- There are 6 dateable women in GTA: San Andreas. Complete their prerequisite challenges, alter your physique to their liking, and then talk to them to start dating.
- Go on a date whenever you’re in your girlfriend's geographical area. Drive at the speed she likes and take her to her favorite restaurant or dance club.
- To date multiple women, go on a date with one before pursuing another. Use the “Progress” bar to see how well you’re winning each woman over.
Preparing to Date
Understand how dating works. In Grand Theft Auto: San Andreas, you can date a total of 6 women. Most of the women have prerequisite challenges that you must complete before you can date them. 2 of the women—Denise and Millie—are encountered during story quests, but the other 4 women must actively be sought out.
Keep in mind the "Progress" meter. Once you're dating a woman, you can increase a "Progress" meter by going on successful dates, dancing, driving carefully, and so on. Once the progress meter reaches the 50 percent mark, you'll unlock a perk exclusive to dating the current woman; the 100 percent mark will unlock another perk. The progress meter will decrease if you go on a bad date or if you abandon or harm the woman. It will also decrease if you leave the woman's geographical area, re-enter it, and don't go on a date with her before leaving again.
Know how to prevent bad dates. Each woman has different preferences, including favorite restaurants, preferred driving speeds, and acceptable neighborhoods to be in. Taking her to her favorite restaurant, completing various mini-games, and avoiding going over her preferred speed or driving through unacceptable neighborhoods will ensure that you have a good date. Abandoning your date will count against your progress with the woman.
Know that you can date multiple women at once. Feasibly, you can date all 6 women at the same time without negative repercussions; you just have to remember to go on at least one date one any time you enter her geographical area. For example, if you're dating both Helena (Flint County) and Katie (San Fierro), you would have to go on a date with Katie if you enter San Fierro from a different location, and you would have to go on a date with Helen after entering Flint County.
Know how a date works. When you go to pick up your girlfriend, she will suggest one of three dates: dining, driving, or dancing. You'll then have to take her to the right place depending on her preferred locations.
Avoid jealous girlfriends. Jealous girlfriends occur if you begin dating more than one woman without taking either of them on a date; if a jealous girlfriend catches you with another woman, you will lose progress with the jealous girlfriend. You can force jealous girlfriends to stop appearing by doing one of the following things: Going on a date with your first girlfriend before pursuing another woman. Evading a jealous girlfriend in a car chase long enough to force her to despawn. Get caught once by a jealous girlfriend.
Lose or gain fat, muscle, and/or sex appeal. The 4 non-story women who you can date will have different body type requirements which may require your character to raise or lower their "Fat", "Muscle", and "Sex Appeal" characteristics: You can gain fat by eating fast food (e.g., Cluckin' Bell) and not exercising for several days in a row. Fat can be lost by not eating and/or by exercising for several days in a row. Muscle can be gained by lifting weights (1% increase per repetition) or running on a treadmill (1% increase per 14 seconds). It can be lost by failing to eat for several days in a row. Sex Appeal is mostly measured by your character's garments and how expensive they are, but muscle percentage, car appearance, and tattoos also help.
Dating Denise
Play the Burning Desire quest. Unlike the 4 non-quest women who you can date in GTA San Andreas, Denise doesn't have any prerequisites other than completing the "Burning Desire" request. After setting the house on fire, you'll see Denise asking for help; run inside the house to rescue Denise.
Wait for the right time to visit. Denise is home between the hours of 4:00 PM (16:00) and 6:00 AM (06:00). Visiting her house during these hours will allow you to strike up a conversation with her.
Find Denise. You can find Denise at her house in Ganton near Grove Street; it will have a green Hustler car parked out front if you visit during the right time. Visiting Denise will allow you to initiate a date.
Know Denise's driving preferences. While she doesn't mind how fast or slow you drive, Denise prefers to stay close to Ganton and Idlewood (e.g., near her home) and does not appreciate driving through rural or rich areas. In particular, avoid driving around Red County or Flint County with Denise.
Take Denise to one of her favorite restaurants. She likes eating at the following locations: Cluckin' Bell The Well Stacked Pizza Co. Ten Green Bottles
Go dancing with Denise. Denise enjoys the Alhambra club in Idlewood. Keep in mind that you can also take her on a dinner date here since there is a bar.
Indulge Denise's alternative date. If Denise asks you for permission to perform a drive-by on a local gang, accepting her request will count as a successful date.
Increase Denise's progress bar. Each successful date will increase the progress bar by 5 percent; once you reach around 40 percent, Denise will begin to invite you in for coffee.
Redeem your rewards. Dating Denise for long enough will unlock the following rewards for the pertinent progress bar ratings: 50 percent - You can begin driving Denise's Hustler. 100 percent - Denise gives you a custom suit.
Dating Helena
Meet the prerequisites. Helena requires the following prerequisites to be met before you can date her: Completed the "The Green Sabre" mission Between 15 and 20 percent muscle Low fat (under 5 percent) High Sex Appeal
Wait for the right time to visit. Helena is at home on her ranch between the hours of 8:00 AM (08:00) and 12:00 PM (12:00), as well as between 2:00 PM (14:00) and 2:00 AM (02:00).
Find Helena. She can be found on a farm on the Flint Range in Flint County. Approaching her with the correct prerequisites met will initiate a date.
Know Helena's driving preferences. She prefers slow driving in rural and affluent areas of the city. The easiest way to complete this kind of date is by driving slowly around her farm.
Take Helena to one of her favorite restaurants. Helena likes actual restaurants, but the closest favorite of hers is the World of Coq restaurant in Los Santos. Remember to drive slowly on your way to this restaurant.
