The cute tattooed and pierced boy Miles Pride is a little nervous about going all the way with Dean Holland. It's been a while for him but a little bit of sensual kissing convinces him that fucking is just like riding a bike and as soon as he gets back on it will be like he never left. The sensual kisses that dominate the early part of the scene are abandoned for the pleasure of sucking cock and before long you can see the boys involved in a glorious ass fuck that brings joy to all that admire it.

Miles Pride

Dean Holland

Nervous tattooed twink goes all the way

All over the world bored guys are getting a happy ending right now, and you know most of them are really craving something like this! When muscled daddy Tristan calls up for some stress relief and twink boys Nathan and Dean arrive he seems unsure, but when his big uncut cock is out and being pleasured all those concerns soon evaporate. The boys take turns on the muscled man, sucking his uncut meat and taking it in the ass until both are spewing their cream and taking a facial from their studly customer! Now, how do I get a job like that"

Nathan Stratus

Tristan Jaxx

Lucky Twink Boys Both Get It!

Dean Holland is so horny, he can't stop cheating on his boyfriend. His teacher Danny Brooks suggests he try using a sex toy but Dean insists he needs help figuring out how! Danny sticks the glass dildo up Dean's ass, letting him suck his dick while he does. Eventually the toy is set aside so they can both enjoy the real thing. Danny fucks Dean all over the desk before they both shoot their loads.

Danny Brooks

Horny Student Cheats with the Teacher

With that mop of hair, Dean Holland tends to end up with some pretty crazy post-sex hair at the end of the scene, this time is no different! He talks to Andy about a fantasy he hasn't had the chance to live out yet in real life or porn. Apparently he really likes the idea of fucking while some man watches and jerks off. I think we could find a volunteer or two!

Dean Holland's Fantasy 

Eighteen year old Dean Holland has his tongue (or is it a lollipop') in his cheek when he says his favorite part of porn is, "the glamorous lifestyle." On his knees, giving head is this cutie's favorite sexual position. He says working with lollipops just, "makes everything taste a bit better!" He's also done the daddy-thing in real life, which he says turned into a pretty kinky experience!

An Interview with Dean Holland

Dean Holland's filmed a scene for Lollipop Twinks before and this time he's back with first-timer Miles Pride. The boys both agree that candy and sex is, "the best combination ever!" We'd be hard pressed to disagree, especially when you throw cute boys like these into the mix. Miles hints he's into spanking, considering his role in Raw, but I'm not sure the candy will hold up to the abuse! 

Interview: Dean Holland & Miles Pride

Dean Holland's worked with Lollipop Twinks before, quite notably when he shattered a candy cane on Miles Pride's ass. This time he's with Nathan Stratus and he says working with candy makes the whole process sweeter. Dean says he'll continue working in the industry as long as he's having fun; hopefully we can keep the sweet sex and fun coming for him! 

Interview with Dean Holland

When Dylan Chambers catches Dean Holland double-fisting lollipops, he warns him he's going to turn into a, "Cheryl." But Dean's no fat girl and he plans to burn the sugar off with a flip flop fuck with Dylan. Super tall and with a giant dick to match, Dylan eases his cock up Dean's ass doggy style. When it's Dean's turn to top, he gets Dylan on his back and fucks the cum right out of him. 

Dylan Chambers

Double-Fisting Lollipops (Don't Be a Cheryl!)

Nathan Stratus is bored with their sexual routine, so Dean Holland brings home something sweet to spice things up! Nathan seems unimpressed with the candy treat until Dean shows him exactly what he had in mind. The two swap blowjobs before Nathan lubes up Dean's dick and climbs aboard for a hot fuck. Dean gives Nathan a facial before feeding him the cum clinging to their candy stick. 