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ASK MIDLIFE BACHELOR INDEX

People write in to ASK MIDLIFE BACHELOR with many types of questions.  Email your questions to us in complete confidence at questions@midlifebachelor.com.

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  • Subject Index
  • Chronological Order
  • Dating Challenges
  • Cheating
  • Sex
  • Jealousy
  • Dating Etiquette
  • Divorce
  • Midlife Crisis
  • Everything Else
Date Someone Separated but Not Divorced?
Girlfriend Pregnant in her Forties
Moving Too Fast in a New Relationship
No Luck Online Dating?
How Much Sex is Normal at Midlife?
Cheap Date - Is He Too Cheap to Keep?
He is Unapologetic about his Relationships with his Ex's
How Long to Wait to Have Sex?
I Could Not Sleep with the Fat Woman
Boyfriend's Female Friends are Making Me Crazy
Pregnant Online Date Harrassing Me
Should I Date a Fat Woman?
Online Date Disappears for Weeks at a Time
Needy Woman is Driving Me Nuts
Move On Immediately when Relationship Fizzles
Dating Down Brings Disappointments
Time to Cut Boozer Boyfriend Loose
How to Date a Rich Man or Woman
Relationships Based Only on Lust Often Fail
Rich Man Talks Filthy on First Date
She Wants to Date Mr. Low Self-Esteem
When to Take Down Your Online Dating Profile?
Online Dates Want to Jump into Bed?
Difficulty Dating After Divorce
Rebound Relationships Often Do Not Last
Give Hot-and-Cold Psycho Girlfriend the Boot
You are a Back Burner Boyfriend
Rich Midlife Bachelor Cannot Find Love
Lack of Contact after a Great Date
Should She Get Breast Implants at Midlife?
Dealing with a Marriage Ultimatum
End the "Break Up" then "Get Back Together" Cycle
Dating Someone Married - Like Rielle Hunter Did w/John Edwards
How to Get Past Her Playing HARD TO GET
How Soon is Too Soon to Have Sex?
Difficulties Dating a Cancer Survivor
Her Best Friend Used Her
Mid 40s Boyfriend Too Cheap for Mid 20s Model Girlfriend
Mid 40s Man Won't Commit
No Date on Valentine's Day?
New Jealous Girlfriend Turns Psycho
Rebound Bachelor Wants to Marry Again
Sincere Religious Man Chases Widow
New Midlife Boyfriend is Flaccid
Tramp Wife Calls Cops on Husband
You Cannot Force Someone to Love You
Giant Man Hasn't Had a Girlfriend in 10 Years
Man Allows Ex-Wife to Steal his Self-Respect
Tall Woman Wants to Cross the Friendship Line
Dumped Over Email after 5 Year Relationship
When / How Often to Contact a New Date?
He Won't Call Me Back - What to Do?
Should I Keep My Odd-Looking Short-Bus Boyfriend?
Man Wants Girlfriend 20+ Years Younger (don't we all?)
Cannot Get into Platonic Room-mate's Pants
New Girlfriend Too Hairy Down There
Older Bachelor Needs a Cougar
Hottie Needs to Put Moves on Shy Professional
Psycho STD Scare?
Best Friend Hitting On My Tramp Wife
Should I Have Sex with My Ex?
Older Man Worries Younger Girlfriend Will Stray
When / How to Contact a Blind Date
The Unintentional Tease
Stick with a Long Distance Relationship?
Should High Income Woman Risk Friendship by Dating the Handyman?
Stalker Ex Drives Woman Crazy
Dating Challenges of a High Income Woman
Age 52 and Still a Virgin
Midlife Crisis of Confidence
Mr. Never Married at Midlife
The 30's Life Crisis
Dumped - Sudden Change Syndrome
Dump the Date You Never See
The "Friends with Benefits" Landmine
No Second Date
Break Out of the JUST FRIENDS Rut
The TOO LITTLE TIME Breakup
Is He Just Not that Into Me?
Best Way to Dump a Nice Girl?
Some Women Have a Sense of Entitlement
Female Friends - When to GO FOR IT?
Cannot Keep a Girlfriend Very Long
Go for It or Risk Just Being Her Friend
40 Years Old and Cannot Get a Date
Girlfriend Jumps Out of Car at Stoplight - Good or Bad?
51-Year Old Hot Latina Wants Younger Man
Having Time to Spend with a Woman is a Key Advantage
Younger Man / Older Woman
Older Man / Much Younger Woman - YES!



