My Girlfriend's Little Brother Pt. 01

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Molly's younger twink brother wants to try out her boyfriend.
4.7k words
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Part 1 of the 3 part series

Updated 06/10/2023
Created 12/19/2020
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Mr_D3833
Mr_D3833
113 Followers

[My first story posting here, big thanks to NerdyBBW200 for the support with editing!]

Molly and I first hooked up at the end of our fresher year at uni. It was your typical pull on a night out at university. I had been on a social with the rugby team in the SU bar, lots of drinking games before we headed to the club. More drinking and heading to the dancefloor before getting lucky with a random girl. (Once we got the club it was just more drinking and dancing on a crowded floor as we all tried to find a random girl to go home with)

Molly was hot, she was on the lacrosse team and worked out religiously so had an amazing body, fairly tall for a girl at around 5'9ish with long blonde hair. Slim with smaller perky boobs and long legs.(You already talked about her height maybe describing a different part of her body to add more intrigue) That night she was wearing a silver sequined dress that clung to her body tight, it was short and just about covered her ass with black heels to finish it off. I pulled my best moves and we danced before getting closer and kissing on the dance floor.

We didn't have sex that night, as I later found out Molly came from quite a well-to-do family and she most certainly was not one for one night stands. We did kiss though and I got her number. We had 3 weeks left of that year before heading home for the summer. We would text a lot and met for drinks a couple of times before she eventually agreed to stay the night in my halls a few days before we were due to leave.

Over that summer we continued to text a lot but didn't see each other. I learned that she lived in a very big house in Kent, that I saw on facetime, with her parents and her younger brother who was doing his A levels. Her dad was a banker of some sort and her mum worked at some stables. Molly spent pretty much the whole summer riding horses with her mum and drinking pimms in the courtyard.

It was very different to my summer. I was back at my parents in Essex, and worked at the garage my dad worked at. We were your typical working class family. My time was spent working on cars, going to the gym and playing rugby for my home club.

Once summer was over and we returned to uni, and we continued to see each other a fair bit. We would hang out and meet up all the time on nights out. I found out over the course of the year that Molly wasn't very experienced when it came to sex. She was a bit of a prude. We had sex once every couple of weeks and it pretty much involved missionary only. She would lay there and I did all the work. The only reason I stayed with her was because she was so hot, definitely the hottest girl I had ever hooked up with, and it gave me good bragging rights with the lads if nothing else. I always had the feeling that she was never serious about me either. I was clearly not in the same social circles as she was but I guess she just wanted a bit of fun with a rough while at uni. Hey, it worked for me.

The year went by and we stayed kind of together, we hooked up every night out and had sex a few times, she came and watched me play rugby while I went to watch her lacrosse games. I suppose you could say we were boyfriend and girlfriend but it always seemed like this was just a uni thing. It came as a bit of a surprise when at the end of our 2nd year at uni Molly invited me to come and visit her parents for a few days. I had never thought I would be introduced to the parents and maybe this was becoming a bit more serious than I originally imagined. She told me that every year her parents would throw a large garden party for the members of the stable and it was agreed I would come. I would be staying for a couple of nights before and after the party.

Once the semester ended we once again headed back home for summer, there was about 2 weeks before I was due to travel down to Molly's parents house so I was back with my parents again. I was told this was very much a dressing up affair so I had to get my mum to help me buy some chinos and a smart shirt. I had a feeling this was going to be very different to parties I usually go to.

The time came for me to travel down, I got the train down to her town and Molly picked me up in her range rover. It had been a couple weeks since we had seen each other and while I was regularly wanking I was definitely horny. She met me with a kiss and a hug and I held her close, squeezing her ass and pulling her tight against me. She laughed and pushed me away telling me to calm down, you can't act like that around here. I was hoping that we may be able to address my horniness later that night.

The rest of the day was spent meeting her family. Her dad unsurprisingly seemed to disapprove of me and we barely spoke. Her mum was ok but was definitely looking down her nose at me. Her brother seemed cool but I hardly saw him. He was 18 now and was just heading out to meet friends as we arrived but seemed friendly enough. It was really hot this week so we spent the first day together just chilling out by the pool. Molly's dad was away at work, but her mum was off so we sat in the patio drinking prosecco while they talked and I tried to look interested but felt very awkward and out of place.

