn't even believe it. Andy was like 
some kind of sex crazed animal as I was telling her 
about what we did. I don't know how many times she came 
but it was a lot. She was riding me and I pulled her 
down and whispered in her ear that your cum as still all 
warm and sticky inside my butt and she just exploded. 
She actually squirted. She's never done that before. 
Anyway you probably don't want to hear that about your 
sister so just think about my cute butt instead. 

Craig

p.s. Writing this has gotten me so hard for you."


Talk about making it hard for me to concentrate on the 
work at hand (pun intended). Just knowing that Craig had 
really enjoyed it so much and wanted me to fuck him 
again was an incredible turn on. Add to that what he'd 
told me about Andy and it was a pretty unbeatable 
combination. 

I was too distracted to work now so I quickly composed a 
reply. 

Hey Craig,

Of course I don't mind you having my email address. 
After what you did for me I owe you a lot more than 
that. But why did you have to tell me now. I'm trying to 
fix some fences and it's a whole lot more difficult with 
a boner. Anyway to get back at you I should tell you 
that next time we get to play I want to try something 
new. Here's a hint; it involves my lips and your very 
hot penis.

Mark

I smiled to myself as I hit the send button. I didn't 
know what he was doing at that moment but I hoped he 
would soon be having trouble concentrating on it. 

I got a shot reply in a few minutes simply saying 

"Now that's not even playing fair." 

Chuckling to me self and trying to get the hard-on in my 
pants to go down I got back to work. 

That evening I found myself sitting on the couch across 
from Andy idly watching TV and playing with my phone. 
Mum and dad had already gone to bed but Andy and I 
stayed up a little later usually watching TV or 
occasionally playing a board game or the like. 

As I was checking my email I remembered the emails from 
earlier on in the day and wondered if Craig was still 
up. The rather kinky thought of sending naughty messages 
to me sister's boyfriend while she was in the room was a 
real turn on. Deciding to try my luck I sent him a short 
email which read. 

"I'm heading to bed soon, I wish I could find you 
waiting in it for me." 

Glancing over at Andy the thought hit me that this was 
so sexy not because I was trying to make her boyfriend 
cheat on her but because she would want this. She really 
encouraged and in some ways brought Craig and I together 
and knowing this made it just that much more sexy. 

My musings were suddenly interrupted by a buzz in my 
hand signalling a new email. Eagerly I read its 
contents. 

"Dude if I was in your bed I wouldn't need to have my 
finger where it is now." 
 
"Oh crap," I thought. I'm about to get a hard-on in 
front of Andy. 

I adjusted myself on the couch to make the growing lump 
in my pants less visible as I began to write back. 

"Careful man. You're giving me hard on where you 
girlfriend might notice it. And as for that fingers, I 
can't think of where it might be. I think you'd better 
give me another clue."

I hit send and tried to think of something else for a 
minute to calm myself down and not get too obviously 
turned on in front of my sister. It didn't really work 
though and in a couple of minutes Craig's reply was in 
my inbox. 

"Haha watch out Mark don't let your sexy ass sister see 
the bulge in your pants now. Also see attached for where 
my finger has been. Now I was to see what you'd put in 
there."

Attached to the email was what can only be described as 
a butt selfie. It was his gorgeous ass taken over his 
shoulder in the bathroom mirror. He was bent slightly 
forwards and the hand not holding his camera phone was 
pulling his left asscheek apart just enough to give me a 
peak at his smooth hot tight pink little butt hole. That 
almost caused me to drop my phone. He wanted me to take 
a photo of my cock and send that to him. That would 
require getting up and seeing as part of me was already 
so up, that seemed like a difficult thing to do. 

After waiting until Andy wasn't looking in my direction 
and seemed to be busy with her phone I quietly got up 
and went to the bathroom. It only took a moment for me 
to get my hard cock out and snap a quick pick for him. 

I sent the photo with the message: "There's so much pre-
cum in my underwear that I wouldn't even need lube."

When I returned to the living room Andy looked up at me 
and gave me a sideways smile and the very teasingly said

"I know where you just were." 

Feigning innocence I said "Um yeah...in the bathroom."

"Nice try," she said. "I'm sexting your boyfriend too 
and I know you just sent him a dick pic. In-fact I think 
I'm going to go send him one of me now." 

With that she got up and left the room leaving me to 
think about what she'd just said. I knew that she was 
all for Craig and I fooling around but for some reason 
the thought of her emailing Craig at the same time I 
was, drove me crazy. Then there was the fact that she 
called him my boyfriend. 

What did that mean?

A couple of minutes later she came back into the room 
and sat down beside me in the couch. Giggling she said, 
"You're not the only one who can play the game."

"Um... you got me," I replied. "But Andy, are you and 
Craig broken up or something? You called him my 
boyfriend."

She shook her head smiling and said, "No silly. We're 
fine, better than ever. I'm so pleased Craig and I can 
share something this special and hot for both of us. The 
fact that it's with the other man in my life who I love 
is even better. But I called him your boyfriend because 
he's got a girlfriend, me. But he needs a boyfriend and 
I think you're it. I don't have a cock so I can't make 
love to him in the special way you can. So what do you 
say bro? Will you date Craig with me?"

She looked at me both seriously and hopefully. It took 
me all of a second to respond. "Of course I will Andy."

She threw her arms around me and hugged me tight. The 
she took out her phone and emailed Craig. I know she did 
because she copied me in on it. It simply said, "He said 
yes."

She looked at me and grinned. "He was too scared to ask 
you himself if you'd date him"

While we chatted a little about this the reply came in. 

"Thank you Andy. I love you. You're amazing. And Mark... 
well... um... I LOVE YOU TOO MAN :)"

It was late by now so Andy and I headed to our separate 
rooms to go to bed. When I got there I stripped down and 
got under the covers eagerly taking my hard cock in my 
hand. As I masturbated to mental images of Craig's hot 
ass I composed a reply on my phone with my other hand. 

"I'm lying in bed now and I'm so hard for you. I wish 
you were in here with me. I'm going to cum really hard 
soon and I'd love it to be inside your hot little 
bottom."

It was only when I got a reply a few minutes later that 
I realised I'd hit reply all and sent that to Andy as 
well. Her response we priceless. 

"Well my love, I don't know if I can complete with my 
hot ass brother. After all I don't have a hard cock to 
fuck you with. But I do have a nice wet pussy that I'm 
stroking for you."

Blushing I waited for his reply. It wasn't long in 
coming. 

"I'm the luckiest guy in the world. I've got a super hot 
boyfriend and a super sexy girlfriend and I want to fuck 
them both so much I just came so very very hard. Thank 
you both."

Upon reading that, I came explosively. 

END

* * * * * * * * * * * * * * * * * * * * * * * * * * * *
It's okay to *READ* stories about unprotected sex with 
others outside a monogamous relationship. But it isn't 
okay to *HAVE* unprotected sex with people other than a 
trusted partner. 4-million people around the world 
contract HIV every year. You only have one body per 
lifetime, so take good care of it!
* * * * * * * * * * * * * * * * * * * * * * * * * * * *
Kristen's collection - Directory 83