Transit Jupiter Sesquisquare Natal Venus

Romantic overindulgence.

Here’s what to do and not do when you have a Jupiter Sesquisquare Venus transit. Below that are some interesting things about this transit.

Avoid During This Transit

• Don’t overspend, especially on luxury items or things you don’t really need.
• Avoid getting into new romantic relationships just for excitement or to escape boredom.
• Don’t ignore red flags in love or money matters- wishful thinking can cloud your judgment right now.
• Try not to overpromise or exaggerate what you can give to others, whether it’s time, affection, or finances.
• Resist the urge to indulge too much in food, drink, or other pleasures- it’s easy to go overboard during this transit.
• Don’t make major investments or financial commitments without double-checking the details.
• Avoid people pleasing or sacrificing your own needs just to keep the peace in relationships.
• Don’t rely too much on luck when it comes to money or love- things might not go as smoothly as you hope.
• Be careful about gossip or making promises in your social circle that you can’t keep.
• Don’t take shortcuts with self-care in favor of quick thrills or instant gratification.

Do During This Transit

• Take a good look at your relationships- this is a perfect time to think about what you really want and need from others.
• Work on self-love and self-worth; you deserve good things.
• Try to set healthier boundaries, especially if you usually say “yes” when you want to say “no.”
• Upgrade your money management habits- maybe try a new budgeting app or review your spending habits.
• Say yes to creative projects or new hobbies, especially if they’re a little outside your comfort zone.
• Reflect on your values: what’s truly important to you, and are you living in line with those values?
• Practice gratitude, especially for the good things and people you’ve got in your life.
• Give yourself permission to change your mind- Jupiter’s energy can help you grow and try new approaches.
• Be open to learning from challenges in love or money, even if things feel a bit off at first.
• Spend some time with friends or loved ones who lift your spirits and make you feel supported.

What’s interesting about this transit?

• In some older texts, a Jupiter sesquisquare (135° angle) to Venus was seen as an aspect of disruptive indulgence. It was said to tempt the native toward “riotous living,” as one 18th-century astrologer put it, where pleasure itself could become the source of unrest.
• Certain Renaissance sources considered the 135° angle as a “hidden prod” from Jupiter to Venus, creating a craving for luxury that backfires. People under this transit were thought to be drawn toward foreign or rare delights that end up being impractical or disappointing.
• Old manuscript notes from German astrologers sometimes called this transit the merchant’s gamble, suggesting transactions or bargains that look promising but deliver “least joy for most coin.” It represents the risk in the pursuit of beauty or wealth.
• In some medieval interpretations, this aspect was associated with a testing of moral character through temptation. Jupiter’s expansive energy can exaggerate Venus’s desires, leading to situations where your judgment about right and wrong gets fuzzy- like being overly charitable and getting taken advantage of.
• A seldom-quoted French astrology pamphlet described this as “the clashing of joy and excess”: a period when little pleasures can cause big problems, often because one underestimates the consequences of a small indulgence.

Experiencing This Transit

When Jupiter forms a sesquisquare to your natal Venus, life can feel like you’re being pulled between wanting more pleasure and realizing that too much of a good thing actually causes trouble. This isn’t the classic showdown of an opposition or the harmony of a trine; it’s more like a pinch or burr that keeps you seeking something sweet, only to find there are some strings attached.

You might find your Venus side- what and who you love, how you create or enjoy beauty- getting poked or expanded in awkward ways. Jupiter amps things up but with this aspect, there’s usually a twist or kink. It’s easy to overestimate how much you deserve, how much you can handle, or how much a relationship will give you. Opportunities and temptations show up and you might rush in, expecting them to work out perfectly, but reality has a way of saying, “Not so fast!”

Challenges during this transit

• Overdoing it: You might spend more than you can actually afford, or indulge too often in food, shopping, or flirting. The feeling of “why not- I deserve it!” is strong, but can quickly lead to regret.
• Awkward Social Situations: You may try too hard to please others or expect too much out of new friendships or romances, resulting in disappointment or embarrassment.
• Moral Blurriness: Temptations look innocent, but you could make choices that don’t entirely fit your true values- like letting a little white lie slip to keep someone happy, or being generous to the point of being taken for granted.
• Impractical generosity: You may give more than you should (time, energy, money), especially to causes or people who don’t appreciate it.
• Missing the mark with pleasure: Activities or gifts you expect to bring happiness might instead feel empty or cause extra hassle, like an expensive dinner that gives you a stomachache.

Opportunities during this transit

• New Artistic Inspiration: This transit can push you to try new forms of art, music, or creative expression- maybe something you’d usually dodge because it feels unfamiliar.
• Learning where excess leads: If you pay attention, you’ll figure out where your enjoyment crosses the line into discomfort. It’s a chance to get smarter about what actually makes you feel good.
• Meeting people from different backgrounds: Jupiter-Venus contacts sometimes draw in new faces, especially those from other cultures. These connections might not be lasting, but they’ll open your eyes to new ways of seeing love, beauty, or pleasure.
• Rethinking values: When something you thought would make you happy doesn’t, you get a chance to ask yourself what really matters. Great time for figuring out what you truly value in relationships or with money.
• Tuning up your generosity: You’ll be tested, and if you can see where your help is actually helpful (instead of enabling), you could become wiser and more balanced about giving.

How the Sign of Transiting Jupiter Modifies This Transit Sesquisquare to Natal Venus

Read the one for the current sign of transiting Jupiter.

• Transiting Jupiter in Aries: You might feel extra impulsive when it comes to romance or spending. There’s a bold “I want it now” energy that can lead to rash choices in love and money.
• Transiting Jupiter in Taurus: The urge to indulge is strong. You might splurge on luxurious things or crave lots of comfort, sometimes to excess. Physical pleasures could be hard to resist.
• Transiting Jupiter in Gemini: There’s a restless curiosity about new social or romantic connections. You might feel scattered about what (or who) you want and get distracted chasing too many options.
• Transiting Jupiter in Cancer: Emotional needs get bigger. You might hope for warm, nurturing relationships and could be tempted to smother people or seek comfort through food or spending.
• Transiting Jupiter in Leo: There’s a dramatic flair to love and pleasure now. You could feel the need for attention, big romantic gestures, or spend more in order to impress others.
• Transiting Jupiter in Virgo: Practical needs clash with what you desire. You might overthink your spending or relationships and get caught up in details, making it harder to enjoy things fully.
• Transiting Jupiter in Libra: There’s a strong push-and-pull in relationships. You want harmony but might go overboard trying to please others or be disappointed if things aren’t perfectly balanced.
• Transiting Jupiter in Scorpio: Intensity ramps up. Jealousy, obsession, or power plays in love could show up. You might be drawn to things that feel risky in relationships or finances.
• Transiting Jupiter in Sagittarius: Freedom matters most. You may want experiences over commitment, or your desire for adventure could make it hard to be satisfied with what you have.
• Transiting Jupiter in Capricorn: Ambition gets mixed into your wants. You might chase material or status goals, but resent limits or responsibilities that seem to hold back pleasure.
• Transiting Jupiter in Aquarius: There’s a rebellious streak. You could crave unusual relationships or spend impulsively on unique things, needing your space and independence above all.
• Transiting Jupiter in Pisces: Fantasies feel extra tempting. It’s easy to get swept up in wishful thinking about love or ignore practical limits when it comes to pleasure, money, or romance.