By mid afternoon Molly's mum needed to go and do some work at the stables and so left us alone. I was hoping that this was my chance. As she left Molly and I kissed and once again I was running my hands over her body and I could feel myself getting hard in my shorts. Molly broke the kiss and laughed again telling me calm down. "C'mon," she said, "Let's go chill in the pool."

I was a little frustrated and starting to think I wasn't going to get anything this trip but I was looking forward to seeing Molly in her bikini so I complied. She went up to her room and got changed while I changed into my shorts in the spare room, also not a good sign. Once changed we grabbed a couple of towels and headed outside. Seeing Molly in her small bikini was not helping my horn at all and I was glad to finally get in the water as I could tell my shorts were getting a little tight.

We sat around in the pool all afternoon, the sun was out and we had a few cocktails. Molly seemed to relax a little bit and things did get a bit frisky in the pool. we kissed and our bodies grinded together underwater. I couldn't help but run my hands over her amazing smooth skin and when she ran her hand down my chest and stomach and then across the front of my shorts I thought I would cum there and then. It is safe to say at this point I had a serious case of blue balls and was as hard as a rock under the water.

Just as we broke our kiss I suggested to Molly why don't she show me her bedroom, my hand running across the front of her bikini bottoms as I did. She looked nervous and unsure and replied; "but what if somebody comes home, I can't imagine being caught by daddy or mama." We kissed again and I continued to run my hand over the fabric of her bikini, running across the outline of her pussy. she returned the favour by squeezing my cock harder through my shorts and moaning in to my ear gently.

"Ok, fuck it." she said, "but we better be quick just in case." And with that she grabbed my hand and we headed for the stairs out of the pool.

Just as we were walking out we were interrupted.

"Hey sis." It was Molly's brother, Michael walking out of the patio and into the garden. I quickly retreated back into the pool. the last thing I needed was her brother seeing me in tight wet shorts sporting a massive erection. She skipped across the garden and gave Michael a hug, telling him that we were just hanging out in the pool and he could join if he wants.

I faked a smile and said hello as I sat back down in the water to hide my erection, now feeling very frustrated and very horny. Michael and Molly chatted for a minute or two before Michael headed back inside to change. Molly slipped back down into the water with me, giving me a hug.

"Sorry, guess we will have to wait."

I grumbled under my breath but relaxed back down into the pool, back to drinking my cocktail and enjoying the sunshine. A few minutes later Michael reappeared, he stepped outside wearing just some very small shorts and flip flops. Michael was your typical twink type, blonde slim and pretty much hairless from the eyelashes down, a pretty face and a fairly high pitched voice. It surprised me a little because I can't imagine that such a conservative family would be happy with a gay son but who knows.

He lays his towel down on a chair and asks "Don't mind if I join you?" to Molly and I.

"Of course not!" Molly exclaimed and with that Michael kicked off his flip flops before pulling down his shorts to reveal he was just wearing very small and very tight swimming trunks. "Better make the most of this sun, especially when daddy isn't here." he chuckled as he walked around to the steps of the pool and walked in.

I couldn't help but watch as he walked around the pool, those trunks were pulled up at the back almost like a full thong so his ass was very much on show. It was tight around the front too and I could see that Michael was packing something pretty large.

Now I wouldn't consider myself gay or bi. I've only ever been with girls but I will admit that I have strayed into some T-Girl porn in the past and found it very horny. It may have been the fact that Molly had been teasing me all day and I was so close to fucking her before Michael arrived, but I could feel my cock getting hard again at the sight of Michael in those tiny trunks.

For the next half an hour or so I felt a bit excluded. Michael and Molly chatted away about all sorts of things while I kind of just sat in the pool not really involved in the conversation. I was still so horny and as my mind wandered I couldn't help but give my cock a gentle squeeze under the water. I was still rock hard and so desperately wanted to fuck Molly. The drinks had run out and Molly turned to me and asked if I fancied fetching us more drinks. "The cocktail bar is over there, just pour what I have left out and throw some ice in. Do you wanna make Michael one too." she said and with that she and Michael resumed their conversation.

