Ok, where to start. Your son should have 3-4 normal bowel movements/day. If he is not, he is at risk for every bad disease imaginable. You must try everything in your power to make sure his GI is returned to normal function and stays that way. If the feces stays in there it can be toxifying him, predisposing him to cancer, polyps, diverticulitis, colitis, you name it. The toxins can actually be re-released from the sludge in the gut into the blood system and make him very ill. #1 he probably wants to nurse all of the time b/c it is comforting but beyond that he has a natural instinct that nursing is best - which it is and you should try to keep it up until he is as close to 2 yrs old as you can. I know at about 19 months I sometimes think I am ready to be finished also but we mothers forge on for the health of our little ones (we have 4 little girls ages 2-8). Now, why is it best? It is best b/c raw milk, from all animal sources, is full of enzymes and good bacteria, there can be bad bacteria also and human breast milk is considered to be the dirtiest breast milk and it is still best for human babies. The enzymes and bacteria in raw milk are what help the body to process foods that we eat, encourage the bowel to move and purge the body of the unwanted toxins and extras after the body takes what it needs out of the foods. Prunes are a good idea but really what he may be missing is water, enzymes and bacteria. You can give him a bunch of yogurt each day (both of your boys b/c what I am suggestion will work for both of them) as long as it has "live culture" in it. You can purchase raw cow milk from our farm and this will probably help fix it; one of the key things we hear from our customers is how regular they become when they drink our raw milk. You can also make homemade yogurt very easily and for less money with our milk than what you can purchase pre-made at the store. And what is at the store normally contains corn starch which is made from genetically modified corn. Which the scientist know cause under sized organ growth in young animals and thickening of the stomach lining and intestinal lining of all people that consume genetically modified food stuffs - which causes decreased absorption of nutrients and diarrhea! So, having said that, cut out all corn and soy that is not organic, and corn/soy stuffs (high fructose corn syrup, corn starch, soy lethicin, soy flower, corn meal - yes corn tortilla's if they are not organic). The list could go on. Brookshire Brothers will let you order organic items, including cases of fruits and veggies for only 20% over their cost if you buy the entire case. You can take a case of broccoli, blanch it, and freeze it in zip lock bags. If you could get your boys to munch on "al dente" cooked carrots, broccoli and cauliflower that would help both of them. Al dente is not as hard as raw but still crunchy. It would be easier for the younger one. The older boy can eat them raw. You could join a Morningside Organic group and buy organic food stuffs as well for the same price that the grocery stores pay for it. You can start making homemade bread from wheat that you grind b/c fresh ground wheat contains the outer portion of the wheat where all of the fats and vitamins are contained as well as the roughage that cleans your gut. Wheat looses 70%+ of it's nutrients in 48 hours after it is ground; so what you buy in the store is just a waste of money. A used grain mill is inexpensive and whole grain stores for every (over 4000 years) so you can buy in quantity for a lower price. Cut out any soda's especially diet, they now know that aspertame, I may have spelled this wrong, is linked to several auto immune diseases. Add bananas to his diet, as many as he wants to eat! When ever out daughter is dehydrated and beginning to get a bit constipated, she asks for tons of bananas and things usually work out the same day or next. Make sure he drinks lots of water. Stay away from juices unless you squeeze them yourself b/c for the most part they are just sugar and that can make more of a problem than they will fix. Good organic orange juice with lots of pulp may be an option, I am pretty sure they have that in Cameron. Sometimes I ask the store clerk if there are any organic fruits that she wants to mark down at the grocery store in Bryan where I normally shop. If so, I take them home, slice them and freeze them. While I am working on this, the girls sit on the counter and work the little hand held blender that we own and we fine grind some of them up and put them in those plastic popsicle molds. I let them eat as many of these as they want everyday b/c they are a whole food, full of water and fiber and great nutrients. It costs pennies to make them. Last time we bought all the organic pineapples on display for $1 each instead of $4.49 each and blend them with the older bananas and older grapes. We had fun working together. I almost always shop on Friday late afternoon so we undertake the chopping, popsicles, etc. on Saturday mornging. Dr. Schultz at www.herbdoc.com has a liquid bowel cleansing for children made of herbs and berries. I have used it on our now 2 yr old with great results, she has in the past done what you are describing. It was mostly due to lack of water intake and lack of rough vegetables to eat. I only go to town every other week and veggies/fruits can be hard to push quite that long. I have now taken to purchasing extra and freezing and looking longingly at the garden that is in it's early growth. I am sure I am forgetting something b/c my mind has switched to a subject which my husband just posed to me about our new puppies, while I was typing here. I need to go but will gladly help more if you like. You can write me at ____@____.com you have not figured it out, Nutrition is something that I am very passionate about. My college degree is in Scientific Nutrition and we have a sustainable farm in progress outside of Cameron where we provide Raw Cow Milk, Soy Free Eggs, Raw Butter, Raw cheeses, Raw ice cream, Yogurt, Whey, Grass fed Beef, Pastured soy free Chicken, Pastured soy free Pork, Pastured Lamb and hopefully Turkey this year, to over 105 families a month. I forgot to ad that lacto fermented food stuffs will be very good for both of the boys, the cook book "Nourishing Traditions" would be a great help, they even have a raw milk baby formula that you could use if you are determined to stop nursing as well as lots of recipes for healthy alternative recipes to today's normal diet. And if you are really game look up Weston A. Price on line and read about nutrition on the web site for his foundation. He is dead now but the foundation lives on and Sally Fallon and other travel the world teaching about his research in relation to Nutrition.