1. Jerry Seinfeld
Stand up Comedian Jerry Seinfeld and Shoshanna Lonstein dated from 1993 to 1997. At that time Jerry was 38 years old and Shoshanna was only 17.
How can we forget the blooming love of Jerry Seinfeld and Shoshanna Lonstein? This couple started dating when Jerry Seinfeld was 38 and Shoshanna Lonstein was 17. Shoshanna was in her senior at the Nightingale-Bamford School on the Upper West Side.
He fell instantly when he first saw her in the Central Park on a spring afternoon in the year 1993. It is said that even Shoshanna did not know exactly who Jerry was she gave her cell number which was the beginning of their glorious relationship.
Four years later, Jerry met Jessica Seinfeld his current wife who is also seventeen years junior then he is. The couple got married on 25 December 1999 and is still living together. They have three children together and making their love eternal.
2. Chad Michael Murray
Chad Michael Murray was engaged to girlfriend Kenzie Dalton in 2006. Chad was 24 and Kenzie was 18 when they started dating each other.
Chad Michael Murray fell for lovely Kenzie Dalton on the set of the popular drama One Tree Hill. Kenzie was in her senior year of her high school when she was proposed by Chad which she initially accepted.
They were engaged for impressive seven-years, however, decided to go their own separate way in 2013. When this ex-couple started their new relation Chad was still juggling in his separation with Sophia Bush. Trouble between this lovers started when Chad was photographed with Nicky Whelan.
Currently, Chad Michael Murray is married to Sarah Roemer, they are living together since the year 2015. Kenzie Dalton seems to be going well with her single life as no news of her being in love relation has been yet published.
3. Doug Hutchison
Doug Hutchison and girlfriend Courtney Stodden married in 2011 after dating a couple of years. Doug Hutchison was 50 when he started dating 16 years old Courtney Stodden.
They started their love relationship in the year 2010 and got married shortly in 2011. This couple is still living a blissful life as lawfully wedded husband and wife.
Before Doug Hutchison married with Courtney, he was twice married. He first married Kathleen Davison in 1999 and separated in 2002. Soon after his first divorce, he got connected with Amanda Sellers in 2003. His second marriage could not last long and the couple divorced in 2005.
We could hear the various news and talk about the divorce between Doug and Courtney but the amazing part is Courtney has also stood for her love. In 2017 their love is experiencing the edge of separation but Courtney has been always repeating that she loves him a lot.
4. Joel Madden
Joel Madden the American pop star's fable with sweet Hillary Duff is not to be forgotten. With ten years of an age gap, Joel dated Hillary when she was 16 and he was 26.
They kept their relation in low-flame from the media until Hillary was 18. The reason they did not want to reveal the matter was because of Hillary underage when she was in a relationship with Joel. Later the statement of Hillary Duff of losing her virginity to Joel was more shocking to people.
They ended their relationship three years when Hillary was 19. Later, Joel Madden married Nicole Richie in the year 2010 and is still together. This couple went through huge clash and the matter was taken to court for divorce however they settled later.
5. Wilmer Valderrama
Actor Wilmer Valderrama dated girlfriend Demi Lovato from 2010 till 2016. Wilmer was at his mid-30s when Demi Lovato was in her teen days, Wilmer 35 and Demi 17.
During their relationship years, they were very close friends which is the reason their love lasted long. Additionally, that might also be the reason why they have broken up with each other. They understood each other quite well and were very close. Being too much close did not work out for them. Both were even close to each other's family members.
Actually, Wilmer dated 17 years old Lindsay Lohan when he was 24 years and before that, he was with Mandy More when he was 20 and Mandy was 16. Well, we hope that he will find someone with his own age range and get married soon.
6. Michael Ray Stevenson aka 'Tyga'
Michael Ray Stevenson aka Tyga was dating girlfriend Kylie Jenner since 2014. Tyga was 25 when he first met 14 years old Kylie.