I was in a bit of a predicament, my cock was still at half mast and I knew I had to be careful. I walked around to the stairs and I'm pretty sure I managed to get out without showing off my semi hard cock. My shorts were obviously wet and very tight but I was pretty sure I managed to hide it well as I walked across to the bar. A few minutes later and my cock had gone down enough where I was confident to walk back to the pool without hiding. I handed the drinks out and jumped back in the pool.

For the next 5 minutes Molly and Michael continued to chat before Michael decided he was getting out to sunbathe, and with that he strode out of the pool and headed for a sun lounger. His body glistened and he lay on his front with his smooth sexy ass fully on show. I had been so horny all afternoon so as soon as Michael seemed to be out of it, I was pulling Molly in to me again. We kissed deep and my hands were all over her. She seemed hesitant at first but soon she got into it and her hands wandered inside my waistband as she slowly wanked my cock beneath the water.

We continued to kiss as Molly pulled my cock out from my shorts underwater and continued to wank me. I had been so horny all day I was getting close but I didn't want to cum there. I slipped a finger inside her pussy and even though we were underwater I could feel how wet she was, she moaned as I gently bit her bottom lip which made the hairs on the back of my neck stand up.

She then returned the favour gently biting down on my bottom lip causing me to involuntarily groan as my cock seemingly continued to grow and pulse in her hand. We broke the kiss and I looked her in the eyes. I wanted to fuck her so bad right now. she wasn't the best sex ever but she had a tight pussy and looked amazing naked. I didn't need an expert right now. I was happy for her to just lie there and take it as usual if it meant satisfying this hornyness.

But just in that moment as I was about to gesture to Molly that we should move upstairs we were interrupted again by Michael, who seemingly had just woken up and was yawning loudly and stretching from his sun lounger. Spooked, Molly immediately pulled away from my cock and moved to the edge of the pool. Michael sat up on the edge of the lounger, I could see now that he was indeed completely hairless, those trunks were very small and there was certainly no hair around the trunks.

"Sleep well sleepyhead?" Molly asked.

"Yeah the sun must have knocked me out," said Michael. "More drinks?" Molly pronounced looking at Michael and I as she headed towards the steps of the pool.

"Yes please!" said Michael.

"Yeah, sure." I replied.

"Well I think I am going to shower and get dressed before making the drinks," said Molly before asking me if I wanted to do the same. I knew this was my chance and was hoping that this was Molly gesturing for us to escape upstairs and continue but I was in a predicament. I was sporting the biggest and hardest erection I had ever had and Michael was sitting on the end of a sun lounger just feet away, there was no way of hiding this.

"You go on ahead" I suggested, "I am gunna just take 5 more minutes in here and then will catch you up".

"OK" Molly said, looking a little disappointed as she climbed out of the pool, wrapped herself in her towel and headed indoors, leaving Michael and I alone outside.

I was desperate to follow Molly. I just needed 1 of 2 things to happen, either I needed my cock to calm down (unlikely) or I needed Michael to look elsewhere so I had a clear path. Once Molly disappeared inside Michael turned and smiled at me.

"Better get some cream on, don't want to burn." he said as he reached beside him and pulled out a bottle of sun lotion. Realising that Michael didn't seem to be going anywhere fast I decided I just needed to wait a few minutes and then I could go upstairs to fuck Molly. So I just sat back and relaxed in the pool hoping I can take my mind off the hornyness for a couple of minutes.

As I sat, Michael rubbed cream into his face and arms and then across his chest and shoulders. He was now very shiny and I am sure I caught him looking at me a couple of times as he rubbed himself. He stood up to rub lotion into his stomach and I saw something I was not expecting. Michael was quite clearly sporting a semi himself.

Those small tight trunks were now being stretched at the front and I could quite clearly see the outline of a big cock. He seemed to be taking his time to rub the cream in. I couldn't believe he wasn't trying to hide himself at all. He then bent down and rubbed the lotion into the front of his legs and all the way up the inside of his thigh, almost framing bulge. Once fully lotioned up he turned around and put one foot on the lounger, his ass now facing me he lotioned up the backs of his legs.

