From Summertime Saga Wiki
Prerequisites
Complete Main Story 01
Story
Debbie's friend Diane works a small vegetable patch out of her backyard but has been looking to refocus her efforts onto her newly established dairy business instead. She's offered to pay a certain strapping young man if he's willing to help her with some of the manual labor, and should he prove himself capable in that regard it's likely that he'll be given the opportunity to get some real hands-on experience in other areas as well.
Diane 01 
Diane wants your help in maintaining her vegetable garden, unfortunately her shovel is broken so you'll have to find her a new one before you can really get to work on providing her with some long, hard produce.
- Go to Diane’s house (top-middle of the map, purple roof), then click on the shed to go to her backyard.
- Return to Debbie's house and grab the garage key off of the coat rack in the lobby (if you don’t already have it) and then enter the garage. Take the shovel off of the left-hand wall.
- Return to Diane’s backyard, talk to her and give her the shovel. Click on the garden and complete the gardening minigame.
- Job unlocked: Gardening (~$55-130)
Diane 02 Diane needs a large amount of dirt and compost moved around. It's hard work, but don't worry, she'll be more than happy to use her garden hose to help keep things cool. That is, unless it accidently heats things up instead.
- Wait at least 1 day.
- Return to Diane's backyard and talk to her. (
Diane)
Diane's story will return in a future update.
Requirements
Story
Greenthumb
- Allow 6 days to pass.
- Diane is waiting for your help in the garden: lifting the wheelbarrow requires 2 in strength.
Milk Delivery to Tony’s Pizza
- This step is unlocked once the main character has visited Tony’s Pizza.
- Meet Diane in her garden. She gives you a delivery for the pizzeria. Follow Maria inside the storage room and enjoy the view. Then return to the garden and talk to Diane.
- Allow 2 days to pass.
- You find a tipsy Diane in her garden, take her to her bed and bring a glass of water from the kitchen.
Buy the bug spray with a green cap
Bugs infestation
- Next day, pests have swarmed the crops: do a complete clearance. Diane is yelling in the bedroom, go upstairs. It’s time to go shopping at Hillside Mall, enter Consum-R where Veronica is working and buy the Bug annihilator spray. Go back to Diane’s and clean the garden one more time.
- Next day, Diane is not in the garden, so enter her house from the front door, take a look in the kitchen. This woman really loves vegetables! Do some gardening.
- Next day, Debbie wakes you up. Talk to Diane in the garden. Bring her the tool that is on the kitchen counter.
Milk Delivery to Daycare
- Allow 3 days to pass.
- Make a visit to Diane. Her business is growing fast. Pick up the milk cartons in the shed. Deliver it to Lucy at the daycare, next to Diane’s house. Return to Diane and leave the money in her bedroom as she is sleeping.
Alcoholic Lotion Session
- Allow 2 days to pass.
- Find Diane in her garden. She looks exhausted. Wait for the evening and meet Debbie at your home entrance. She asks you to bring a pie to Diane. Come back, but Diane is not at her house. Try the shed!
- Next day, go to the garden and invite Diane to rest while you work. First, go to the shed and use the milk pump on the storage jug. Now, Diane wants a drink (which is random). Head to the kitchen, read the recipe and make the cocktail, then bring it to her. Take care of the garden. Diane needs your hands to apply some sunscreen on her back… and her chest! As you reveal your arousal, you get a little reward from Diane.
- Next day, join Diane who is talking with Veronica in her garden.
- Allow 2 days to pass.
- Do one last gardening session. Hurry to the shed where Diane is in pain! Enjoy the next scenes. From this moment you can revisit the shed in the evening for another sex scene with Diane.
- Next day, wait for the evening and eavesdrop Debbie and Diane in the kitchen.
Milk Delivery to School
- Next day, Diane has another delivery job for you. Get the milk cartons from the shed. Go to school where Annie demands you to go to Mrs. Smith’s office. The principal is disciplining miscreants! Untie Rhonda, finally deliver the milk at the cafeteria, and return talking to Diane. Don’t forget to get your share from the tap!
Dinner at Home
- Next day, Debbie has invited Diane for dinner; (If you have made enough progress with your landlady, follow her into her bedroom to share your opinion on her outfit. It's worth going back to ask which fish she wants even if you have not forgotten). Go to the pier where you can buy sea trout from Captain Terry, or catch one if you’ve already found the fishing rod. Return to your kitchen. Enjoy the dinner.
The Barn
- Next day, talk to Diane as she needs your help for a big project: build a barn! Go to Annie’s house as you require Richard. To make the toys, pick up the hammer and the handsaw in the carpenter’s house. After finishing your job, go back to Diane’s and escort the lady to your home (use the front door). She now lives with you.
Breeding
- Allow 1 week to pass.
- Enter the kitchen: Diane is happy because the barn is ready. Go over there and get a tour of the barn. Richard gives you the lower part of a mysterious statue. Go to Consum-R and buy a milk jug. Follow Veronica’s advice and speak with Jane at the library, then take The Breeder Guide from the bookshelf. Return both items to Diane.
- At this point, "ready to pump?" will be an option when talking with Diane in the barn. It will generate multiple errors in the game if you select that option before you complete step 19 of her story. You have been warned
- Allow 2 days to pass.
- Enter the living room in the evening. Diane is reading the book. Go to bed and masturbate, sleep.
- Enter the kitchen, Diane has already left. Find her at the barn. She arranges for a checkup so head to the hospital, then up to the second floor. In the bathroom, the nurse gives you an optional, intimate testing. On your way back, talk to Diane in the home entrance.
- Allow 2 days to pass.
- Next day, Diane asks you to collect a package from Ivy in the Pink store at the mall. With the new outfit you delivered her, Diane is finally ready for the “breeding”.
- Have sex with Diane in the barn and cum inside her but don’t make her pregnant nor have a baby.
Threesome
- You must have finished Debbie’s route.
- In the evening, try entering the landlady’s bedroom before Diane stops you. A discussion begins between Debbie, Diane, you and… Jenny. Back in your own bedroom, Debbie invites you for a very special party in her bedroom. Go for it! Go into the kitchen the next morning.
- You get the achievement Milky business.
Just the gals
- You must have complete the above threesome scene.
Enter Debbie's room in the evening while she and Diane are waiting for you. Tell them that you won't be able to join them tonight. After exiting the room, click the door to spy on them.
Pregnancy
- For more information about the feature, see Pregnancy.
Sex with Diane provides the option of making her pregnant. One week later, read the phone message and visit the barn for the announcement. A new message ends the fifth week and notifies she’s in labor; read it and meet her at the hospital, then at home. It takes another two weeks until the newborn is sent to daycare and you can resume normal activities with Diane.
