My Girlfriends Twin Brother

I’ve known of the Schmidt twins since grade school, Robert and Roberta. They lived on the other side of town so we only knew each other in passing. We live in very populated suburban town, you either walked to school, rode your bike, or once you were a junior in high school and were lucky enough to afford a car, drove. Of course the car guys were the coolest, the bikers were treated as the nerds, but I liked my bike, sometimes to avoid the peer pressure I’d lock it up around the block to a fence behind the drug store. As kids, I either had Roberta or Robert in my class, they never put both of them in the same class. I got to know both throughout the years as our last names both began with “S” so the teachers usually sat us alphabetically so we were usually only a seat or two apart, that is at least till high school. So I would consider us school friends rather than my other neighborhood school friends.

In high school Rob was on the track team, Roberta was in honor society, I was just your average guy getting by under everyone’s radar. By the time I was a senior, I had my license, but I couldn’t afford a car, and even if I could I couldn’t park it, as our town had off street parking only, and our driveway had mom, dad and my brothers car in it already, my brother was in community college so he was still living home, maybe if I was lucky I could get a car next year, if he leaves.

I was a shy guy, like I said trying to keep under the radar, avoiding the clichés. I hung out with some neighborhood friends while at school. All my friends seemed to have well established girlfriends, and many a conversations led into bragging about what each has done, and their conquests. Each day it seemed the peer pressure was on me to make a move, and the sooner the better. I spent years scoping out the opposite sex, but no one ever really popped the libido into overdrive, or I was overreacting to asking an experienced single girl for fear of failure. The more I looked, I soon considered Roberta who, I was pretty sure didn’t have a boyfriend and she wasn’t half bad. So I got up the nerve expecting defeat, and finally asked her to a party. But here I was without a car, on a bike, “Shit this ain’t gonna last long” I felt. I tried to borrow one of our 3 cars that night, but to no avail. Roberta understood and she shared a car with her brother Rob, and she arranged a double date to the party. So that works, I guess, but her jock brother was there with us, so no private time in the car, but at least I was making progress.

We made the best we could at the party, and even managed an unexpected kiss, I was feeling good about the night, which surprisingly led to a second then a third date. Soon we were hanging all the time, I was biking to her house from school, or we walked to the mall, she even managed to get the car occasionally, things were progressing. The important thing is my friends noticed and I was gaining respect amongst my peers and I was able to participate in the bragging talk, although usually exaggerated, lol.

I usually walked my bike with her after school to her house, where we hung out, did homework, amongst other things. Her parents were usually working till 5 or so, and often Rob had practice during track season, that usually left us alone for at least one to two hours, which we took advantage of by not doing homework. We got into some kissing, we were both new to it all, I tried to remember all the bragging talk as to what I might try, without progressing too fast for her taste.

One day we were on the couch and we embraced in a hug she ran her fingers in my hair and our mouths managed our first open kiss, we interlocked tongues, I was progressing in the right direction. We enjoyed each other, when one day I let my hands wander, I got a little touchy feely, her small but nicely shaped breasts, I also worked the tight firm butt at first through her jeans, and eventually worked my hands into her waistband, damn I was feeling naked female ass. I was happy with myself, but increasingly nervous about where to go from there. Feeling like a bull in a china closet, I was downright scared of going for it. After all I was very familiar with me, and what I liked, crap I’ve been intimate with myself since I was about 12 or 13, but here I was in uncharted territory. I was downright insecure with myself. She made the first move and rubbed me to hardness through my pants, as I nervously kissed and had my hands up her bare back fiddling with her bra clip. Surprisingly it released and I got my first naked handful of tit under the shirt. Before we knew it our hands were inside our loosened pants, she was working me nicely but damn I was still lost, I was feeling my way around but I was really failing. She finally got me off, I felt great, but she then removed my hand from her, as I watched her take herself over the top. Damn I felt bad and apologized, but she was reassuring and made me feel better.

Over the next few weeks things got better but I have to say, I was being more satisfied than she was. One afternoon we decided to go further, both naked in her bed, neither of us had birth control, we grinded and naked hugged and I slid my dick in her moist slot without penetrating, getting myself off, shooting my load on her stomach. Another day we got more daring and I tried putting it inside, I pumped a bit and withdrew almost immediately. We were getting pretty good or at least I thought so. I considered myself confident, I was a senior, with a girlfriend and I was finally sexually active.