Tyga first met Kylie Jenner on her sister Kendall Jenner's sweet sixteen birthday party. He was there to perform for the event back in the year 2011. Kylie suddenly became attracted to Tyga the first time she met him.
The news of these people together suddenly popped up on Kylie's Instagram. It was when they became very close friends. Later Tyga broke his relation with fiancée Blac Chyna as the alleged news of Kylie and Tyga in loved dropped everywhere.
They have appeared together in many events and occasions seeming very close to one another. However, there are many posts these stars have made claiming to be just good friends. Kanye West later in a radio interview said that Tyga and Kanye were in love.
These two were even captured in many places having a good time with each other. Soon Tyga inked Kylie name in his right arm. Kylie was seen wearing a ring on her wedding finger. After all of this stuff, Tyga finally admitted that he loved Kylie and she has captured his heart. They broke up after Tyga slept with a transgender.
7. Don Johnson
American actor Don Johnson was dating girlfriend Melanie Griffith in 1976. Don was 22 and Griffith was 16 at the time they fell in love.
They got married in the year 1976 but their marriage could not last longer than six months. Many love critics said that their marriage did not last long because there was not a sense of commitment.
Don and Melanie were reunited after Melanie was rescued from rehabilitation after drug and alcohol misuse. They married again in 1989 and had daughter Dakota Johnson, however, this love-reunion ended in 1995.
Don Johnson married Kelley Phleger in 1999 and has four children Jesse Johnson, Jasper Johnson, Grace Johnson, and Deacon Johnson.
8. Kobe Bryant
Kobe Bryant started dating girlfriend Vanessa Cornejo since 2000. At that time, Kobe was 21 when he first met 17 years old Vanessa.
Kobe Bryant (Los Angeles Lakers Star Player) and Vanessa Cornejo dated for six months as he was very much sure about her and did not want to lose her. Vanessa was gifted $100,000 worth beautiful ring.
The pair got engaged in 2000 and after a year they got married in 2001. Kobe parents could not attend his marriage because of certain circumstances and they only met Vanessa almost two years later. Now Kobe and Vanessa have three daughters named Natalia Diamante Bryant, Gianna Mario-Onore Bryant, and Bianka Bella Bryant.
The duo has gone through several issues in their married life. They almost got divorced in the year 2011 but that was cut off in 2013. Truly passionate about each other they decided to live their life together.
9. Justin Gaston
Justin Gaston was dating girlfriend Miley Cyrus in the year of 2008. Justin was 20 and Cyrus was 15 when they first met each other.
Justin Gaston surely comes in the race of dating an underage girl. The affair or the relationship with Miley Cyrus went on for a year.
They became very close while they were together. It is said that both were very close to each other's families and no one had any objection to their age gap. Even though everything was going well they ended their relationship in 2009.
Many say that the reason for the separation was the closeness of Miley Cyrus and Nick Jones. Soon as the relationship ended Miley was seen with Nick Jones.
Justin Gaston is now married to Melissa Ordway since 2012 and has a child. And Miley Cyrus is engaged to Liam Hemsworth.
10. R. Kelly
R Kelly was dating girlfriend Aaliyah since 1994. R Kelly was 28 and Aaliyah was only 15 years old when they first met each other.
They married in the year 1994 at the Sheraton Gateway located in Rosemont, Illinois. It was a secret marriage as Aaliyah was underage when they were about to get married which was definitely not legal.
Both of the couples never admitted that they have married even though their marriage certificate was public.
Aaliyah met R. Kelly roughly in the early 90s, as Aaliyah was very much active in musical filed Kelly became her mentor. They were very much close to each other as a couple.
They shortly got separated and Aaliyah even claimed to cut off all the marriage papers in the court as they were illegal because of her age. Later she died in a plane crash on 25 August 2001 in the Bahamas. It happened when she along with her musical team were returning after the shooting of music video 'Rock the Boat'.