Elon Musk’s college ex auctioning off never-seen pics, signed items — some going for over $10K

A birthday card Elon Musk gave his college girlfriend is up for auction and expected to fetch more than $10,000 — one of dozens of items put on the block by his Ivy League sweetheart.

Jennifer Gwynne, who dated the future billionaire when the two were enrolled at the University of Pennsylvania, is auctioning the personal trove off photos and mementos.

The birthday card Musk gave Gwynne in December 15 reads: “Happy birthday Jennifer (aka Boo Boo). Love, Elon.”

The signed card is expected to sell for more than $10,000 when bidding ends Wednesday.

Gwynne told DailyMail.com that “Boo Boo” was what Musk called her when teasing her playfully.

Another popular item, a dollar bill signed by Musk, has a top bid of $7,604 as of early Monday morning. A photograph of Musk sitting at the computer has solicited 26 bids — with the highest bidder willing to fork over $1,355.

Elon Musk's ex-girlfriend, Jennifer Gwynne, is auctioning off items from the time they dated while enrolled at the University of Pennsylvania in 1994-95.
Elon Musk’s ex-girlfriend, Jennifer Gwynne, is auctioning off items from the time they dated while enrolled at the University of Pennsylvania in 14-5.RR Auction

Gwynne, 48, said she is auctioning off the items in order to help pay for her stepston's college tuition.
Gwynne, 48, said she is auctioning off the items in order to help pay for her stepston’s college tuition.RR Auction

A birthday card in which Musk refers to Gwynne as "Boo Boo" will fetch in excess of $10,000 at auction.
A birthday card in which Musk refers to Gwynne as “Boo Boo” will fetch in excess of $10,000 at auction.RR Auction

Musk is seen goofing around as a 23-year-old college senior.
Musk is seen goofing around as a 23-year-old college senior.RR AuctionGwynne and Musk started dating at the Philadelphia-based Ivy League school in the fall of 14 while they both lived in the same dormitory as resident advisers.

Musk, the future entrepreneur who would go on to become the world’s wealthiest person, is seen in the photos as a 23-year-old who could be playful, affectionate, serious and tech-savvy.

One photo in the collection being put on the block by Boston-based RR Auction shows Musk wearing a “Judge Dredd” T-shirt — which pays homage to the comic book character that inspired the movie starring Sylvester Stallone.

In another photo, a smiling Musk is seen lying down on the floor with his hands behind his head while Gwynne snaps a picture of him as he looks into the camera with his feet apparently on her lap.

Elon Musk seen with his college girlfriend in an old photo.Elon Musk seen with his college girlfriend in an old photo.RR Auction

Elon Musk typing on a keyboard in his college days at U Penn.Elon Musk typing on a keyboard in his college days at U Penn.RR Auction

Elon Musk seen at a dinner in the mid-1990's.Elon Musk seen at a dinner in the mid-10’s.RR Auction

One of the Elon Musk photos up for auction.One of the Elon Musk photos up for auction.RR Auction

Musk and Gwynne dated for a year. She said he was "sweet" but would often withold "PDA."
Musk and Gwynne dated for a year. She said he was “sweet” but would often withold “PDA.”RR Auction
Another photo shows Musk displaying a tender side as he lies on a couch while embracing Gwynne, who is cuddling with him.

Musk is also seen sightseeing at Niagara Falls and hiking in San Francisco. Another photo shows him dining out with four other classmates at a local restaurant.

Gwynne, 48, told DailyMail.com that she is selling the photos in order to help fund her stepson’s college tuition.

Musk is seen with Gwynne and his mother, Maye Musk, in Toronto in December 1995.
Musk is seen with Gwynne and his mother, Maye Musk, in Toronto in December 15.RR Auction
Gwynne said that Musk was ambitious and idealistic. She “always knew” that he would “go places,” she said.

“He was very intense, very focused on his studies,” she said.

“Back then he was always talking about electric cars… he was definitely going somewhere.”

In December 1995,  Musk gifted Gwynne a 14-karat gold diamond necklace.
In December 15, Musk gifted Gwynne a 14-karat gold diamond necklace.RR Auction
“He just saw school as a stepping stone.”

She told DailyMail.com that while their relationship was “sweet,” Musk would withhold “PDA” — public displays of affection.

“His shy nature attracted me at first,” Gwynne said, adding that “he used to be my type.”

She added: “‘We were physical when we needed to be… but there wasn’t any hand-holding or anything like that.”

“He liked to be together,” Gwynne said.

“He just liked having someone there with him, someone to support him.”

She is also auctioning off a 14-karat gold necklace that Musk bought her while they were visiting his mother in Toronto.

Musk is seen during a visit to Niagara Falls.
Musk is seen during a visit to Niagara Falls.RR Auction
Gwynne told DailyMail.com that he initially intended for the necklace to be a Christmas gift, but they decided that it would instead be a birthday present.

The relationship ended when Musk moved to Palo Alto, Calif. after that semester. Gwynne said she visited him once out West, but they decided to end the relationship.

Elon Musk poses in a black-and-white snapshot from college.
Elon Musk poses in a black-and-white snapshot from college.RR Auction
“If we weren’t physically together it was a problem because he’s not good on the phone,” Gwynne recalled.

“He said, ‘It’s a waste of time’.”

‘It was hard, it was not what a 20-year-old woman wanted to hear. I was totally in love with him,’ she said.