Track season was winding down and Rob was going to be home with us, so the intimacy between Roberta and me slacked off considerably, occasionally we’d sneak off to her room but I found myself somewhat relieved that the pressure to perform was off, we still had touchy feely time and kissing but outright naked time was pretty much out. The 3 of us found ourselves hanging out together more often than not. One day a week Roberta had honor club, those days I used to go home, but one day Rob invited me over till Roberta got home. So it became a regular thing. I spent one afternoon a week with Rob, we also didn’t do our homework, but we played video games, and watched movies most of the time.

One day we got to talking about working out. Rob was slim but well built in proportion, he usually wore his silky track type short shorts around the house. He was about 5’11, 160 lbs. a cute face with blue eyes and dirty blonde hair deliberately combed sloppily. I asked him for tips on toning myself up here and there. We talked a bit, he offered some suggestions and ideas, and then he lifted my shirt and felt my stomach. His hands were warm and I immediately felt a tingle as he fingered around a bit and even pushed in a little under my belt. Then he removed his hand and felt my shoulder and upper arm before dropping to my thigh and giving some hard squeezes, moving slowly from my knee toward my crotch. Then he lifted his shirt exposing at least his 6 pack abs, as he grabbed my hand and had me feel and rub over his muscled ridges, as he poked at them with his fingers. We then went to his basement and he showed me some of his weights and we practiced as he showed me some of his routines.

So it became a thing, on Wednesdays Rob and I had workouts in his basement while Roberta had her honor club. As the weeks went on, Rob lost the tee shirt, and he worked out in just his skimpy silk track short shorts. I eventually brought a change of clothes and some shorts with me, and changed at their house. I made every effort to duplicate and keep up with whatever he did, push-ups, chin-ups, we spotted each other with the barbells, we kept the weights light but manageable, just for repetitive toning rather than a strength competition. We often rested between sets on the mat, I couldn’t help but check him out as he sat, usually with one leg raised exposing that toned inner thigh and various colored cotton briefs hugging what seemed to be a nice package. I thought I was being discrete but one day he caught me and asked if I liked what I saw, I jokingly laughed it off apologizing that I didn’t realize I was looking, he laughed and we continued on.

Our next session he was laying on the weight bench lifting the barbell as I spotted him, I couldn’t help but see a slight very noticeable tenting in his shorts poking up as he lifted and I lightly held the bar staring at his tent, as I also sensed he was looking up my shorts. I figured I must be imagining it, and ignored it. Then we switched places, I took my spot on the bench and he spotted me, by my 3rd or so lift his shorts pulled back as he spread his legs slightly to get a controlling grip on the bar, and there it was, about 6 inches from my face a naked dick mushroom head poking out at me, and a nice tight ball sack hiding in the shadows of those shorts. I just closed my eyes and continued my remaining reps. He said I’m doing great, as we moved to the mat and sat to rest a bit, sure enough his raised leg exposed a naked dick and ball sack, he skipped his underwear today for sure. I wasn’t sure what he was up to, but I found myself with that tingling feeling in my groin, shit I was getting excited.

Soon I found, my afternoon dates with Roberta getting hot and heavy, I was thinking more and more about her brother Rob, images of tenting and accidental exposures that I couldn’t miss, and boy our sex life seemed to perk up. It was somewhat monotonous touchy feely stuff that gave me raging hard on’s, and Roberta’s awkward touch and jerking made me climax like never before. I’m sure she thought she was getting better at satisfying me, when on the other hand I was having extreme difficulty getting her off. We didn’t actually fuck very much, we were both too self conscious of getting pregnant, so I occasionally just slipped in and out, but we enjoyed it when we could and when we found ourselves alone, it was tougher now that Rob was around more often.