Have you suddenly found yourself single again after having been previously imprisoned in a long-term relationship (ha ha)?  If so, then be sure to check out the sections here on:

         Fundamental Truths about Women and Midlife Dating Today
         Midlife Bachelor Personal Makeover
         Develop a Strategy for Midlife Bachelor Success
         Reaching Midlife Bachelor Personal Equilibrium



Is Sugar Daddy Dating Prostitution?
Moving Too Fast in a New Relationship
Don't Discipline Your New Girlfriend's Kids
Cheap Date - Is He Too Cheap to Keep?
He is Unapologetic about his Relationships with his Ex's
How Long to Wait to Have Sex?
Boyfriend's Female Friends are Making Me Crazy
Pregnant Online Date Harrassing Me
Should I Date a Fat Woman?
Online Date Disappears for Weeks at a Time
Needy Woman is Driving Me Nuts
Rich Man Talks Filthy on First Date
When to Take Down Your Online Dating Profile?
Online Dates Want to Jump into Bed?
Difficulty Dating After Divorce
Lack of Contact after a Great Date
Dating Someone Married - Like Rielle Hunter Did w/John Edwards
How to Get Past Her Playing HARD TO GET
How Soon is Too Soon to Have Sex?
Difficulties Dating a Cancer Survivor
Her Best Friend Used Her
New Midlife Boyfriend is Flacid
Tramp Wife Calls Cops on Husband
You Cannot Force Someone to Love You
Tall Woman Wants to Cross the Friendship Line
Dumped Over Email after 5 Year Relationship
When / How Often to Contact a New Date?
He Won't Call Me Back - What to Do?
New Girlfriend Too Hairy Down There
Hottie Needs to Put Moves on Shy Professional
Psycho STD Scare?
Best Friend Hitting On My Tramp Wife
Should I Have Sex with My Ex?
When / How to Contact a Blind Date
The Unintentional Tease
Stick with a Long Distance Relationship?
Should High Income Woman Risk Friendship by Dating the Handyman?
Politely Turning Someone Away
Stalker Ex Drives Woman Crazy
Should Woman Pay for High Dollar Meal?
Handling an Embarrassing Question
Photo to Use for Online Dating?
Dumped - Sudden Change Syndrome
Dump the Date You Never See
The "Friends with Benefits" Landmine
No Second Date
Break Out of the JUST FRIENDS Rut
Don't Lie to an Online Date
The TOO LITTLE TIME Breakup
Best Way to Dump a Nice Girl?
How Soon to Call a Woman after 1st Date?
Some Women Have a Sense of Entitlement
Female Friends - When to GO FOR IT?
Go for It or Risk Just Being Her Friend
Don't Stalk the Waitress
Girlfriend Jumps Out of Car at Stoplight - Good or Bad?
Younger Man / Older Woman
Older Man / Much Younger Woman - YES!




Have you suddenly found yourself single again after having been previously imprisoned in a long-term relationship (ha ha)?  If so, then be sure to check out the sections here on:

         Fundamental Truths about Women and Midlife Dating Today
         Midlife Bachelor Personal Makeover
         Develop a Strategy for Midlife Bachelor Success
         Reaching Midlife Bachelor Personal Equilibrium



Here are all of the ASK MIDLIFE BACHELOR Q&As in the order they were received ...

