Who doesn’t like winning free stuff? I do, I do! Hopefully you do too, because I’m happy to announce Keep It Up, David’s first ever contest and giveaway!
Here’s the backstory. Last night, I got an email from my mom. Here’s part of it:
Be on the watch for a Valentine’s box… expected to arrive on Friday.David, you can share… remember, it’s the thought.Not intended to sabotage diet.

- You can enter by leaving your guess in the comments section of this blog. BE SPECIFIC. Entries like “Chocolate” or “Candy” won’t be considered a legitimate entry. I want brand names or descriptions, i.e. “Milk Chocolate M&M fun size bags” or “chocolate-covered peanut butter hearts.”
- Keep in mind that the package may contain a number of different items, so perhaps consider making a short list of items as your entry. If you list everything under the sun, I’ll get annoyed, which could lead to disqualification. Just so everyone is on a little more level of a playing field (as some of my readers may know my mom), I’ll give you all one hint as to one of my mom’s favorite candies: It rhymes with Schmootsie Rolls. Put on your thinking caps for that one!
- Mom, you can’t win, so don’t bother entering.
- If no one wins outright, then I will use my own discretion to determine who came closest. When I’ve determined a winner, I’ll contact that person via email (since you provide me an email whenever you leave a comment) to get their mailing address.
- The deadline for entries will be whenever I get my hot little hands on the actual package, which may be, per my mom’s email, on Friday (tomorrow).
GOOD LUCK!
Keep it up, David!

My guess is Valentine’s themed Hersey’s kisses (the red and silver packs), some Tootsie Rolls, and maybe some of those little red cinnamon-flavoured hearts. (Or maybe that’s just wishful thinking? LOL)
I’m gonna guess Tootsie Pops – figuring the lollipop wouldn’t be terrible and this would also include your mom’s favorite candy!
Here’s my guesses, David:
Cupcakes
Tootsie Rolls
Candy coated M&M’s
Hershey Kisses
If I know anything about your mom (and I know a thing or two), she definitely sent a cookie bouquet from cookiesbydesign.com!
Tootie Rolls
Snickers minis
Jelly Belly Jelly Beans
Starbursts
Those Common Candy Hearts that everyone gets
Reeces Peanut Butter Cups
Some Jolly Rancher Hard Candy
Yum!
Hannah
SKITTLES
tootsie rolls, reeses peanut butter heart, butterfinger hearts conversation hearts!
I’m gonna say tootsie rolls. Chocolate chip cookies. Snickers and twix fun size bars. Huge Hershey kiss. And some valentine heart candies.
I guess:
Herseys Kisses
Tootsie Pops
Chocolate Chip Cookies
My guesses are:)
a package of Tootsie rolls
7pk of tootsie pops
Milk Chocolate M&M fun size bag
chocolate-covered hearts in the purple foil
Hi David,
My guesses are:
Tootsie Rolls
Conversation hearts
Home made Choc. Chip Cookies <3
CANDY !! (muaa haa… just kidding.)
I do think there will be chocolate, my first thought was something involving marshmallow filled chocolate. also, one of those YELLOW boxes of chocolates – a Whitman’s Sampler!
(perhaps it’s WHITE – the sugar free style…)
jellybeans, because if I win I want to get jellybeans.
homemade brownies from mom?
conversation hearts.
Edible fruit bouquet!
Hey David….. Tootsie Rolls rhyme but …. maybe those candy hearts????? Keep up the good work.. and I know it is hard work.. God bless… You inspire me..
i believe she will send dark chocolate since it is better for you and everything else will be sugar free, such as gum, hard candy, etc. happy valentines day
possible V-day gift options…
If your mom loves you, she sent a package of oreos.
If she really loves you, a jar of hot fudge from Sanders OR an array of baked goods from Zingerman’s Deli.
If none of these… then, I hate to say it but…
Your mom is like a fire place in Southern California, Beautiful but useless.
Oh Tavi. Your mom is like a cactus. She’s lovely, she’s bold, and you have to drive all the way to the desert to see her.
You see how I made that nice?
My favorite part is that I know for a fact that both our moms read this blog.
i think it’s a little heart box of chocolate with snoopy on it and a pez dispenser ; )
dried fruit-appricots,raisins,apples,banana chips
nuts almonts,cashews etc
a “Harry& David” kind of gift box-it may have some kind of candy coated nut or fruit as mentioned above
I’m going to guess pretzel m&ms!
I’m going with a Michigan theme to remind you of home – Sanders chocolate topping and fudge.
I think she put in Chocolate tootsie rolls, some new socks with Valentine hearts on them of course . She is a mom after all! Some chocolate scented body lotions and a valentine card to a wonderful son!
First tootsie rolls, maybe red or pink for Valentine’s Day, M&Ms pink or red, some homemade cookies and that it!
i would say a vase or coffee cup decorated with ribbons and tootsi pops and maybe some chocolate suckers and other suckers not enough to hurt a diet but just enough to make you regret eating it. i keep thinking a bouquet of suckers i guess cause i am trying to quit smoking and that is what i keep buying not alot of chocolate mainly suckers.
home baked cookies (heart shaped)
heart shaped gummy candies
hershy kisses in the valentines colors
and some heart shaped underwear??
I’m totally on the conversation heart bandwagon — it’s a tiny yet fun candy. If we’re all correct, do we each get one piece of candy?
Also, I think she’ll send a thoughtful Hallmark card (that’s what my mom would have sent). Happy Valentine’s Day! Can you provide a healthy Valentine’s treat recipe on Monday?
Hi David,
Love your blog – it’s quite fun AND inspirational.
I think that your loving mom made you a tin of chocolate chip cookies but instead of chocolate chips, she put in bits of cut-up tootsie rolls…
Keep it up David !!!
Hmmm….because I’m lacking a Valentine this year, I feel compelled to give this my best shot..but the truth is that I want tulips and a giant reese’s PB heart…
But I digress…;)
My official guess is the PB heart, of course…a long-sleeved shirt and cashews.
Regardless, I love the fact that your mom wants to be your valentine. <3 <3 <3
Oops..my email address is….shrinkingkenz at gmail dot com
Hi David,
Okay my guess is:
tootsie rolls
conversation hearts
m&ms
skittles
mixed nuts
Win or lose, it is awseome that you are interacting with you “fans” this way!
Keep it up David!!!
ok im gonna guess the same thing that my dad gets me every year for valentine’s day!
the ferrero rocher (choc hazelnut) candy box!
My guess?
Tootsie rolls, Tootsie pops, Hershey’s Kisses and holiday-colored peanut M&Ms
That’s what I’d want my Mom to send me if she were still alive.
How cute is your Mom!
Mom’s always know best so I’m thinking she is sending you a roll or two of conversation hearts, heart shaped gummy candy packages and something delicious and homemade. I’m thinking chocolate fudge, maybe even tootsie roll inspired!
Let’s see
conversation candy hearts
tootsie rolls and pops
heart shaped box of chocolates
moms home baked yummy fun cookies all packed in their
own special box!
I think that your mom is sending you heart shaped black and white cookies, only they’ll be red and white!
I’m a mom David, and even though I shouldn’t have; I sent my son homemade fudge for Christmas while he was at Air Force Boot Camp! YIKES… they ate the fudge in front of him, and told him how good his mom’s fudge was!
Best Wishes! =P
Tootsie Rolls and Tootsie Lollipops!
Wow, sure gives me lots of good ideas for next year!!