I finally got her to try oral and I just laid back, closed my eyes and enjoyed, once again she was awkward and couldn’t seem to get all the moves just right, suck, lick, blow, hands, teeth until that image and thoughts of Robs dick got into my head again, bam there it was, I was Cumming like old faithful, and Roberta looked up and smiled, she looked a lot like Rob with her blonde hair brushing against my body as she performed and she had those same blue eyes, and she with satisfaction of success. Damn she was Rob with slightly longer hair, but for all practical purposes, I saw Rob blowing me and loved it even more. I went down on her and without much success, truth is I didn’t know what I was doing and my skills with her seemed inadequate, so our heavy petting took a back seat to friendship.

Before long I was spending everyday at Roberta and Rob’s, and was splitting my time almost evenly these days between them both. Rob and I working out and Roberta and me doing homework or watching movies with occasional necking. Even when Roberta was upstairs, Rob and I headed to the basement for some workout time, and each day we spent together I found excuses or reasons to check out Rob’s hot hot body.

It seemed more often than not he was going commando and more or less flaunted it in front of me, but Roberta’s my girlfriend, I can’t screw this up, I thought to myself, but I was desperate. One day we were doing quick and fast sit ups and I held his ankles as he thrusted up and down and I counted, we were trying to see who could do more in a certain time allotment. His knees were rising up, so I moved my hands to hold his knees down, and kind of sat on his ankles while doing so. I had a clear view up those short legs as I was staring at that cock and balls bouncing around, as I glanced to his naked torso above, beading with sweat droplets, then a smile came across his face. We switched places and he did the same holding my knees, only he slid up to my thighs as he was actually getting in my way and was restricting my completion of the sit up, but today I felt his naked dick touch my leg skin, obviously poking out of his shorts. Now I’m sure he’s doing this on purpose, after we did our rest sitting thing,  as always his leg was raised up, and me staring at his crotch, only today he saw the need to explain “I like to freeball, it’s less restricting, I hope you don’t mind”, I giggled and said “No problem bud”, and he suggested I try it sometime. He also suggested in the future we could clean up afterwards, as they had a full but slightly outdated bathroom in the basement, that way if I spent time with Roberta after I’d be fresh and clean.

Today as he showed me the bathroom and towels. He didn’t hesitate to slip out of those shorts in front of me, and slid the shower curtain back as he turned on the water stepped in. He left the curtain slightly open as I quickly turned around and took a seat on the weight bench which incidentally had a perfect view through the open bathroom door. I saw that nice firm toned ass with some shinny, soapy, sudsy, water cascading down his muscular thighs, as it poked out from behind that curtain. I was mesmerized by his image. Suddenly the curtain got fully pulled back as his semi hard dick pointed slightly up from the floor, as he stepped over the base and out onto the old tile floor, he grabbed a towel and briskly dried his now slightly darker blonde curly hair, his elbows pointed up skyward and dick thrashing up, down, left and right, as he moved the towel to his face and neck. He stared out toward me as I looked away, I know he caught me staring, and his gaze saw right through me, as he began to make small talk. He continued to pat his body dry as he rubbed his abdomen and groin area, I just thought it was just polite to look at his face as I answered and replied to his comments. I tried to look only at his face but he rubbed and maneuvered that towel under and around his balls. Once he was fairly dry, he stood facing the mirror on the wall as he ran his fingers through his hair as he turned his head from left to right, he seemingly was admiring himself and what he saw. God he was beautiful, I was concealing my hard dick as he walked by me naked, his dick passed my face just inches away as it slightly bounced up and down with each stride. I was looking at my girlfriend’s twin brother, naked, and I envied his body, I wanted to touch it, but I didn’t dare. I was hot and horny, he asked and said the showers free if I wanted it, but today I had to pass, I just couldn’t bring myself to let him see me naked with my dick in its ridged state. He wrapped a dry clean towel around himself and scurried up the stairs to get dressed. I slid out of  my shorts and started to dress and couldn’t help but rubbing one out, leaving my deposit in his wet towel in a heap on the floor. I went upstairs to the couch where Roberta was watching a movie working on her English composition. I must have looked perplexed as she asked me what’s wrong, I replied nothing and leaned against her shoulder as she closed her books and began running her fingers over my crotch which remained soft after just rubbing one out. Then Rob came downstairs and sat with us, she withdrew her hand and I instantly began rising to the occasion, damn the sight of Rob can stimulate me with no touch.

To be continued..