Go dancing with Helena. Both Alhambra (Idlewood) and Gaydar Station (San Fierro) are acceptable places to go dancing for Helena. You must score at least 4000 points during the dancing mini-game if you want the date to go well.
Increase Helena's progress bar. Each successful date will increase the progress bar by 5 percent; once you reach around 70 percent, Helena will begin to invite you in for coffee.
Redeem your rewards. Dating Helena for long enough will unlock the following rewards for the pertinent progress bar ratings: 50 percent - You can begin driving Helena's Bandito. 100 percent - Helena gives you the Rural Clothes outfit.
Dating Michelle
Meet Michelle's physical standards. Michelle prefers men with either over 50 percent fat and a high sex appeal or a 91 percent (or higher) sex appeal.
Find Michelle. You'll initially find Michelle near a water cooler inside of the Doherty driving school, but she can be found at Michelle's Auto Repair in Downtown San Fierro from then on.
Wait for the right time to approach Michelle. You can approach Michelle at the auto repair shop any time between 12:00 AM (00:00) and 12:00 PM (12:00). This will trigger a date.
Know Michelle's driving preferences. She enjoys it when you drive significantly faster than usual, and prefers to stay close to the roads in her area. Avoid Queens and Chinatown when driving with Michelle.
Take Michelle to a bar. Michelle likes bars rather than restaurants; you can find the nearest bar, Misty's, near Michelle's shop.
Go dancing with Michelle. Michelle enjoys dancing at the Gaydar Station club in Queens.
Increase Michelle's progress bar. Each successful date will increase the progress bar by 5 percent; once you reach around 40 percent, Michelle will begin to invite you in for coffee.
Redeem your rewards. Dating Michelle for long enough will unlock the following rewards for the pertinent progress bar ratings: 50 percent - You can begin driving her Monster. 100 percent - Michelle gives you the Racing Suit outfit.
Dating Katie
Meet the physical requirements. Katie likes men who have a high (near maximum) sex appeal and a high muscle rating. Try to aim for 50 percent muscle before talking to Katie.
Know where to find Katie. Katie is most often found in the northeast corner of the Avispa Country Club; this is where you'll want to approach her initially.
Find Katie at home. Going to Katie's home in Juniper Hollow, San Fierro between 12:00 PM (12:00) and 12:00 AM (00:00) will result in a date request.
Know Katie's driving preferences. Katie likes to drive near the shoreline (e.g., below the Gant Bridge or in the Bayside area), and she prefers an average driving speed. Katie will sometimes encourage you to drive faster, but doing so will cause her Fun meter to drop.
Take Katie dancing. She prefers to go to the Gaydar Station club since it's the closest to her house.
Take Katie to a diner. If requested, Katie prefers to go to diners such as the Paradiso Diner restaurant. Avoid fast food with Katie.
Increase Katie's progress bar. Each successful date will increase the progress bar by 5 percent; once you reach around 52 percent, Katie will begin to invite you in for coffee.
Redeem your rewards. Dating Katie for long enough will unlock the following rewards for the pertinent progress bar ratings: 50 percent - You can begin driving Katie's Romero. 100 percent - Katie gives you the Medic Uniform outfit.
Dating Millie
Play the Key to Her Heart quest. Unlike the 4 non-quest women who you can date in GTA San Andreas, Millie doesn't have any physical requirements; however, you'll need to complete the Key to Her Heart quest to start dating her.
Wait for the right time to visit. Millie is home (and dateable) between the hours of 12:00 PM (12:00) and 10:00 PM (22:00).
Approach Millie. Go to Millie's home in Prickle Pine, Las Venturas during the time at which she is home. This will prompt a date request.
Know Millie's driving preferences. Millie doesn't have picky driving preferences, so maintaining an average speed while driving in circles around her neighborhood will be enough to fulfill a driving date.
Take Millie to one of her favorite restaurants. Millie enjoys restaurants rather than fast food; you can take her to the Steakhouse that's to the southwest of her house.
Go dancing with Millie. She enjoys the club closest to her house. As Millie isn't particularly difficult to impress due to being a quest requirement, you shouldn't have to score very highly on the mini-game.
Increase Millie's progress bar. Each successful date will increase the progress bar by 5 percent; once you reach around 40 percent, Millie will begin to invite you in for coffee.
Redeem your rewards. Dating Millie for long enough will unlock the following rewards for the pertinent progress bar ratings: 50 percent - You can begin driving Millie's pink Club. 100 percent - There is no reward for 100 percent.
Dating Barbara
Meet Barbara's physical standards. Your character must be at least 50 percent fat and have a relatively high sex appeal rating, though CJ doesn't need to be fat if Sex Appeal is maxed out.
Find Barbara. You can find Barbara at the El Quebrados Sheriff's Station.
Approach Barbara at the right time. Barbara can usually be picked up for a date between 12:00 AM (00:00) and 6:00 AM (06:00), though you may be able to find her between 2:00 PM (14:00) and 8:00 PM (20:00).
Know Barbara's driving preferences. Barbara tends to enjoy driving at the same speed as other traffic, and prefers driving around the block rather than taking lengthy out-of-city road trips.
Take Barbara to a diner. Barbara prefers diners to restaurants; the nearest diner is Jay's Diner.
Go dancing with Barbara. She enjoys the club in Las Venturas, and prefers to avoid the next-closest one (Gaydar Station) since it is in Queens.
Increase Barbara's progress bar. Each successful date will increase the progress bar by 5 percent; once you reach around 60 percent, Barbara will begin to invite you in for coffee.
Redeem your rewards. Dating Barbara for long enough will unlock the following rewards for the pertinent progress bar ratings: 50 percent - You can begin driving Barbara's Ranger. 100 percent - Barbara gives you a police officer uniform.
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