Signs of Infidelity - Know if your Partner is Cheating
Midlife Crisis Affair Ends in Unhappiness
Date Someone Separated but Not Divorced?
Girlfriend Pregnant in her Forties
Cheating Husband Leaves Pregnant Wife and Kids
Moving Too Fast in a New Relationship
Do Not Marry Pregnant Cheating Girlfriend
Reasons He Can't Stay Hard
No Luck Online Dating?
How Much Sex is Normal at Midlife?
She Allows Husband to Cheat but Regrets It
Is Sugar Daddy Dating Prostitution?
Don't Discipline Your New Girlfriend's Kids
Cheap Date - Is He Too Cheap to Keep?
Husband No Longer Interested in Sex
He is Unapologetic about his Relationships with his Ex's
Midlife Crisis Cheater Seeks Redemption
Bipolar Wife Abandons Marriage without Explanation
How Long to Wait to Have Sex?
I Could Not Sleep with the Fat Woman
Boyfriend's Female Friends are Making Me Crazy
I Don't Want to Grow Old Alone
Pregnant Online Date Harrassing Me
Should I Date a Fat Woman?
Online Date Disappears for Weeks at a Time
Found Woman's Phone Number in his Wallet
Needy Woman is Driving Me Nuts
She is Part of His Post-Divorce Recovery Process
When Will Midlife Crisis Husband Return to Wife?
Move On Immediately when Relationship Fizzles
Dating Down Brings Disappointments
Time to Cut Boozer Boyfriend Loose
How to Date a Rich Man or Woman
Married Man Gets Girlfriend Pregnant
Relationships Based Only on Lust Often Fail
Rich Man Talks Filthy on First Date
She Wants to Date Mr. Low Self-Esteem
When to Take Down Your Online Dating Profile?
Online Dates Want to Jump into Bed?
Rock Star has to Choose Between 2 Women
Difficulty Dating After Divorce
Midlife Bachelor Roommate from Hell
Rebound Relationships Often Do Not Last
Give Hot-and-Cold Psycho Girlfriend the Boot
You are a Back Burner Boyfriend
Rich Midlife Bachelor Cannot Find Love
Lack of Contact after a Great Date
Facebook / Myspace Implications During Divorce
Should She Get Breast Implants at Midlife?
Dealing with a Marriage Ultimatum
End the "Break Up" then "Get Back Together" Cycle
Dating Someone Married - Like Rielle Hunter Did w/John Edwards
How to Get Past Her Playing HARD TO GET
How Soon is Too Soon to Have Sex?
Midlife Crisis Affair Gone Awry (Jesse James Affair on Sandra Bullock with Tattoo model)
Difficulties Dating a Cancer Survivor
Her Best Friend Used Her
Mid 40s Boyfriend Too Cheap for Mid 20s Model Girlfriend
Mid 40s Man Won't Commit
No Date on Valentine's Day?
New Jealous Girlfriend Turns Psycho
Christian Wife Waits Out Husband's Affair
Rebound Bachelor Wants to Marry Again
Sincere Religious Man Chases Widow
New Midlife Boyfriend is Flaccid
Tramp Wife Calls Cops on Husband
You Cannot Force Someone to Love You
Giant Man Hasn't Had a Girlfriend in 10 Years
Man Allows Ex-Wife to Steal his Self-Respect
Tall Woman Wants to Cross the Friendship Line
Dumped Over Email after 5 Year Relationship
When / How Often to Contact a New Date?
He Won't Call Me Back - What to Do?
Should I Keep My Odd-Looking Short-Bus Boyfriend?
Man Wants Girlfriend 20+ Years Younger (don't we all?)
Cannot Get into Platonic Room-mate's Pants
New Girlfriend Too Hairy Down There
Older Bachelor Needs a Cougar
After 14 Years - Now He Hates Me?
Blatant Affair with 23 Year Old Married Woman
Hottie Needs to Put Moves on Shy Professional
Psycho STD Scare?
Best Friend Hitting On My Tramp Wife
Should I Have Sex with My Ex?
Older Man Worries Younger Girlfriend Will Stray
Physician Husband Cheats on PhD Wife
When / How to Contact a Blind Date
The Unintentional Tease
Stick with a Long Distance Relationship?
Should I Leave My Wife This Time (for having one night stands)?
Husband has Overseas Girlfriend
Jealous Bachelor's Female Friends Act Inappropriately
Over-Estimating a Sex-based Relationship
What Midlife Men Want in Bed
Should High Income Woman Risk Friendship by Dating the Handyman?
Obsessed with his Own Size
Sleep with a REBOUND Bachelor?
Politely Turning Someone Away
Husband has his Cake
Stalker Ex Drives Woman Crazy
Long-term Impact of Infidelity
Should Woman Pay for High Dollar Meal?
Mopping Up after a Divorce w / Children
Handling an Embarrassing Question
Stages of Midlife Crisis
Husband Lost Interest in Sex
Photo to Use for Online Dating?
Dating Challenges of a High Income Woman

Age 52 and Still a Virgin
Take Control of Your Own Happiness

Midlife Crisis of Confidence
Mr. Never Married at Midlife
The 30's Life Crisis
Removing a Spouse from Life Support
Dumped - Sudden Change Syndrome
Dump the Date You Never See
Husband's Affair w/20 Yr Old OK with Wife
The "Friends with Benefits" Landmine

No Second Date
Break Out of the JUST FRIENDS Rut
Don't Lie to an Online Date
The TOO LITTLE TIME Breakup
Is He Just Not that Into Me?
Woman's Sexual Appetite Outpaces Boyfriend
Younger Woman Emails Nasty Photo
Best Way to Dump a Nice Girl?
Sexual Protection at Midlife?
Wife has Occasional Secret Life
How Soon to Call a Woman after 1st Date?
Midlife Love Triangle
Some Women Have a Sense of Entitlement
Cheating Midlife Husband Update
Female Friends - When to GO FOR IT?
How to Get Cheating Husband Back from Midlife Crisis Affair?
Cheating Wife Now Destroying Man's Credit
Should Man Divorce Cheating Wife?
Cannot Keep a Girlfriend Very Long
She'd Be Perfect if She Wasn't So Jealous
Go for It or Risk Just Being Her Friend
40 Years Old and Cannot Get a Date
Don't Stalk the Waitress
Girlfriend Jumps Out of Car at Stoplight - Good or Bad?
51-Year Old Hot Latina Wants Younger Man
Having Time to Spend with a Woman is a Key Advantage
Younger Man/Older Woman
Older Man/Much Younger Woman - YES!




































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