Measuring Up

I’m in a LTR with a woman I’ll describe as “Chubby” and I have a side thing with an NSA “Supersize BBW (450+ pounds) Friend With Benefits. I wrote about my FWB in posts “Sugar Sack” and “I Fucked a Huge Fat Woman” and I was the one who posted the Deodorant for women that had a secondary use when you emptied it.

Growing up and going through School “Sex Ed” and learning on my own we were always told “The Average Penis is six inches” Well I’ve been handling mine quite a bit since I was a Kid…I can make a Proud Standing Soldier and Red Rocket Astronaut. looking Down…It Looks Pretty Long to Me! I’m Sure I must Have six or six and a half there! I gotta be above average, Right?

Along the way you discover Porn and see these Hung Guys like John Holmes and Black Guys with Twelve Inch Diks! These Guys are Freaks of Nature (Right?) But you’re like…Hey, its Porn. Thats how they got the job Average Size White Boys need not apply.

When I was in the Navy I worked on Helicopters and met a ton of the best friends you could ever want. One of them invited some of us to attend his Wedding on Long Island. To make a long story short there were single women in attendance who got starry eyed seeing one of their friends in that awesome White Dress and imagined them in her shoes. The Grooms younger Sister (20 yrs old) was coming onto me. I’m a horny 20 yr old too so I’m going with the flow, the reception was da bomb…I was dancing with Kenny’s sister and she’s rubbing that gown all over me (Her Parents were there so she couldn’t get TOO slutty)

She pursued me after that and through some good luck my Squadron sent a detachment to Rhode Island to do some test and evaluation (away from spying eyes) for a Helo Sonar System Westinghouse was developing. Jeanne would drive up on weekends, I’d get a Motel Room and we would Fuck our Brains out, I’d take her to Dinner in Newport and we’d go back to the room and Fuck some more!

During one of our sessions she told me she wanted to measure my Dik (probably gonna brag to her friends, right?). She was in College so she had a ruler in a bag in her car. I considered Myself “Studley McStudMuffin” so I laid back and let her work her Magic and get Mr. Happy to Attention. Go Ahead Baby, Measure that Iron Rod that makes you squeak and squeal so much! She Placed the Ruler alongside and said “Five and a Half Inches”, I was like YessirBaby, Wait WHAT??? I looked down to see and absolutely…My Dik is 5 and a half inches long. What a Fucking Let Down! It wasn’t totally devastating but it something I’ll never forget!

Reality has a way of educating you on what your limitations are. For any average size woman all sex positions are no problem. I have a good time, she has a good time. No Problem. But I have always had a Fantasy of screwing a REALLY Fat Woman and I finally made it happen. If you notice SSBBW Porn you see a whole lot of really fat White women getting drilled Doggie Style by REALLY Hung Black Guys. Shortly into our friendship I tried to Fuck Jackie Doggie but there was WAY Too Much Ass and Way Too much Gravity and I couldn’t get Close . We haven’t attempted “Cowgirl” either. Tonight is FWB “Fuck Night” so after work think about me…I’ll be Plowing the Biggest FUPA Ever…. Missionary! (Maybe I should Measure THAT! LOL)


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  • Well I’ve never had any complaints in the size department, if anything most girls are impressed. So after reading your post I reached for the steel rule I have in the sideboard, and with an air of superiority proceeded to measure. My confidence was short lived, I can just claim 5 and three quarters if I squeeze my pelvic floor and bury the rule in tight!
    Who am I trying to kid!!
    But then again I’ve never had any complaints......

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