I snapped myself out of it when I realised I was staring. What was coming over me? All I know is that my cock had certainly not got any softer and I was going to be in this pool for longer than I imagined. Michael turned back around and looked directly at me

"How's the water?" he asked in his feminine voice.

"It's fine," I replied. Michael then had a small grin on his face and asked me

"You don't mind me rubbing lotion in all over do you? I really don't wanna burn anywhere."

"of course not!" I replied not really sure what he meant or what to say.

And with that Michael squirted some more lotion in to his hand before whipping down from his trunks to his ankles, he rubbed the lotion in to the very top of his legs and inside his thighs, moving his hand across his balls and then up and down his now fully erect cock. I was stunned into silence and couldn't take my eyes off him. He seemingly wanked his cock a few times before I noticed he was looking directly at me, my inner awkwardness told me I should look away sheepishly but I couldn't move. He then turned around and poured more lotion into his hands again, reaching behind and rubbing it across his incredible ass. He leant forward, causing his cheeks to spread and run his fingers all the way inside, showing me his pink little hole for a brief second as he ran cream over himself.

He only stopped when we heard Molly stepping outside the house and heading towards the bar, Michael quickly pulled his trunks up again and stuffed his cock back inside before laying back down on the lounger. I was snapped out of my trance, still sitting in the pool and still so incredibly hard albeit a little confused.

I didn't know what to do and was panicking a little bit. What the hell was I thinking!? I kept questioning myself but I struggled to concentrate, all I could think about was how horny I was and how much I needed to release. Molly returned with the drinks. She was now fully dressed so was definitely not heading back into the pool

"Michael are you awake yet?" She asked as Michael waved to her but stayed laying down on his front on the lounger. She left his drink on the floor next to him and walked over to the side of the pool where I was standing.

"You must be enjoying yourself in there. I have had enough pool for today." She told me. She handed me my drink and pecked me on the cheek.

"Are you ok out here on your own for a while?" she asked, "Mama called me and asked me to help her at the stables for an hour as one of the staff is sick. I won't be long and will head back with her in time for dinner"

"Eerr, ok, sure." I stammered, not really sure what to do, and with that she leant forward and gave me a kiss before jumping to her feet and heading for the house once again.

"I'll be back in an hour or so Michael, look after Andy for me will you?" she yelled as she walked past his sun lounger.

"Sure no problem." he mumbled, still face down in his sun lounger. And with that she left. We heard the door of the range rover close and the engine start up before driving off the gravel driveway.

Now is my time I thought. I better get out of this pool and go upstairs to change, hoping I could sneak in a wank while I am at it. I couldn't hold it much longer. But as soon as I put my drink down to get myself out of the pool Michael started getting up again, standing up off his lounger, still with that massive hard on under his trunks he got up and looked around.

"Thanks for not saying anything." he said, "I'm glad you don't mind me sunbathing properly." He once again pulled his trunks down, this time slipping them completely off and kicking them off his feet. His cock sprang in front of him. I'm not sure whether it was the fact he was completely smooth or his slender frame that made it look bigger than it was but it looked easily 8 inches and pretty thick.

He stood there completely naked with his cock to attention, glistening in the sun.

"You don't mind rubbing a bit on my back do you? It is the one place I can't reach" he asked as he walked towards me. His cock bobbing in front of him right at my eye level before turning his back towards me so that I had a full view of his ass.

"Sure," I said, not really seeing any other option. He handed me the bottle and stood there with his hands by his side and his back to me. I couldn't quite reach up high enough so stepped up the stairs half way so the water was just at ankle height. I was keenly aware now that the water was no longer hiding the tent in my swimming shorts but as Michael had his back to me I felt a little more secure.

I poured the lotion on my hands and started rubbing the top of his back. His skin was soft and so smooth. I rubbed across his shoulder blades and down the lower half of his back. He let out a small moan as I did and I could tell he had his eyes closed for a couple of seconds. Just as I was about to finish he grabbed the bottle and passed it to me again.

Mr_D3833
Mr_D3833
113 Followers
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